Conducting Her Business With The Black Train Conductor
by EroticWriter
Sheldon laughed and before climbing into bed and lying down beside
Mary, he said, "First we have to get it in, then you can say I was your
biggest."
"Yes, yes," Mary exclaimed as she stared up at that huge black cock.
Put it in. I want you to."
As Sheldon fondled her breasts prior to fucking her, he added: "And then
after I get it in, you can say I made you cum."
"Mmmmmh! Awwwwww, shit." (pant pant) "Wait. Go slow! No, don't stop,
just go....slow..."
"Lady, you have sharp fingernails!"
Summer, 1943
"All Aboarrrrrrrrrrrrddd!" The conductor's rich deep voice rang out,
loud enough to be heard even above the sounds of the hissing steam
coming from the engine.
The train station in Indianapolis was bustling, with trains on several
tracks, all getting ready to go somewhere, something that was
happening 24 hours a day now that the USA was at war.
Mary was already aboard, aided by the helping hand of the Pullman
conductor as she had climbed the stairs, two bags of luggage in hand.
"Looks like this is your first time to ride a train," the white-haired
black conductor commented.
"How did you know," Mary asked, her eyes bright with excitement?
"Oh, we can always tell miss. The way your eyes started taking it all in
soon as you got on board. I can remember, wayyy back, my first train ride."
"Really? How old were you, and where were you headed?"
The conductor laughed. Mary already liked this man. This was the first
time she had ever had a conversation with a black man longer than two or
three words, and she already felt completely relaxed with him.
"Let me help you with those bags while we find your seat, and then I'll
tell you about my first ride." The conductor took both bags and lead
Mary down a corridor past some sleeping compartments and stopped at the
first seat forward of the last sleeping compartment they had passed.
I think you'll like sitting here miss, with the wall behind you. That way
there's no one directly behind you to make you feel like you are being
watched from behind."
"Would anyone be watching me," Mary beamed?
"Probably, miss. You're a very pretty young lady."
Mary giggled. "Tell me about your first train ride."
The conductor held out his hand. "In a minute. The name is Sheldon,
miss. And what might yours be?"
"I'm Mary," she responded while taking his hand in hers, "and I am on my
way to Los Angeles, Long Beach actually, to go to work in a new job at
the shipyard. My sister is there already and has an apartment we can share.
So how about your first train ride?"
Sheldon laughed. "It wasn't actually a train ride. I was going to work,
first day on the job and I had never been on a train before."
"Were you a conductor right off the bat?"
"Noooo ma'am. I worked as a busboy in the kitchen and dining car. Then I
became a porter. It took me 22 years to work up to where I am today." I
spend more time on the train then I do at home."
Sheldon looked around. "Let me take care of some other passengers that
might be needin' help, and then I'll come back and see how you are doing."
"That will be great. Thank you. It's nice to have someone to talk to."
Sheldon was off, and Mary had time to settle in and pull two magazines
out that she had purchased in the station and she had to decide which
one to read first.
She had arrived a few minutes early, and the train was due to pull out in
another ten minutes. The boarding call Mary had heard had been the
first one, announcing that passengers could start loading.
Mary looked up. Sheldon was back and looking down at her with a smile on
his face. She brightened. "Oh, you're back already."
Sheldon nodded. "And I see by your ticket that you didn't buy a private
sleeping compartment. That means you will be using one of our bunks with
the curtain pulled, and if you need to use the bath during the night,
you will have to go down the aisle in your nightclothes."
"I know, but my money is kind of short. Sally, that's my sister, says
that my pay will pretty good once I get to the ship yard, but that
doesn't help me today."
Sheldon nodded. "We have some 'Roomettes' in the next car back." He
lowered his voice. "I don't think all of them have been reserved. If
not, after it's dark, maybe I can let you slip into one for a few hours
to catch some sleep. That way you will at least have a door you can lock
instead of just a curtain. No one has to know."
"Really? You'd do that? That would be so nice."
"A roomette doesn't have a sink or a...toilet in it. All it is is a
small compartment big enough for two to ride in, and the seat folds down
across the room to sleep on. It has a small closet with hangers also.
Our larger sleepers, the ones that have a little bathroom in them are
called 'Bedrooms.' When you are using the 'roomette,' you will still
have to go down the corridor to use a bath."
"Well, keep your eyes peeled for me. If no one is using a roomette, it
would sure beat having to crawl in and sleep behind a curtain."
"Sheldon nodded. And with the curtain compartments, if you end up with
an upper, you need to have me put up some wood steps to climb up and
down." He checked his watch. "Mary, I'll be back later."
"Thank you."
Mary sighed as Sheldon walked off, heading down to greet some other
passengers whom apparently had been late arrivals and were rushing down
the aisle.
Mary had been writing to her sister Sally for weeks now, and
after Mary's husband Dave, who was in the Navy, had come home for 'shore
leave' after two months of Navy Boot Camp and then gone off to his new
assignment in the Pacific Fleet, Mary had decided to take Sally up on
her invitation to work with her in Long Beach.
Sally had assured her: "When Dave comes home on shore leave, you will be
close enough to San Diego to see him while he is in port. So working at
the Long Beach yard would be real convenient for you."
Mary was assured a position as soon as she arrived since she had already
had a year's experience working in an office, so her secretarial skills
would come in handy.
Her husband had completed his boot camp six weeks ago, came
home from the Great Lakes Training Station, which was
conveniently close to Indianapolis, and spent the better part of two
weeks mostly in bed with Mary.
Then he had taken the train to San Diego. Mary was following him
by about three weeks, but would probably not see her husband until
he came back into port. Since this was wartime, and Mary didn't even
know where her husband's ship was headed due to secrecy, she
might not see him for months, maybe years.
Dave had said that the scuttlebutt was that their ship was headed to
'Pearl' first, which meant Pearl Harbor in Hawaii, but that was just
scuttlebutt and he could end up anywhere.
It was summer, 1943. America had been at war since December, 1941, and
so far the news, after several months of bad, was looking good for the
US forces in the Pacific.
Japan was on the run, and American's Naval fleet had been rebuilt into
a formidable fighting force, ready to conquer Japan in hopefully, just a
few more months. "Win the war in '44' was the motto, and Mary could
only hope that Dave's ship would come through unscathed.
"You'll really enjoy it here, Sally had told Mary on the phone just
yesterday after Mary had told her that she had purchased a train ticket
and would be coming out. "There's a NCO club here, with lots of sailors
to meet and dance with, and since they are all so lonely, you won't ever
have to buy a meal, or a drink if you want one."
"Sally...why in the world would I want to dance or drink with other men?
I'm happily married to Dave, remember?"
"I know. I didn't mean that you would actually DO anything with them. I
just meant that it will be nice for me to have someone to accompany me
when I go out, that way men won't be trying to pick up on me so much."
"I thought you told me that you hoped to meet someone...nice."
"I do, but all these guys are here for a few days or weeks, and then
they are gone. And all they want to do while they are here is get laid."
"Sally! You haven't been doing...that, have you?"
"No, not really. But some of the guys I have met were pretty nice."
"Not really? What does that mean? Did you do it, with any one of them?"
"Well....."
"Sally?"
"Yes. But just one or two. It was no big thing."
Mary was shocked, but she should have known. Sally's 'one or two' was
probably four or five. After all, Sally had been away from home for over
a year now, and Mary had heard that things, that people were a 'lot
wilder' in California. "Well, since you are no longer 'saving your
virginity,' I hope that you are using 'protection."
"I carry them in my purse, just in case."
Mary was shaking her head, but of course on the phone Sally could not
see her. "If I go anywhere with you, I expect you to be the perfect lady
with me, O.K.? I'm married, faithful, and plan to stay that way."
"Sally had laughed. "Don't worry. When you are out with me I will be the
perfect young lady, and you can keep me straight."
Mary nodded her head, and again Sally could not see. "Besides, Sally, I
am pretty sure I am pregnant."
Silence. Then: "You think you are pregnant? How do you know?"
"Dave was here for two weeks, and spent the entire time in bed with me.
I missed my period last week, so I'm pretty sure I got 'knocked up.'"
"What about your job, with me?"
"If I am pregnant, I will work until I get too big to work comfortably,
then I will catch a train home to have the baby."
Sally sighed. "Well, that will work out I guess. But I was sure looking
forward to having you around with me until the war ends."
"That won't be too long, Sally. I hear we will win the war in '44."
"I hope so." (Actually, the war in the Pacific would go on until
September of 1945, but they didn't know it at the time).
That had ended their phone conversation, with Mary telling Sally when
and at what time her train was supposed to arrive in Los Angeles, and
Sally had told Mary that she could catch a 'red car' which was an
electric trolley, from Union Station in Los Angeles all the way to Long
Beach.
The train was rolling now, and had left Indianapolis way behind when
Sheldon approached Mary, who, after staring out at the scenery for
several minutes, had finally settled into reading a magazine.
"We'll be serving in the dining car starting in about 15 minutes."
Sheldon looked at the watch on his wrist, "in exactly 14 minutes
actually. So, when you are ready, just come forward two cars and take a
seat. I've already told my co-workers there to take good care of you."
"Thank you Sheldon. That will be nice, and I'm starving."
"Our food is excellent. See you there."
The train was swaying, and since Mary had been seated the entire time
the train had been rolling, she found it strange at first to get her
balance and walk in a straight line. Fortunately the train had lots of
handle type stuff to grab onto if need be.
Sherry had to open doors at the end of each car, and it was noisy going
across the vestibule between cars. Even though the area was closed in,
you could see out the sides of the floor and watch the earth moving past
below you. It made you very aware that you were on a moving train, and
right below your feet were two rails, going clickety clack in a steady
rumble.
Mary came into the next car, and was surprised to see what looked like
at least 40 soldiers, all young white males in uniform, and when she
walked into the car, she heard someone seated beside where she was
walking yell out: "Eyes center!"
No one turned their head to stare, that would be too obvious. But she
knew they were looking as she went past. All the seats in this section
were facing forward, and each and every soldier could stare at her ass
as she walks by. On the way back, they would be seeing her from the
front, and be able to take in her face and tits, and all without turning a head.
Just like that, Mary found herself being stared at by 40 pairs of eyes
as she walked past row after row of seated soldiers, all young, and all
horny. Fortunately, they were respectful and not a word was said to her
as she walked by, but Mary's face was red as she left that car and moved
on forward to the dining car.
Her meal was excellent, just like the home-cooked meals she was used to,
only better since at home they had to use ration books to make some food
purchases, and there seemed to be no shortage of food in the dining car.
And the two stewards, attractive young black men wearing white who
served her were polite, and were perfection in motion as they served the
passengers. Sheldon stopped by to see how she was doing, and Mary could
not give enough praise to how good the food was and also the service.
She giggled. "I sure got a lot of stares though when I went through that
last car. Every soldier in the place was looking at me it felt like."
"I am sure they were. Like I said, you are a very attractive young lady.
I hope that none of them said anything they shouldn't have to you..."
"No. Just looking. I could feel my face burning time I got past."
Sheldon laughed. "You probably felt something else burning besides your
face since they were all facing forward when you went past."
Mary was surprised at Sheldon's sexual innuendo, but took it in stride.
"I said my face, but I could feel my backside crawling, maybe not
burning, but I was aware of what they were looking at."
Sheldon, pleased that she had acknowledged her ass to be the
subject of conversation, nodded. "And you will have to run that
gauntlet again on the way back, this time from the front."
Sheldon had been speaking with his voice low, like someone does
when they might be discussing a delicate subject, like sex, in public.
Then cheerfully, he raised his voice.
"But I think I have some good news for you. I have a room you can
use, a roomette with just a bed like I said, and it won't cost you
anything. Just keep it to yourself." Sheldon had lowered his voice
again to show that they have to be 'confidential' about this.
"I understand Sheldon. Thank you."
"I'll come back later and let you know the number of the roomette."
Mary again had to run the gauntlet, and this time, no one, well hardly
no one, was obvious in staring at her since she could meet their eyes
with hers if she wished. But she knew that they were staring, especially
after she had gone past each aisle.
She sensed that after seeing her face and chest, they were turning their
heads this time since she was looking the other way, and again staring
at her ass. Her ass was quite nice, the tight skirt adding emphasis
rather than hiding it, and Mary deliberately let it sway. With an inner
smile, she could feel every eye in the place on her rear as she went by.
Face and tits front, ass and legs rear, and Mary had it all.
Mary rode in the Observation car for a while. It was way at the back of
the train, the very last car, and the rear of the car was rounded. Mary
was lucky to get a seat right in the center of the rear, and she was
provided with excellent views out each side of the train as it rumbled
along at almost 60 miles per hour.
She half expected some soldiers to come back, looking for her, and did
not know that they had been told to remain in the assigned car.
Clickety clack, clickety clack, click click clickety. Mary almost dozed
off from the soothing sound of the steel wheels passing over the rails.
A couple of Italian looking men seemed very interested in her, but they
were sitting together at one table and smoking. Mary was not interested
in meeting any smokers.
Once it got dark, Mary was back in her seat with nothing behind her but
a wall. This car was not fully occupied and she had some privacy. As
Sheldon approached, he said, 'Move over."
Surprised, Mary moved over and Sheldon sat himself beside her, but not
so close that his hips touched hers. Still, there was only an inch or
two of gap between them. "Mary. You said you were low on money. Could
you use some to get set up when you get to Los Angeles?"
"Yes, of course." She giggled. "Do you have a job for me in the dining
car, perhaps? Those two guys that were serving me were kind of cute."
Sheldon was pleased. If she had said that two black guys were cute, that
was encouraging. "No, something different. The pay would be very good,
and for just giving maybe an hour at the most of your time."
Mary didn't ask, so Sheldon went on. "I see that you are wearing a ring,
so I assume that your are married, or maybe just wearing a ring so no
one bothers you."
It sounded like he was asking in his last sentence, so Mary answered.
"I'm married. My husband is sailing off somewhere with the Navy and I
don't know when I will be seeing him again."
"I see. Do you plan...don't take this wrong, do you plan to stay
'faithful' to him all the time he is gone?"
"Well, yes, of course. That's what wives are supposed to do, isn't it?
Especially military wives."
The offer.
"Can I ask you something without you getting upset? It is a chance for
you to earn some real money, and no one would ever know."
He was speaking very softly, and Mary leaned towards him and said, "Who
do I have to kill?"
Sheldon smiled and went on. "All those soldiers that were looking at
you, they were very impressed with what they were seeing."
Mary was beginning to catch on. "All those soldiers? If you are hinting
at what I think you are, that's way too many men for me!" Mary laughed,
like she was joking, because though it sounded like Sheldon was asking
if she wanted to take all those soldiers to bed, she didn't really think
so. It must be something else. And then Sheldon surprised her. What she
had been thinking was true, except for the numbers.
"They all got together and came up with something. They just finished
basic training at Ft Dix in New Jersey. They got paid, and haven't had a
chance to spend any of it. So they all said they would put three dollars
apiece into a pot, and whoever won the drawing would..."
Mary cut him off. "They want to do a drawing to see who would get
to...sleep with me? Is that what you are saying?"
"It was their idea," Sheldon said defensively. I am just the messenger,
offering you a chance to earn some real cash if you are interested."
Mary was silent for a while. Sheldon said, "Think about it while I make
my rounds again, and then I'll be back."
Mary interrupted before he could leave. "And how much money are we
talking about here?"
"There are 40 men, actually, to me they are just boys they are so young,
and they all agreed to participate. So at three apiece, that comes to
$120 and I would keep $20 for my efforts, arranging a place for it to
happen, and changing the sheets afterward."
Mary for some reason found herself thinking it over, something she would
never have dreamed in a million years that she would do. But she was low
on funds, curious after hearing her sister admit to screwing around, and
besides, now that Mary was pregnant, she was 'safe.'
"So my 'cut' would be $100, is that right? And for how long?"
"Yes, $100 and I would give it to you in advance. Time-wise, as long as
it takes, one time, five minutes, or thirty, that would be up to you and
whoever wins the drawing. But I could set a time limit if you like, and
knock on your door after a certain time."
"But if I do this, then I would have to see them, all those men in the
morning, and they would all look at me, and know what I had done. I
don't think I could handle that."
"No ma'am. That would be no problem, because they are getting off when
we stop at Ft Riley, Kansas. So when you get up in the morning, they
won't be here."
"Will I be using a roomette? I remember you said they had no bathrooms
in them."
"Yes, but there are towels in there, and I'll tell whoever wins to use
the bath down the hall first if he needs to."
Mary hesitated, then..."I'll do it. Let me know what time, and show me
which room."
"I'll go tell them to take up the money and have their drawing, then
I'll come back and show you to your room."
As she waited, Mary was filled with excitement. A hundred dollars in
those days, was a lot of money. And all she had to do was let some young
soldier fuck her. Easier said than done, but she had decided that the
money could go a long way in helping her get settled in California.
Ten minutes later Sheldon was back. "They're picking a winner. I don't
think I've ever seen a group of men so excited before. Come on and we'll
get you set up in a room." Sheldon led Mary down a corridor, into the
next car, and taking out a key, said, "Here we are." He opened the door,
and Mary entered a small but comfortable sitting area with a seat that
faced front only. "Here is how we make up the bed."
Sheldon quickly pulled down the seat, making it into a bed in short
order. He reached up into a compartment overhead and pulled out two
sheets. Within one minute he had made up the bed, one sheet under, one
on top, and had placed two small pillows in place. .
"You can see that there is not much room to move around on the floor
once the bed is down, but you really don't need anything but the bed for
what you are going to do."
He pointed to a compartment on the other side of the bed. "Put your
suitcases under the bed for now, and if you have a purse, you can
put it up there for safekeeping or if you don't feel safe about it, I
can hold anything of value for you while the young man is in your
room."
"I trust you. Keep the hundred until after he has left and give it to me
later."
"If you need to use the bath, it's the last door on the right. Get that
over with while I go see who has won and I'll collect the money before I
lead him back here. Will you be ready in say, ten minutes? If so, I'll
knock on your door and let him in."
Mary gulped. "Should I be...naked when he comes in?"
He laughed. "Well, if you are, I can guarantee that I'll be getting a
good look at you too." Then Sheldon took on a more serious tone. "I
suggest maybe you should be wearing a nightgown."
Sheldon reached into his pocket and pulled out a package, which
Mary recognized to be a rubber. Then, thinking it over, Sheldon
pulled out a second rubber and handed them both to her. "The
second one is in case he breaks the first one with his fingernail
or something."
"I'll probably put it on for him. I like doing that for my husband. What
if he wants to use the second one to do it twice?"
"You are only committed to one time. Any more than that is your choice."
"It'll be just once, believe me. I just want the money."
Mary had not thought about rubbers. She had not placed one on her
husband for those two weeks, and they had agreed that if she got
pregnant, that would be fine. She was pregnant now and did not need a
rubber, but did not tell Sheldon.
Maybe she should have the guy put it on anyhow since right on the
package it said 'for the prevention of disease.' Besides that, after doing
it for her husband so many times in the past, Mary knew that rolling a
rubber over and down a hard dick gave a woman a really good opportunity
to handle and study the dick in detail.
If she was going to be having a strange dick, Mary wanted to know what
it looked like since it might be the only one she ever has besides Dave.
"I'll be back with the winner in ten, maybe 15 minutes."
Sheldon left, and Mary immediately headed for the bathroom and took a
pee, then washed her snatch thoroughly with a damp cloth. She looked at
herself in a mirror, and spoke to it like it was her husband and he
could hear.
"Dave, my darling husband, you will never know what I am doing, but a
hundred dollars is a lot of money and I can use it, and besides, I'm curious.
I've never been with another man, and this is probably my one and only
chance.
If a baby is on the way, pretty soon I will be a mother, living back at home
where my mother will be watching over me, and besides, in another
couple of months I'll be too fat to fight as they say, or in my case I will be
too fat to fuck."
Quickly, so she could be wearing her nightclothes, she rushed back to
the roomette.
'Knock knock!" The sound startled Mary, though she had been expecting
it. Slowly, her body shaking a little, she stepped off the bed down onto
the floor and reached for the door handle. "Yes? Who is it?"
"It's the porter, miss."
Apparently, Sheldon was giving himself a slight demotion, possibly for
identification purposes with those soldiers.
Mary opened the door a crack, and seeing Sheldon and a young soldier
behind him, she quickly opened the door and both men stepped in. Sheldon
quickly closed the door behind him and said to Mary, "This is Tyler, the
winner of the raffle. I told him to treat you with respect since you
have never done this before and that he gets a reasonable amount of time
to do the deed."
He pulled out his pocket watch. "The train's next stop is St Louis in a
little over 30 minutes so if you are still busy in here and the train
starts slowing, don't let it concern you."
He looked directly at Mary, who was now dressed in a shortie nightie.
"Are you O.K.?"
"Yes, I'll be fine, thank you." Smiling, Sheldon quickly took another
admiring glance at Mary and left the room.
Mary had decided to wear something that until now only her husband had
seen. In the process of looking sexy for Tyler, she had also been giving
Sheldon a nice display of legs, and under the top half of her nightie,
her nipples could clearly be seen outlined by the thin material.
"Hi."
"Hi, yourself," Mary replied. Tyler was tall, thin, and kind of
nice-looking, in a country way. She looked at Tyler's uniform. "I guess
you need to take that off."
Upon seeing him, Mary had already decided that she wanted to fuck
Tyler without his wearing a rubber. 'Skin to skin' is best, Dave had
always said. Besides that, Mary was taking this one shot for fun, and
in the case of Tyler, she wanted to feel his shot inside her.
"Yes, ma'am." As Tyler carefully removed his outer jacket and then the
shirt under, he folded them neatly and put them precariously on a
counter along one wall. Mary smiled. "There's a little closet over there
with a few hangers you can use."
"Thank you."
As Tyler began removing his Army jacket, Mary crawled back up onto
the bed, and in the process gave Tyler a brief peek at her inner thighs.
She was wearing no panties, and Tyler caught just a quick glimpse of hair.
His eyes grew wide as he sped up, struggling to get his T-shirt off, then
bending down to remove his shoes before pulling off his trousers.
With them all hung on hangers, one thing remained. He looked at Mary,
and she was watching. With his face red, he slowly undid his underwear,
which was white with buttons all the way down the front.
Anxious to see what awaited her, Mary stared, a slight smile on her face.
Before he could get all the buttons undone, his penis sprang out, sticking
straight up and pointing toward Mary."
"Oh! My! Looks like you are ready." This was only the second adult penis
Mary had ever seen, and it was noticeably different than her husband's.
This one had no foreskin, and was longer than Dave's by over an inch,
but skinnier than Dave's penis both in the head and shaft. Also it was
different in that it was straight as a ruler, while her husband's prick
curves slightly to the left.
Tyler's face was bright red, and Mary could see it even in the dim light
of the room. There was a bright overhead light, but Mary had left that
one off. "Ma'am? I've never done anything like this."
"Is this your first time, with a woman?" Mary still had not gotten used
to being a 'woman.' All her life she had been a girl, running with other
girls. She and her friends still referred to themselves as girls.
"Yes, ma'am. All I've ever done is kiss girls at parties, stuff like that."
"Well Tyler, I'll tell you something that might make you feel better.
This is the first time for me too."
He looked startled. "You...you're a virgin?"
Mary giggled. "No, I'm married, but my husband is away in the Navy, and
I have never been with anyone else, so you will be a first for me too."
She looked deliberately down at his dick. "Look at how it is standing
straight up. Tyler, that's the hardest dick I've ever seen, but then, I have
only seen two."
"Mine and your husband's?" Tyler sounded encouraged, and that was
something Mary wanted to do, was encourage him.
"Yes." She reached out and grasped it around the shaft. "It's as hard as
a rock. Come on, get in bed with me."
"Yes ma'am."
Some kissing, awkward at first until Tyler got the feel of how Mary was
using her tongue and began to imitate her. She was already holding his
penis in her left hand, but Tyler had one arm around her waist, and was
lying on his other.
Finally, after almost five minutes of awkward fumbling on the part of
Tyler, Mary asked, "Don't you want to feel my breasts?"
"Oh, yes ma'am." Tyler reached out, touched her right breast, then
cupped it, and as soon as he got a good feel, he immediately began
climaxing against her belly. "Ooooooh!" His groan was loud and long.
He had said, 'Ooooooh,' and Mary said, "Oh oh!" as she felt blast after
blast of hot cum landing on her stomach and running down sideways.
Silence. Mary was still holding his penis, which was for the most part
still rigid, but she could feel his warm cum all over her stomach, above
the belly button.
Embarrassed at what had just happened and at the same time thinking
that she is not going to get laid after all, Mary at first, did not know what
to say for fear of shaming Tyler for his lack of experience.
Tyler spoke first. "I...I got so excited, I couldn't control it. I guess I blew
my chance."
Mary giggled. "No, not blew your chance. Our dick is still pretty hard,
considering."
Tyler took note of the fact that Mary had referred to his dick as 'our dick,'
and he was pleased.
Mary went on, "If you want, we can try again, but first you have to
reach over there and grab one of those towels and wipe my stomach."
"I can do it again? Oh boy. Let me get a towel." Tyler sounded just like
a little boy, which he basically was, fresh out of high school and into
the Army.
His only actual contact with anyone else of a sexual nature had been
with a best buddy, whom Tyler had jacked off with a few times as they
talked, compared dicks and imagined what it might be like to do it with
a 'real girl.'
Mary could have called it quits at this point, but she had become
aroused. Tyler didn't know how to kiss, or how to fondle, and obviously
he didn't know how to control his cock, but she had become aroused just
the same.
Touching, and being touched by someone strange was having that effect on
her. Actually, as Mary thought about it, knowing that someone is seeing
her revealed was turning her on most of all.
Mary had first noticed how being looked at had aroused her when Sheldon
had stared at her in the nightie. That's right, being stared at in a near state
of undress by Sheldon had more excited her than seeing how the young
Tyler was eyeballing her.
Now wiped dry, Mary was lying beside Tyler and stroking him. "Ready to
put it in?"
"Don't I have to put on a rubber first?"
In answer, Mary moved her head forward and their lips met. Then two
tongues intertwined. She giggled as she gripped his erection. "Thank you
for asking Tyler, but you get a special treat. No rubber needed because
I am one almost month pregnant."
Tyler wasted no time. This was a dream come true. In seconds he was
climbing over her and after a brief fumble struggle while he tried to
find her hole and Mary ended up by holding and helping him, he was at
her lips.
Mary instinctively sensed that in his rush to penetrate her, that he
would push himself into her too fast and spoil some of the fun.Besides,
he had not used his hand and that special finger on her, and Mary was
unsure as to how ready she is.
Quickly, she pushed back against him, bringing his movement forward to a
halt. "Now Tyler, do it slow so I can feel and enjoy every inch of that hard
cock as it slides in."
"Yes ma'am."
He was shaking, his entire body actually, but Tyler managed to calm down
a little as she continued to prevent his entry by pushing back on his cock
that was still enclosed within her hand.
Mary waited another five seconds to be sure that he had regained control
of his body, then released her hand.
"Now Tyler, give it to me slow, and kiss me while you do it."
While she welcomed his warm tongue with one of her own, Mary had to
aim his penis once again and smiled around their kiss as she felt his warm
flesh part her lips and start in.
He was spreading her, not as far as she might want, but it still felt good.
Right in the middle of their kiss, she managed to speak. "Ooooh Tyler.
That feels good."
He was going perhaps a little too slow now. "Further Tyler, go on in."
"Yes ma'am."
He pushed a little harder now, and Mary let out a soft 'Aaaaah' as she
felt him penetrate. He continued in his slow march forward, stretching
his way past her inner lips now and going deeper.
Her juices were flowing now, and his entry was feeling good, but Mary
had hoped for more feel of the flesh since this is her first time. He was
not all that thick, but she wanted to help Tyler to feel like a man.
Partially faking, she let out little gasps and then a groan at the appropriate
times.
The taking in of his penis and making her groan was partially faking,
but the pleasure she was feeling was not. Then, perhaps sooner than she
would have liked, he bottomed out, going slightly deeper into her than
her husband had ever gone.
"Uuuh Uuuh! Slow down and make it last." Tyler had begun banging away
at her. In his lack of experience, he thought the way to please Mary was
fast and hard, but she wanted slow, and romantic.
"That's right, slow like that. Slow...and easy. That feels better. I learned
from experience with my husband, and it feels the same with you."
She moved her hands onto his ass. "When you do it fast, I can't feel all
of your cock as good as I can when you go slow. Do it slow, yes, like
thaaat. I can feel every inch of your nice cock as it moves in and out
There's no hurry Tyler, we can take our time."
"Yes ma'am."
"Now get up on your elbows and feel my breasts. I know you want to since
you climaxed as soon as you touched one a while ago."
Tyler almost hopped up onto his elbows and knees and began feeling her
breasts, which filled his hands perfectly. Like a little boy, he actually giggled.
Shaped like large apples, they were nice handfuls, and because of their
shape, they made her dresses and shirts pop out like a well built bra,
except that she did not need to wear a bra, but the times were not yet
ripe for a woman to go topless under her clothes
For some reason, perhaps because of Tyler being a virgin, Mary was
feeling very ornery and decided to talk dirty. In doing so, she began
doing something she had never really done with Dave.
"Stretch your legs down and put your feet up against mine. Mmmm
yes, you are really going deep now. Put your feet...that's it, now
we are toe-to-toe. Now lay your upper body down onto mine."
" But ma'am, won't I squash you?"
" No Tyler, you're not that heavy. That's right, now we are getting
closer."
She sort of raised her arms out and laid them above her head. "Now
put your hands in mine."
Tyler did, and as their hands locked together, Mary raised her arms
further out above her head and pulled Tyler's arms along so that she
was fully stretched out on the bed as long as she could make herself.
" Now Tyler, with our arms and legs like this we have almost as much
skin touching each other as it is possible to do. Can you suggest
anything else?"
" Yes ma'am. I can shove my dick in as far as it can reach."
"Do it."
Tyler pushed his hips against hers, burying his cock as far as he could
get, and held it there.
"Mmmm. That's right Tyler. Now there is one thing left, one more place for us
to touch."
Tyler thought about it. They were touching from their hands above her head
all the way down to their toes at the other end. And he was buried inside
her. What else could there be?
"Where's that, ma'am?"
"Our mouths Tyler, our mouths."
Tyler pressed his head forward and kissed her, and felt her tongue
eagerly melt against his. They were together in every way possible.
After holding the kiss for over a minute, Mary became truly excited.
"Yesss oh yesss Tyler. Now can you feel how hard my nipples are? Think
about that. You are against me with as much skin as humanly possible.
You are feeling the breasts and making the nipples hard on a married
woman. You are with another man's wife, and you are all the way inside
her with your hard dick and getting to fuck her for just three dollars.
I want you to think about this Tyler. Just like that, first you saw me
walking by, both directions, and you probably fantasized on what I look
like under my clothes.
Then came the chance, the one in 40 drawing. Then, magically, within
minutes of knowing you won the drawing, you are touching and feeling
parts of me not just on the outside but deep inside me too, that only
one other man has ever known."
"Yea...yes ma'am,. Thank you!"
She giggled. "Tyler, you are so cute. When my future husband and I
started dating, he had to wait for several weeks just to feel my tits.
That's was all he got to do when we were dating.
After almost two years of dating and making out, he had wasted a lot
of hard ons, and he came in my hand more than once, just like you did.
"Yes ma'am."
But Tyler, he never got to cum on my naked belly. And he had to marry
me before he got what you are getting. And then, and this is funny since
it just happened to you, when I was ready to let my husband fuck me, on
our wedding night, he got all excited and came first.
Then, unlike you, he couldn't get hard again until the next morning. So
he had to wait, while you get to fuck me right away. See how lucky you are?"
Yes, ma'am!"
Tyler sort of chuckled rather then giggled, a step up in the process of going
from boy to man. "I'm the luckiest guy in the world." With that happy
comment, Tyler relaxed all over his body as he suddenly gained confidence
in his ability to please her.
When his body had relaxed, it felt like he had gained weight as his chest
flattened her breasts and his cock seemed to go deeper. Mary was finding
it hard to breath, but said nothing in complaint.
Again, she began to give instruction because Tyler had allowed parts of
his body to move around.
"Tyler, you lost almost all our contact. Now put your feet down next to
mine again. Ahhh, yes. That's it, touch your toes against mine. That's
it. Now shove your dick in as far as it can reach again. Yes, like that."
Mary released his hands from hers and lowering her arms, placed her
hands on his ass. "You can keep lying on me, I like being this close to
you. Now your hands are free, so kiss me. Get up on your elbows and
squeeze my tits and keep kissing me while you pump."
"Uuh Uuh. I can't move my butt very well while I'm lying with my legs
down like this."
"That's alright Tyler. For now, for a little while longer, I want us to be as
close as possible."
"Yes ma'am."
"Do you like my breasts? They're a nice C cup."
"Oh yes ma'am, the best I've ever felt."
"You've felt others?"
"No ma'am, just yours, that's why they're the best."
"Oooh. Remember now Tyler what I told you. Do it slow so I can feel
every inch of your nice peter."
Still acting as the student, Tyler raised his upper body just enough
that he could reach between his body and hers and feel Mary's tits, which
now, since their bodies had been locked together, felt hot to his touch.
Then he began kissing her again, trying to put as much feeling into it as
he could manage.But Tyler, in trying to follow her instruction, was not
putting as much feeling into his kissing as he could, because at the
same time he was making an effort to keep his toes joined with hers
as well as keeping his stiff prick as deep as possible with each stroke.
So little time, so much to learn. Such a wonderful feeling enveloping
his penis.
Mary began talking through lips that were locked together. "That's it
Tyler. This is a very special time for me. You might think I'm just doing
it for the money, and that's part of it.
But I'm also doing it to satisfy my curiosity, about what another man
might feel like, and you Tyler, I think you might be satisfying me."
"Yes ma'am," Tyler answered excitedly. "And thank you."
."No, thank you Tyler. I think I will be able to remember this moment
forever, and I want you to remember it too. Now, think about our bodies.
See how close together we are again?
"Yes ma'am."
We are together from the end of your body to the end of mine, naked skin
pressed against naked skin, and you are inside me, or...to put it another way,
I am wrapped tightly around your nice penis. You are knowing my deepest
intimate secrets of what I have been giving to my husband, and now you
Tyler, now you know."
"Yes ma'am."
Oh Tyler, we are so close, nobody can get much closer than we are now,
at least not physically."
Mary was really laying it on with Tyler while he was laying his body on hers,
but though she was trying to make this as good for him as possible, Mary
was finding that her thinking was also arousing her.
'Maybe I'll be able to cum with him.'
She hugged him around the waist. "It's happening again! Think about what
is happening Tyler. Feel our nipples almost touching. Feel our stomachs
pressed together. I can even feel sweat forming between us, between our
bellies. Can you feel it?"
"Yes ma'am!"
"Now run your mind further down. Go to the end and feel our toes
touching, then go back up, up all the way to where your cock is inside
my pussy. Think about it."
"Yes ma'am."
She paused. "A nice part of your body, your most intimate flesh inside
my most intimate flesh. Feels good, doesn't it?" With a smile to herself
Mary waited for his ma'am answer, and Tyler surprised her.
"Oh God yes!"
"Just one thing left Tyler, to achieve total closeness. We need to be kissing
again while you fuck me good. I want this to be my best time, ever.
Better than when I'm with my husband. Do you think we can do it?"
" Yes ma'am. And this time I promise to keep going slow."
This time his kissing was a little better. Learning from the way Mary
had been repeatedly working him through this slowly, Tyler had calmed
down some, and his penis, this time, could last.
"Mmmmmm." Mary was beginning to enjoy this a lot. Ignoring the toe
contact now, she slowly began raising her legs, at first going up around
his ass, and after a few more pumps, higher until her ass was almost off
the bed.
Mary wished now, that she had placed a pillow under her ass, but they
were too involved now to have another interruption.
"Ooooh! So deep inside. Mmmmmm!" Mary's sounds of pleasure now
were not being faked.
That did it. Her moans of pleasure as she began nearing orgasm sent
Tyler over the top, and this time his hot cum ended up where it
belonged, but too soon.
Mary was disappointed as his body stiffened and she felt his throbs. If
she didn't get to cum, she at least wanted Tyler's first time to be memorable,
and she wanted him to think that he is making her cum.
"Ooooh, I feel you cumming. And me too! Fuck harder! It's good, oh so
very good." She squirmed her ass and pretended to be cumming, and
Tyler did not know the difference.
"Yes..."
Mary cut him off with her mouth before he could finish his
two-word sentence.
Tyler kept laying on her, even after his penis had dwindled. Since he had
never heard a woman cum, Tyler did not know if her sounds had been
the actual sounds of climaxing.
In the midst of his intense pleasure while cumming for the first time
inside a woman, Tyler had heard her say it, but was not sure of what he had
heard. "Did you cum?"
"Of course," Mary lied. "You did just fine. Now pump some more so that
you get it all out of you and into me."
"Yeah..." his voice shook from loss of strength, "Yes ma'am."
Tyler pumped and at the same time tried kissing her again. She returned his
kiss, but not with as much enthusiasm as she had demonstrated before.
Still, Mary made an effort. "Mmmm Tyler, I feel so wet inside. You really
loaded me up."
"Yes ma'am."
Mary giggled. "I can feel your dick going soft now."
'Yes ma'am."
If she could have shook her head without Tyler seeing, she would have
done so. Even now, after she had taken his cherry and trained him in how
to fuck her, Tyler was still talking like a student does to his teacher.
Again Mary felt that she needed to re-assure him. "But your dick did the
job Tyler. It managed to rise up there after cumming once, and it lasted
long enough for me to enjoy. I really liked feeling you cumming inside me."
"Yes ma'am. And you too. It made you cum."
"Tyler it was you who made me cum. I think that might have been my
best cum ever. Your cock is nice, but it was you that did it."
That might have been a mistake to be saying, because Mary felt his cock
thicken inside her as he once again began to grow.
She patted him lightly on the ass. "No no Tyler, we've spent a lot of
time at this and you are hard again, but I'm going to have to go to the
bathroom and clean up, and I guess you had better get back to your
buddies."
Mary actually felt too tired to go to the bathroom, but she was using
that as an excuse to get rid of Tyler now that he was used up.
Except of course Tyler was not 'used up' and Mary smiled and watched as
Tyler wiped his full erection dry after she had handed him a small hand
towel. "Oh Tyler, you are soooo cute."
She grabbed onto his cock and wriggled it from side-to-side. I just love
this cock of yours, but now you are going to have to stuff it in your pants
and"..she giggled, "Be sure you don't catch it in your zipper."
"Yes ma'am. After I finish buttoning up these shorts."
He seemed awkward now, unsure of himself, like this had never happened.
Mary was sure of herself now. She had taken another man inside herself,
and she had been in control. Mary, at least, of the two, now felt confident.
As he was dressing, Mary remained in bed, slightly covered by a sheet,
but allowing him to keep seeing her breasts. "Tyler, If you want, you can tell
your buddies that we did it twice. They don't need to know that you came
in my hand and against my tummy the first time."
He brightened. Tyler's pants were on but not zipped yet, and he was
buttoning up his shirt before fully pulling up and closing his pants.
His dangling prick was hanging out of the underwear, actually doing
so between the multi-buttons on the front, and Mary still found herself
staring with interest at a man's cock. He quit working on his shirt and
looked at her with a hopeful grin.
.
"Yes ma'am. If I tell them we did it twice, you won't tell on me?"
"Of course not. Besides, the conductor says you will be getting off
early in the morning at Ft. Riley, and I won't see any of you again."
He showed his immaturity with his next question. "They'll want to know
so is it alright if I tell them that I made you cum?"
She smiled. "That will be fine. You can tell them you made me cum twice
and that I told you it was my best ever if you want to."
"Yes ma'am. Thank you ma'am."
Tyler had a big grin on his face. Mary watched as he hurried to get
dressed, and could tell that he was trying not to hurry as he hurried.
Mary's voice went soft, sexy, as she spoke her next sentence, and she
was imitating some of the women she had seen in the movies with her
voice.
"If you want Tyler, you can also tell them what my body is like, my breasts,
and my pussy if you feel like it."
"Really? You wouldn't mind?"
"No, not since you, and they, won't be seeing me again. I saw and felt the
way they all looked at me as I walked past them twice in the passenger
car, and you, only you, know what I look like under my clothes. So you
tell them because I am sure they want to know."
"Yes ma'am. And I'll never forget what you look like or felt like."
"That's how I want it Tyler. A first and special time for the both of us."
A thought hit her, and Mary felt a brief sensation of sadness. 'This boy
could die in combat, and I might be the only woman he ever got to
know.'
Tyler was looking like he might have something more to say. "What is
it Tyler? I can tell you are thinking about something."
"Yes ma'am, I am, I never really got to see your...your pussy."
His face turned red. "First we were lying side by side, and then I was
on you, in you, and you aimed it for me, and then before I knew it we
were done, and the whole time we were doing it I was so close to you,
but I couldn't see it."
Mary giggled and as Tyler stared with wide eyes, she moved herself
around on the mattress, and spreading her legs, said: "Here it is, Tyler."
"Yes ma'am," Tyler said, his mouth open in disbelief as he stared at her
pussy, opened and very wet looking, and knowing that he was the reason
it is so wet.
Feeling like a slut, almost, Mary reached with her right hand and using two
fingers shaped in a V, tugged her lips apart on each side, giving Tyler a better
look at the terrain he had explored.
Mary gave him fifteen seconds to stare, then closed her legs. "I'm going to
have a lot of cleaning up to do after you're gone, or..." she thought of
something that he might like to hear, something that would excite him.
"I might just leave your cum in me, all night, since right now it feels so good
to have it, to have you...there."
When he started to open his mouth to speak, Mary cut him off.
"Don't say it!"
"Ma'am?"
She laughed. "I was going to tell you that instead of saying 'Yes ma'am,'
that I'd like to hear you say something else..." She waited.
"Yes ma'am. Thank you ma'am."
Well, he had gotten it half-right. "And thank you, Tyler."
Mary felt the train lurch and begin to slow. They were approaching St.
Louis and the next stop. This entire affair had taken the full 30 minutes.
All dressed now and ready to start marching, Tyler looked almost sad.
"Can I kiss you one last time?"
"Of course. And Tyler?"
"Yes ma'am?"
"I want to repeat this. For you to know that I won't ever forget you
either. I was your first, and you were my first other than my husband."
"Was I...O.K? Am I...big enough, and all that?"
He needed reassurance of his manhood. "Your..." she looked down at his
crotch area, not wanting to say cock or penis, and nodded with her head.
"You are a bit longer than my husband. Over an inch longer actually, and
that's how much further into me you went then he can. And I liked how
hard you get. It felt just fine."
"I'm bigger? That makes me happy ma'am, to know that."
Mary smiled inside. 'If he wants to interpret longer as bigger, that is
alright with me.'
"I'm glad Tyler to have been your first fuck and maybe, as time goes
by to always be your best or one of your best."
It hit her again, the possibility that she could end up being his only one.
"Oh yes ma'am. I am sure you will be that, my best fuck...well maybe
my best fuck before I marry someone."
"Yes Tyler. Your wife, when you get married someday, needs to be
your best, or at least you need to treat her as such, even as you
think of me in your memories."
"Yes ma'am."
He brightened, leaned forward and kissed her, but did it lightly, like
he was afraid now that she might break. "Goodbye."
"Goodbye Tyler. And be careful if you go to war, please."
He straightened up and looked proud, soldier proud. "I plan to ma'am.
Goodbye."
Then he stood at attention, raised his right hand to his forehead,
and saluted her. And with that, Tyler was gone.
Mary smiled to herself and and shook her head. She had not told Tyler
the whole truth, that yes, he was longer than her husband, but not as
thick.
Mary continued to lie in bed. Sheldon had indicated that she could stay
in bed until daylight, and that was hours away. She sighed, then,
holding her hand over her pussy so that Tyler's juice would not drain
out onto the sheet, she crawled out of bed and grabbed a towel.
Tyler had left quite a load, it seemed like, even after cumming first on her
belly.
Mary's first strange fuck. She sat back on the bed with the towel
pressed between her legs in case more cum drained out. Tyler had been
very inexperienced, and of course Mary didn't have a lot more experience
than he did herself.
Tyler had started to feel pretty good once she had slowed him down and
got him to start kissing again. 'Yes,' she thought, 'I would have climaxed
with him if he had lasted a little bit longer. One more minute, damn it!.
But that was only because he was new, strange, and therefore exciting.
His penis didn't feel quite as good as Dave's. It was thinner and I couldn't
feel it all that much once I got good and wet.'
He sure was cute though, the way he kept saying "Yes ma'am."
Tyler would of course that very same night answer all the questions
being thrown his way by some of the other 39 men. He would tell his
fibs, as approved by Mary in advance.
Later, off the train, Tyler would confide with two of the men who became
better buddies in what really had gone on, how he had came on her tummy
and she had given him a second chance.
Those buddies would laugh and act understanding, saying that is probably
what they would have done, came too soon with a woman that looks so
incredibly beautiful.
And of course, bragging, Tyler would be sure to tell them how Mary had
revealed to him that his penis was larger than her husband's, and how
she said he had made her cum better than with her husband.
The train came to a stop in St. Louis, and remained for 15 minutes
before it began rolling again. Mary stayed in bed because she did not
want to risk walking down the corridors and seeing a soldier, maybe more
than one and being looked at.
'They probably think I am a *****, and Sheldon is my pimp,' she was
thinking. What she did not know was that Sheldon had told the soldiers
that Mary was virtually innocent, riding a train for the first time, and
needed money.
Upon his saying that, every soldier in the car had put up money. Before
that, there had been two or three holdouts thinking Mary was a *****.
Again Mary felt all that wetness, and still afraid to take that walk, she again
used the towel, dampened in the little sink, to wipe her pussy as best
she could. then she laid down and waited for Sheldon.
Once the train was up to speed again, there came a knock on Mary's door.
It was Sheldon, of course, and when she said 'Come in,' Sheldon used a
pass key.
Completing their business arrangement with pleasure.
They smiled at one another, and then Sheldon reached into his pocket and
pulled out a roll of five twenties. "I put all the one dollar bills in my
briefcase cause I figure you wouldn't want to carry 100 one-dollar
bills around."
"Thank you Sheldon."
He really liked this woman. She was calling him by name, something he
was not used to in his job on the train. Sheldon looked strangely at her, and
Mary, who was still lying in bed on her side, realized that she had failed
to cover one breast.
'Woops. My tit!' She reached to cover it, then realized that it was too late.
Sheldon had already seen her tit, she knew it looked nice, so she allowed
him to continue to see it.
Sheldon looked at her breast for a moment, then looked up into her face.
What he needed to do now is see if her can get her to talk about the sex
act. And besides, she is not hiding that fantastic looking tit.
"So, how did it go? You can tell me. I won't take anything you say back
to them. Besides, they are bedding down until we pass through Kansas
City, then I have to wake them up before we get to Ft. Riley. So they
will be sleeping for a few hours."
"It was fun." She hesitated, "Different than my husband."
Sheldon smiled. He was hoping to get her to talk sex in more detail.
He had time on his hands for a while, and there was no better way
to spend it than talking to a pretty young lady like Mary.
"How was he different?"
Mary picked up on it right away, the sexual tension in the roomette.
Warning bells started going off, but she liked this man, and trusted
him.
Besides, Sheldon had already given her the money, and he had worked
for the railroad for over 20 years he had said, so he must be 'safe.'
After her dirty talk with Tyler, Mary was feeling a little freer to talk
similar to Sheldon.
"He, well, his thing jumped right out of his underwear when he started
to remove his shorts. He was ready it was obvious. But then he didn't
know how to kiss, and I had to show him.
Then he was afraid to touch me..." she looked down at her breast and
touched it, 'here'. We were laying on our sides. Then, after I was holding
him down there, his cock with my hand, I told him to feel my breast,
and almost right away, he groaned and came all over my belly!"
Sheldon laughed, and Mary, after a few seconds, laughed with him. "Poor
kid," Sheldon said. "Never had himself a real woman probably, and when
he had one in his hands, he couldn't hold it." Sheldon laughed again.
Mary giggled, then said: "Actually, it's more than he never before had
himself a real woman, he never before had a woman, period!"
"He was a virgin?"
"Yes, that's what he told me. Never did anything more than kissed girls
at parties."
"So you took his 'cherry' with your hand. That's really great. He won't
be forgetting you anytime soon."
"He won't, because after he wiped me clean with a towel, I let him try
again."
Now that Sheldon wanted to hear, because 'trying again' meant this
talk of sex with her could continue.
"He was able to get it hard again, right away?"
She giggled. "He never went down."
"Oh, so then you took his cherry the real way."
"Yes, and I told him that since he was only my second man ever, that I
wouldn't forget him either."
Sheldon frowned. "You've only had your husband, before tonight?"
"That's all."
"Damn! If I had known that, I might not have set you up to earn some
money. The way you look so good, I figured you had been with more men
than just one. I'm surprised that you didn't get mad at me."
Mary nodded. "I'm glad it happened. Besides the money, I learned some
things."
"Like what?"
"Well, that men come in different sizes, and they do it in different
ways, or don't know how to do it until you show them."
Sheldon picked right up on her 'different sizes' comment. This he wanted
to hear more about.
"What about the different sizes? How did the young soldier, Tyler,
compare to your husband?"
If Mary would answer that question, Sheldon was thinking that
maybe he could get her to talk more about penis size, and maybe
ask him about..his.
"He was longer than my husband, but it was thinner."
"Thinner? I'll bet it didn't feel as good then, as your husband's dick."
There, Sheldon had used the word dick, so maybe she would get more
detailed and descriptive. He had mentioned how dicks feel. Will she talk
about it? Could she tell that her pussy was not being spread as far by a
thinner dick and will she admit that it had not felt as good?
Mary hesitated, then sighed. Tyler had not felt as good once he was in,
that was true. But how did Sheldon know that? "You're right It didn't
feel as good, but if he had lasted a little longer, he might have made
me cum.".
"He came in you then, but you didn't get to cum?"
Now, Sheldon knew, they were really getting into the intimate, personal
details.
Her eyes met his. Mary knew now where this is leading. She gulped, then
answered slowly, knowing full well that her answer would bring on a
request, from Sheldon.
"He came, I didn't, but I pretended to cum so that he would feel like a man
his first time out. But I would have preferred to actually get to cum
rather than faking it."
Mary suddenly felt herself getting hot, and wanted to throw off this
sheet, but not just yet. Maybe, being a conductor, Sheldon couldn't do
anything with her.
The thought that Sheldon is much older, and black, was not in her
thinking as far as deciding rather to do anything. Mary was horny,
and Sheldon was making her more so.
Besides that, she really liked this man and the way he is able to
get her to open up and talk about sex in a way that she has never
been able to do with her husband.
She repeated her answer, wording it slightly different. "No. I didn't
get to cum."
She continued to stare at Sheldon, and, moving her arm slightly, allowed
the sheet to fall further, ******** her other breast. He had his answer
and moved towards her.
They kissed, this one much better and more masculine than the kisses
she had been getting a while ago. Still, out of respect for her, Sheldon
only touched her with his mouth, and then, after several seconds, with
his hands, but only in innocent places.
Even now, with their kissing, there might still be some uncertainty that
they are going to fuck. Mary with her next question, told Sheldon what
he needed to know.
"Do you have time? What about your job?"
Sheldon felt his heart rate increase. "Between stations, late at night, I
am basically free until about ten minutes before arrival at the next stop."
"How long is that?"
He checked his time piece, which he kept on a chain at his belt. "This train
is an express and doesn't make the local stops. We still have to cross
most of Missouri. About two hours."
"I'm waiting."
One again Mary found herself watching as a man undressed before her.
Feeling really wet, and not sure if it was because of Sheldon or maybe
some left over flow from Tyler, she pulled the sheet down, ******** her
pubic hair.
Then, grabbing a towel, she opened her legs, said, "Don't look," and
wiped herself.
He was not only looking, but staring. "Are you all wet from me, or is
that leftover soldier?"
Then Sheldon laughed. "No, you used a rubber, so that wetness must
be from thinking about me."
"No, it's not 'leftover soldier, it's because of you." She paused and
thought a moment."Maybe it is 'leftover soldier. I decided not to use a
rubber."
"No rubber?" Sheldon's eyes were wide with surprise.
Mary hesitated; "I'm about a month pregnant, so I didn't need to use
one. I like doing it better without a rubber anyway."
Sheldon's eyes again grew big. "Damn! I like that. I get to fuck you
good, I get to fuck you long, and I don't have to wear no rubber!" He
began undressing again.
Mary's heart rate increased. "He is saying he is going to fuck me.' Never
before had Mary heard that, not from Dave, nor her husband.
"Sheldon, when we're through, remind me to give you your two rubbers
back."
As she watched him finishing his undressing, Mary had been shocked at
his use of the F word, but found that it had excited her. Yes, I am going to
fuck another strange man, this time not for money, and he's a strange
black man matter of fact, and...HE HAS A BIG COCK!'
Sheldon had just pulled his underwear down, and his penis, his
60-year-old penis, had suddenly popped right up there when he realized
that he was soon going to be fucking the cutest and best built girl he
had seen on his train in months, if not ever.
Mary gulped, said nothing, and stared. Sheldon sensed that she wanted a
good look, and pretended not to notice as he continued to fold his
uniform and hang it up.
He turned sideways at the closet, and his pointing cock followed along.
He had not felt this big and hard for a long time, and to go along with
that, Sheldon planned to fuck Mary for a long time, maybe all the
way to Kansas City.
"I guess I was right"
"How's that?"
Her voice was soft, almost a whisper. "Men do come in different sizes."
"You look scared. Don't be."
"I'm not scared. Well, maybe I am. Will you be gentle with me?"
"Of course. I've had my share of women, and know how to treat them."
"Am I...your first white woman?"
Sheldon hesitated, then answered truthfully. "White women don't come
around to where I am when I'm not working. So I've never had a white
woman off a train, but on one, I've had me a few."
"A few?"
"Maybe ten or so, over the years. But you're the finest!"
"And black women? How about those, on a train?"
Sheldon shrugged. "Not as many. Black women don't ride the train, long
rides like this as much as white women. Costs too much and they take a
bus. And if they do ride the train, they usually have their kids along."
"So I'm the finest, black or white?"
"Absolutely!"
She hoped that he was telling the truth about her being the finest. Mary
reached out and touched his penis, then wrapped her trembling fingers
partway around it as Sheldon stepped closer to her.
"Were you the biggest they had, all those white women?" Mary was
thinking now, thinking about Sheldon being black, and wondering if
that is the reason he is so big.
"I don't know for sure. The ones that talked about it, liked to talk,
they all said I was the biggest."
"And the rest?" She was stroking him now, pulling on his foreskin, back
and forth, up and over.
"They didn't say, but by the sounds they were making when I was putting
it in, I think so."
"Hmmmm." Mary sounded like she was laughing when she had said that.
"Did you make all of them cum?"
Upon her saying that, a shiny spot of pre-fluid appeared on the tip of
his cock, and Mary, surprising even herself stuck out her tongue and
visibly licked it off.
Sheldon felt his cock thicken ever further in her hand.
"I'm pretty sure about that. Took my time with all of them, and when
they walked away, they could barely walk."
Mary laughed. "Braggart! But now you can add me to your list, as one of
the ones that said you were the biggest, and maybe one of the ones you
made cum."
Sheldon laughed and before climbing into the bed and lying down beside Mary, he
said, "First we have to get it in, then you can say I was your biggest."
"Yes, yes," Mary exclaimed as she stared up at his huge black cock. "Put
it in. I want you to."
As Sheldon fondled her breasts prior to fucking her, he added: "And then
after I get it in, you can say I made you cum."
"Mmmmmh! Awwwwww, shit." (pant pant) "Wait. Go slow! No, don't stop,
just go....slow..."
"Lady, you have sharp fingernails!"
"Ooh. Sorry!"
She was ready, she was wet, but it was a hard fit, and despite his
wanting to be gentle, Mary had tears in her eyes. But she was a trooper
and kept grabbing at his ass, urging him on, only slowly.
Finally, after much gasping, groaning and other noises, with Sheldon
hoping that no one was walking by and listening, he managed to bury it.
He gave her a minute to adjust, and then began showing her what fucking
is all about.
"Ooooooh oooooh! Mmmmmmm, Mmmmmm! Uuuuuuh Uuuuuuuh!:"
Those were the sounds she was making, with just the first six strokes, the
last two being harder and deeper. Then Mary became more vocal, especially
after Sheldon had picked up one of those little pillows and placed it
under her ass.
Her next sentence shocked him with the language she chose.
"Oh Daddy, oh Sheldon, fuck me. FUCK ME!!"
Yes, Mary was loud, though until tonight, this part of the night, she
had not known that she could be loud. Still, she did not cum until
Sheldon began kissing her.
No need to dwell on it. Her cum was the most intense, the strongest,
the longest lasting cum ever. His kiss might have been intstrumental
in bringing on her orgasm, as Mary was very turned on to Sheldon
emotionally as well as physically.
He had concentrated on fitting his hugeness into her, staring down at
her closed eyes, her opened mouth, looking so good, but Sheldon had
allowed her room to breathe, and make noise before locking his
lips over hers.
"Fuck baby, I need to cum now!" Sheldon groaned, and Mary gasped as
she felt his huge 60 year-old-penis magically harden and begin pulsing
as it spurted into her, his cum going deep and hitting against the back
of her cunt.
Mary groaned deeply as she felt it soaking her insides as he dropped
the biggest load he had given a woman in years.
His heart was pounding as he slowly came to a stop. For a moment, Mary
thought that Sheldon might be having a heart attack, his breathing
seemed so ragged.
"Sheldon," she worriedly gasped! "Are you O.K?"
"Oh yeah baby. You just drained me, big time."
She giggled and dug her fingers into his ass. "Can you do it again?"
"Baby, with you I can do it all night!"
"Let me get up and wipe first." Mary had reached down and was feeling
the cum that was oozing out all around the lips of her stretched pussy.
In the process, her fingers were also feeling all around Sheldon's fat
cock..
"No, leave it in. I plan to put some more on top of it, lot's more."
"Well, then in that case, I need to clean my fingers."
"Bring them up here." When she did, Sheldon took hold of her hand and
gently pushed her wet fingers into her mouth.
Mary was surprised, almost disgusted, but she managed to smile, and then
as she tasted their combined juices, she sucked on her fingers until
they were clean.
"Like that?"
"Mmmmm, yummy!"
From then on, it was one cum after another. And later, still more when
Mary, feeling brave and experimental, climbed on top. More cums came
into play.
For a few minutes, when they took a break from the intense physical
workout, Mary laid beside Sheldon, her head down at the level of his cock,
and she sucked, best she could since his had was so thick, and she loved
on that cock.
For a minute or two she even lowered her head and laying his cock all up
along her cheek and going past her ear, she sighed audibly and told
Sheldon; "I love your cock."
Love. A four letter word that probably causes more emotional problems
and creates more questions perhaps than it answers.
'Do I love him?' Is it possible? I don't think I've ever felt this way about
Dave, so why Sheldon? I've got to quit thinking like this. When I get off
this train, I'll probably never see Sheldon again in any case.
Besides, Sheldon might have a wife somewhere, maybe in Indianapolis.
He never said.'
Nor did she ask, as the truth might diminish her fantasy.
"Damn baby! I've got to get ready, we're fifteen minutes from Kansas City."
Time had flown, too quickly.
Just like that, two minutes later, Sheldon was gone as Mary lay in bed,
with wondering eyes and feeling her pussy gently with two fingers of one
hand to see if it was still in place, undamaged and still useable in the
future.
Never before had she been fucked like that. Not just the size, but in
technique. Sheldon had also shown her how an older, experienced
man can last, and last.
He also seemed to know what Mary needed not only physically, but
emotionally as he held, cuddled and caressed her.
Almost asleep now, Mary began running her fingers over her pussy,
feeling the cum oozing out of her. She knew that she should get up and
wipe, but she was too tired.
'Oh Sheldon.' Instead of getting up she began spreading his cum all
around her tenderized pussy lips, enjoying the feel of it as it coated
her cunt.
So satisfied, too tired to cum, her eyes closed and her fingers slowly
came to a halt.
Mary slept through Kansas City, and yes, even Ft. Riley.
When she finally risen and had cleaned up Mary had to go back to the
passenger car so that Sheldon could replace the bedding. When Sheldon
went into the roomette, he smiled. Mary had pulled the sheets off and
folded them neatly on the bed.
He had to pull them apart because, if they totally dried with that cum
all over them and got stuck together, they might not wash completely
clean.
The sheets made a tearing sound as he pulled the dried portions apart.
Then he realized that Mary had forgotten the pillow. Picking it up, he
studied how the cum they both had left had been smeared over almost the
entire surface of the cover.
Sheldon stared at that pillow case and a tear came to one eye as he
held it. That pillow case was evidence of how much fucking they had
done with Mary's ass and legs high up as she groaned and cried out
her pleasure under him.
Sheldon was replaced by another Conductor when the train reached Denver,
but Sheldon managed to find a few moments to be alone with Mary, to hold
her, and to kiss her tenderly before Sheldon left the train. In two hours he
would be making a return trip.
A week later, on the same train Mary was on, he would again be coming
into Denver from Indianapolis.
Parting is such sweet sorrow.
"Will you remember me," Mary asked? I know that you've had other women
on the train."
"Baby, you know I won't forget you. And when you return home, be sure to
catch this same train. I'll likely be on it after you come up to Denver, and we
can ride together all the way back to Indianapolis."
Mary laughed. "I'd like to say you could ride me all the way back to
Indianapolis, but by then I will be too fat to fuck."
"Maybe. Remember that my dick is long and can reach far enough to
get into you, maybe nice and deep, even if you have a big belly."
"Hee hee. That's true."
They had parted, and another week after Mary had arrived in Long Beach,
was living with her sister and working, she had a period. She had either
missed a period, or was late.
Shocked, Mary thought about all she had done, screwing Tyler without
a rubber while thinking she was pregnant, then screwing, no, making
love to Sheldon while thinking she was pregnant.
Tyler had dropped a load into her, a very large load. And Sheldon? Two
or three.
'What if I had become pregnant, especially by Sheldon? I wouldn't have
known until the baby popped out. It could have been the end of my
marriage right then and there if the baby had been black.'
Mary had been given a scare, but it all worked out well in the end. With
no baby on the way, she was free to stay in Long Beach and keep working.
She started going out with her sister at night, at first to 'chaperone,'
and later to join in on the fun.
After a month, and being horny, Mary took one man on a one-night-stand.
That didn't work out too well. He was probably big enough to satisfy,
but couldn't last and was basically selfish in bed.
Just like that, Mary had been given a basis of comparison. Her husband
followed by Tyler, then Sheldon, and now this turkey. Mary had no doubts
about who had been the best.
Then Mary tried another man and in the same motel room with Sally and a
man that Sally had chosen. There had been no swapping because one of the
men, the one with Mary, was the jealous or maybe insecure type and
didn't want to trade.
Sally told Mary later that Mary's guy probably didn't want to trade because
Sally's guy had been well hung, and she knew that at one point Mary's guy
had seen his big cock.
And of course the fact that Sally had gotten quite loud while under the
guy probably didn't help the guy's ego that Mary was fucking, somewhat
quietly as Mary tried to give her best concentration to this guy, who was
roughly somewhere between her husband and Tyler in size. .
Mary, whom had been given only a so-so fuck by her guy, had not seen the
other man's cock, but admitted to Sally that she had wanted to swap off
because Sally's guy turned her on anyhow. A big cock would have been the
'icing on the cake.'
So what did they do? Sally had her guy named Charlie come over to their
apartment, and both she and Mary took turns riding him, and at one point
they had sucked his cock together and been embarrassed when their tongues
came into contact with one another.
"Fuck me you big stud!" Yes, Mary had said that to him, and then, as Charlie
laid over her and fucked furiously away, slamming his pubic bone against her
clitoris each time he went deep, Mary closed her eyes and fantasized that
this is Sheldon.
She tried, but it just wasn't the same. No one could match Sheldon. Sheldon
with his way of being the perfect fuck, knowing just how much, how far, and
exactly when she needed to be fucked hard, or gentle..
Mary decided that she did not really enjoy kissing Charlie, and he was not
quite as large as Sheldon had been, but Mary got very sweaty and managed
a couple of intense orgasms just the same.
"Yes Charlie, you're the best fuck, ever."
He had asked Mary, and in front of her sister Sally. Mary, being nice, felt
it important that she not be truthful with this cocky acting man, that though
his cock 'did it for her.' he was not her best fuck, ever.
A black man was her best fuck ever so far, and Mary was already thinking
that Sheldon would remain so.
That three way relationship came to an end after two night visits when
Charlie called Mary behind Sally's back and said he wanted to see her, and
without Sally. Mary was honest with Sally, and that guy was history.
Almost a month passed.
Mary was wondering how to go about finding another well-hung lover.
She was considering trying another black man, but black men were not
permitted, or maybe we should say, not welcome, in the music bars
she and Sally went to.
Mary eventually told Sally about Sheldon, and instead of Sally getting
upset because Mary had cheated on her husband and then acted all
'goodie two shoes' upon arriving in Long Beach, Sally instead said
that she would like to try a black man, just for fun.
Yes, try a black man. But wherever the black guys went, they were
afraid to go.
A little side note here readers. This was the early 1940s. As was the
norm, Mary and Sally did not refer to black men as 'black guys.' In those
days they were referred to as 'colored men,' or in more formal settings
amongst white people, as 'negroes.'
Mary was writing her husband every other day, and he, apparently, was
writing her every day. A batch of his letters arrived all at once, and
they had been written after another batch that arrived a few days later
so were out of sequence.
Her husband could not tell her where his ship was, of course since
the Navy censored the mail. Because she did not have a lot to
report, Mary only sent a couple of paragraphs with each letter, and
of course, there were some things she could not reveal.
Mary knew that life had truly changed for her when she purchased a box
of a dozen rubbers and placed them in the dresser beside her bed, just
in case.
Sometimes Mary would get a batch of letters from her husband all at
once, then weeks would go by with no mail.
She had not heard from her husband yet as to when he might get
back into port. Dave was sailing somewhere in the Pacific. Meanwhile,
Mary didn't plan to just sit around and be bored. She was no longer out
'looking,' but she wasn't exactly looking away either.
by EroticWriter
Sheldon laughed and before climbing into bed and lying down beside
Mary, he said, "First we have to get it in, then you can say I was your
biggest."
"Yes, yes," Mary exclaimed as she stared up at that huge black cock.
Put it in. I want you to."
As Sheldon fondled her breasts prior to fucking her, he added: "And then
after I get it in, you can say I made you cum."
"Mmmmmh! Awwwwww, shit." (pant pant) "Wait. Go slow! No, don't stop,
just go....slow..."
"Lady, you have sharp fingernails!"
Summer, 1943
"All Aboarrrrrrrrrrrrddd!" The conductor's rich deep voice rang out,
loud enough to be heard even above the sounds of the hissing steam
coming from the engine.
The train station in Indianapolis was bustling, with trains on several
tracks, all getting ready to go somewhere, something that was
happening 24 hours a day now that the USA was at war.
Mary was already aboard, aided by the helping hand of the Pullman
conductor as she had climbed the stairs, two bags of luggage in hand.
"Looks like this is your first time to ride a train," the white-haired
black conductor commented.
"How did you know," Mary asked, her eyes bright with excitement?
"Oh, we can always tell miss. The way your eyes started taking it all in
soon as you got on board. I can remember, wayyy back, my first train ride."
"Really? How old were you, and where were you headed?"
The conductor laughed. Mary already liked this man. This was the first
time she had ever had a conversation with a black man longer than two or
three words, and she already felt completely relaxed with him.
"Let me help you with those bags while we find your seat, and then I'll
tell you about my first ride." The conductor took both bags and lead
Mary down a corridor past some sleeping compartments and stopped at the
first seat forward of the last sleeping compartment they had passed.
I think you'll like sitting here miss, with the wall behind you. That way
there's no one directly behind you to make you feel like you are being
watched from behind."
"Would anyone be watching me," Mary beamed?
"Probably, miss. You're a very pretty young lady."
Mary giggled. "Tell me about your first train ride."
The conductor held out his hand. "In a minute. The name is Sheldon,
miss. And what might yours be?"
"I'm Mary," she responded while taking his hand in hers, "and I am on my
way to Los Angeles, Long Beach actually, to go to work in a new job at
the shipyard. My sister is there already and has an apartment we can share.
So how about your first train ride?"
Sheldon laughed. "It wasn't actually a train ride. I was going to work,
first day on the job and I had never been on a train before."
"Were you a conductor right off the bat?"
"Noooo ma'am. I worked as a busboy in the kitchen and dining car. Then I
became a porter. It took me 22 years to work up to where I am today." I
spend more time on the train then I do at home."
Sheldon looked around. "Let me take care of some other passengers that
might be needin' help, and then I'll come back and see how you are doing."
"That will be great. Thank you. It's nice to have someone to talk to."
Sheldon was off, and Mary had time to settle in and pull two magazines
out that she had purchased in the station and she had to decide which
one to read first.
She had arrived a few minutes early, and the train was due to pull out in
another ten minutes. The boarding call Mary had heard had been the
first one, announcing that passengers could start loading.
Mary looked up. Sheldon was back and looking down at her with a smile on
his face. She brightened. "Oh, you're back already."
Sheldon nodded. "And I see by your ticket that you didn't buy a private
sleeping compartment. That means you will be using one of our bunks with
the curtain pulled, and if you need to use the bath during the night,
you will have to go down the aisle in your nightclothes."
"I know, but my money is kind of short. Sally, that's my sister, says
that my pay will pretty good once I get to the ship yard, but that
doesn't help me today."
Sheldon nodded. "We have some 'Roomettes' in the next car back." He
lowered his voice. "I don't think all of them have been reserved. If
not, after it's dark, maybe I can let you slip into one for a few hours
to catch some sleep. That way you will at least have a door you can lock
instead of just a curtain. No one has to know."
"Really? You'd do that? That would be so nice."
"A roomette doesn't have a sink or a...toilet in it. All it is is a
small compartment big enough for two to ride in, and the seat folds down
across the room to sleep on. It has a small closet with hangers also.
Our larger sleepers, the ones that have a little bathroom in them are
called 'Bedrooms.' When you are using the 'roomette,' you will still
have to go down the corridor to use a bath."
"Well, keep your eyes peeled for me. If no one is using a roomette, it
would sure beat having to crawl in and sleep behind a curtain."
"Sheldon nodded. And with the curtain compartments, if you end up with
an upper, you need to have me put up some wood steps to climb up and
down." He checked his watch. "Mary, I'll be back later."
"Thank you."
Mary sighed as Sheldon walked off, heading down to greet some other
passengers whom apparently had been late arrivals and were rushing down
the aisle.
Mary had been writing to her sister Sally for weeks now, and
after Mary's husband Dave, who was in the Navy, had come home for 'shore
leave' after two months of Navy Boot Camp and then gone off to his new
assignment in the Pacific Fleet, Mary had decided to take Sally up on
her invitation to work with her in Long Beach.
Sally had assured her: "When Dave comes home on shore leave, you will be
close enough to San Diego to see him while he is in port. So working at
the Long Beach yard would be real convenient for you."
Mary was assured a position as soon as she arrived since she had already
had a year's experience working in an office, so her secretarial skills
would come in handy.
Her husband had completed his boot camp six weeks ago, came
home from the Great Lakes Training Station, which was
conveniently close to Indianapolis, and spent the better part of two
weeks mostly in bed with Mary.
Then he had taken the train to San Diego. Mary was following him
by about three weeks, but would probably not see her husband until
he came back into port. Since this was wartime, and Mary didn't even
know where her husband's ship was headed due to secrecy, she
might not see him for months, maybe years.
Dave had said that the scuttlebutt was that their ship was headed to
'Pearl' first, which meant Pearl Harbor in Hawaii, but that was just
scuttlebutt and he could end up anywhere.
It was summer, 1943. America had been at war since December, 1941, and
so far the news, after several months of bad, was looking good for the
US forces in the Pacific.
Japan was on the run, and American's Naval fleet had been rebuilt into
a formidable fighting force, ready to conquer Japan in hopefully, just a
few more months. "Win the war in '44' was the motto, and Mary could
only hope that Dave's ship would come through unscathed.
"You'll really enjoy it here, Sally had told Mary on the phone just
yesterday after Mary had told her that she had purchased a train ticket
and would be coming out. "There's a NCO club here, with lots of sailors
to meet and dance with, and since they are all so lonely, you won't ever
have to buy a meal, or a drink if you want one."
"Sally...why in the world would I want to dance or drink with other men?
I'm happily married to Dave, remember?"
"I know. I didn't mean that you would actually DO anything with them. I
just meant that it will be nice for me to have someone to accompany me
when I go out, that way men won't be trying to pick up on me so much."
"I thought you told me that you hoped to meet someone...nice."
"I do, but all these guys are here for a few days or weeks, and then
they are gone. And all they want to do while they are here is get laid."
"Sally! You haven't been doing...that, have you?"
"No, not really. But some of the guys I have met were pretty nice."
"Not really? What does that mean? Did you do it, with any one of them?"
"Well....."
"Sally?"
"Yes. But just one or two. It was no big thing."
Mary was shocked, but she should have known. Sally's 'one or two' was
probably four or five. After all, Sally had been away from home for over
a year now, and Mary had heard that things, that people were a 'lot
wilder' in California. "Well, since you are no longer 'saving your
virginity,' I hope that you are using 'protection."
"I carry them in my purse, just in case."
Mary was shaking her head, but of course on the phone Sally could not
see her. "If I go anywhere with you, I expect you to be the perfect lady
with me, O.K.? I'm married, faithful, and plan to stay that way."
"Sally had laughed. "Don't worry. When you are out with me I will be the
perfect young lady, and you can keep me straight."
Mary nodded her head, and again Sally could not see. "Besides, Sally, I
am pretty sure I am pregnant."
Silence. Then: "You think you are pregnant? How do you know?"
"Dave was here for two weeks, and spent the entire time in bed with me.
I missed my period last week, so I'm pretty sure I got 'knocked up.'"
"What about your job, with me?"
"If I am pregnant, I will work until I get too big to work comfortably,
then I will catch a train home to have the baby."
Sally sighed. "Well, that will work out I guess. But I was sure looking
forward to having you around with me until the war ends."
"That won't be too long, Sally. I hear we will win the war in '44."
"I hope so." (Actually, the war in the Pacific would go on until
September of 1945, but they didn't know it at the time).
That had ended their phone conversation, with Mary telling Sally when
and at what time her train was supposed to arrive in Los Angeles, and
Sally had told Mary that she could catch a 'red car' which was an
electric trolley, from Union Station in Los Angeles all the way to Long
Beach.
The train was rolling now, and had left Indianapolis way behind when
Sheldon approached Mary, who, after staring out at the scenery for
several minutes, had finally settled into reading a magazine.
"We'll be serving in the dining car starting in about 15 minutes."
Sheldon looked at the watch on his wrist, "in exactly 14 minutes
actually. So, when you are ready, just come forward two cars and take a
seat. I've already told my co-workers there to take good care of you."
"Thank you Sheldon. That will be nice, and I'm starving."
"Our food is excellent. See you there."
The train was swaying, and since Mary had been seated the entire time
the train had been rolling, she found it strange at first to get her
balance and walk in a straight line. Fortunately the train had lots of
handle type stuff to grab onto if need be.
Sherry had to open doors at the end of each car, and it was noisy going
across the vestibule between cars. Even though the area was closed in,
you could see out the sides of the floor and watch the earth moving past
below you. It made you very aware that you were on a moving train, and
right below your feet were two rails, going clickety clack in a steady
rumble.
Mary came into the next car, and was surprised to see what looked like
at least 40 soldiers, all young white males in uniform, and when she
walked into the car, she heard someone seated beside where she was
walking yell out: "Eyes center!"
No one turned their head to stare, that would be too obvious. But she
knew they were looking as she went past. All the seats in this section
were facing forward, and each and every soldier could stare at her ass
as she walks by. On the way back, they would be seeing her from the
front, and be able to take in her face and tits, and all without turning a head.
Just like that, Mary found herself being stared at by 40 pairs of eyes
as she walked past row after row of seated soldiers, all young, and all
horny. Fortunately, they were respectful and not a word was said to her
as she walked by, but Mary's face was red as she left that car and moved
on forward to the dining car.
Her meal was excellent, just like the home-cooked meals she was used to,
only better since at home they had to use ration books to make some food
purchases, and there seemed to be no shortage of food in the dining car.
And the two stewards, attractive young black men wearing white who
served her were polite, and were perfection in motion as they served the
passengers. Sheldon stopped by to see how she was doing, and Mary could
not give enough praise to how good the food was and also the service.
She giggled. "I sure got a lot of stares though when I went through that
last car. Every soldier in the place was looking at me it felt like."
"I am sure they were. Like I said, you are a very attractive young lady.
I hope that none of them said anything they shouldn't have to you..."
"No. Just looking. I could feel my face burning time I got past."
Sheldon laughed. "You probably felt something else burning besides your
face since they were all facing forward when you went past."
Mary was surprised at Sheldon's sexual innuendo, but took it in stride.
"I said my face, but I could feel my backside crawling, maybe not
burning, but I was aware of what they were looking at."
Sheldon, pleased that she had acknowledged her ass to be the
subject of conversation, nodded. "And you will have to run that
gauntlet again on the way back, this time from the front."
Sheldon had been speaking with his voice low, like someone does
when they might be discussing a delicate subject, like sex, in public.
Then cheerfully, he raised his voice.
"But I think I have some good news for you. I have a room you can
use, a roomette with just a bed like I said, and it won't cost you
anything. Just keep it to yourself." Sheldon had lowered his voice
again to show that they have to be 'confidential' about this.
"I understand Sheldon. Thank you."
"I'll come back later and let you know the number of the roomette."
Mary again had to run the gauntlet, and this time, no one, well hardly
no one, was obvious in staring at her since she could meet their eyes
with hers if she wished. But she knew that they were staring, especially
after she had gone past each aisle.
She sensed that after seeing her face and chest, they were turning their
heads this time since she was looking the other way, and again staring
at her ass. Her ass was quite nice, the tight skirt adding emphasis
rather than hiding it, and Mary deliberately let it sway. With an inner
smile, she could feel every eye in the place on her rear as she went by.
Face and tits front, ass and legs rear, and Mary had it all.
Mary rode in the Observation car for a while. It was way at the back of
the train, the very last car, and the rear of the car was rounded. Mary
was lucky to get a seat right in the center of the rear, and she was
provided with excellent views out each side of the train as it rumbled
along at almost 60 miles per hour.
She half expected some soldiers to come back, looking for her, and did
not know that they had been told to remain in the assigned car.
Clickety clack, clickety clack, click click clickety. Mary almost dozed
off from the soothing sound of the steel wheels passing over the rails.
A couple of Italian looking men seemed very interested in her, but they
were sitting together at one table and smoking. Mary was not interested
in meeting any smokers.
Once it got dark, Mary was back in her seat with nothing behind her but
a wall. This car was not fully occupied and she had some privacy. As
Sheldon approached, he said, 'Move over."
Surprised, Mary moved over and Sheldon sat himself beside her, but not
so close that his hips touched hers. Still, there was only an inch or
two of gap between them. "Mary. You said you were low on money. Could
you use some to get set up when you get to Los Angeles?"
"Yes, of course." She giggled. "Do you have a job for me in the dining
car, perhaps? Those two guys that were serving me were kind of cute."
Sheldon was pleased. If she had said that two black guys were cute, that
was encouraging. "No, something different. The pay would be very good,
and for just giving maybe an hour at the most of your time."
Mary didn't ask, so Sheldon went on. "I see that you are wearing a ring,
so I assume that your are married, or maybe just wearing a ring so no
one bothers you."
It sounded like he was asking in his last sentence, so Mary answered.
"I'm married. My husband is sailing off somewhere with the Navy and I
don't know when I will be seeing him again."
"I see. Do you plan...don't take this wrong, do you plan to stay
'faithful' to him all the time he is gone?"
"Well, yes, of course. That's what wives are supposed to do, isn't it?
Especially military wives."
The offer.
"Can I ask you something without you getting upset? It is a chance for
you to earn some real money, and no one would ever know."
He was speaking very softly, and Mary leaned towards him and said, "Who
do I have to kill?"
Sheldon smiled and went on. "All those soldiers that were looking at
you, they were very impressed with what they were seeing."
Mary was beginning to catch on. "All those soldiers? If you are hinting
at what I think you are, that's way too many men for me!" Mary laughed,
like she was joking, because though it sounded like Sheldon was asking
if she wanted to take all those soldiers to bed, she didn't really think
so. It must be something else. And then Sheldon surprised her. What she
had been thinking was true, except for the numbers.
"They all got together and came up with something. They just finished
basic training at Ft Dix in New Jersey. They got paid, and haven't had a
chance to spend any of it. So they all said they would put three dollars
apiece into a pot, and whoever won the drawing would..."
Mary cut him off. "They want to do a drawing to see who would get
to...sleep with me? Is that what you are saying?"
"It was their idea," Sheldon said defensively. I am just the messenger,
offering you a chance to earn some real cash if you are interested."
Mary was silent for a while. Sheldon said, "Think about it while I make
my rounds again, and then I'll be back."
Mary interrupted before he could leave. "And how much money are we
talking about here?"
"There are 40 men, actually, to me they are just boys they are so young,
and they all agreed to participate. So at three apiece, that comes to
$120 and I would keep $20 for my efforts, arranging a place for it to
happen, and changing the sheets afterward."
Mary for some reason found herself thinking it over, something she would
never have dreamed in a million years that she would do. But she was low
on funds, curious after hearing her sister admit to screwing around, and
besides, now that Mary was pregnant, she was 'safe.'
"So my 'cut' would be $100, is that right? And for how long?"
"Yes, $100 and I would give it to you in advance. Time-wise, as long as
it takes, one time, five minutes, or thirty, that would be up to you and
whoever wins the drawing. But I could set a time limit if you like, and
knock on your door after a certain time."
"But if I do this, then I would have to see them, all those men in the
morning, and they would all look at me, and know what I had done. I
don't think I could handle that."
"No ma'am. That would be no problem, because they are getting off when
we stop at Ft Riley, Kansas. So when you get up in the morning, they
won't be here."
"Will I be using a roomette? I remember you said they had no bathrooms
in them."
"Yes, but there are towels in there, and I'll tell whoever wins to use
the bath down the hall first if he needs to."
Mary hesitated, then..."I'll do it. Let me know what time, and show me
which room."
"I'll go tell them to take up the money and have their drawing, then
I'll come back and show you to your room."
As she waited, Mary was filled with excitement. A hundred dollars in
those days, was a lot of money. And all she had to do was let some young
soldier fuck her. Easier said than done, but she had decided that the
money could go a long way in helping her get settled in California.
Ten minutes later Sheldon was back. "They're picking a winner. I don't
think I've ever seen a group of men so excited before. Come on and we'll
get you set up in a room." Sheldon led Mary down a corridor, into the
next car, and taking out a key, said, "Here we are." He opened the door,
and Mary entered a small but comfortable sitting area with a seat that
faced front only. "Here is how we make up the bed."
Sheldon quickly pulled down the seat, making it into a bed in short
order. He reached up into a compartment overhead and pulled out two
sheets. Within one minute he had made up the bed, one sheet under, one
on top, and had placed two small pillows in place. .
"You can see that there is not much room to move around on the floor
once the bed is down, but you really don't need anything but the bed for
what you are going to do."
He pointed to a compartment on the other side of the bed. "Put your
suitcases under the bed for now, and if you have a purse, you can
put it up there for safekeeping or if you don't feel safe about it, I
can hold anything of value for you while the young man is in your
room."
"I trust you. Keep the hundred until after he has left and give it to me
later."
"If you need to use the bath, it's the last door on the right. Get that
over with while I go see who has won and I'll collect the money before I
lead him back here. Will you be ready in say, ten minutes? If so, I'll
knock on your door and let him in."
Mary gulped. "Should I be...naked when he comes in?"
He laughed. "Well, if you are, I can guarantee that I'll be getting a
good look at you too." Then Sheldon took on a more serious tone. "I
suggest maybe you should be wearing a nightgown."
Sheldon reached into his pocket and pulled out a package, which
Mary recognized to be a rubber. Then, thinking it over, Sheldon
pulled out a second rubber and handed them both to her. "The
second one is in case he breaks the first one with his fingernail
or something."
"I'll probably put it on for him. I like doing that for my husband. What
if he wants to use the second one to do it twice?"
"You are only committed to one time. Any more than that is your choice."
"It'll be just once, believe me. I just want the money."
Mary had not thought about rubbers. She had not placed one on her
husband for those two weeks, and they had agreed that if she got
pregnant, that would be fine. She was pregnant now and did not need a
rubber, but did not tell Sheldon.
Maybe she should have the guy put it on anyhow since right on the
package it said 'for the prevention of disease.' Besides that, after doing
it for her husband so many times in the past, Mary knew that rolling a
rubber over and down a hard dick gave a woman a really good opportunity
to handle and study the dick in detail.
If she was going to be having a strange dick, Mary wanted to know what
it looked like since it might be the only one she ever has besides Dave.
"I'll be back with the winner in ten, maybe 15 minutes."
Sheldon left, and Mary immediately headed for the bathroom and took a
pee, then washed her snatch thoroughly with a damp cloth. She looked at
herself in a mirror, and spoke to it like it was her husband and he
could hear.
"Dave, my darling husband, you will never know what I am doing, but a
hundred dollars is a lot of money and I can use it, and besides, I'm curious.
I've never been with another man, and this is probably my one and only
chance.
If a baby is on the way, pretty soon I will be a mother, living back at home
where my mother will be watching over me, and besides, in another
couple of months I'll be too fat to fight as they say, or in my case I will be
too fat to fuck."
Quickly, so she could be wearing her nightclothes, she rushed back to
the roomette.
'Knock knock!" The sound startled Mary, though she had been expecting
it. Slowly, her body shaking a little, she stepped off the bed down onto
the floor and reached for the door handle. "Yes? Who is it?"
"It's the porter, miss."
Apparently, Sheldon was giving himself a slight demotion, possibly for
identification purposes with those soldiers.
Mary opened the door a crack, and seeing Sheldon and a young soldier
behind him, she quickly opened the door and both men stepped in. Sheldon
quickly closed the door behind him and said to Mary, "This is Tyler, the
winner of the raffle. I told him to treat you with respect since you
have never done this before and that he gets a reasonable amount of time
to do the deed."
He pulled out his pocket watch. "The train's next stop is St Louis in a
little over 30 minutes so if you are still busy in here and the train
starts slowing, don't let it concern you."
He looked directly at Mary, who was now dressed in a shortie nightie.
"Are you O.K.?"
"Yes, I'll be fine, thank you." Smiling, Sheldon quickly took another
admiring glance at Mary and left the room.
Mary had decided to wear something that until now only her husband had
seen. In the process of looking sexy for Tyler, she had also been giving
Sheldon a nice display of legs, and under the top half of her nightie,
her nipples could clearly be seen outlined by the thin material.
"Hi."
"Hi, yourself," Mary replied. Tyler was tall, thin, and kind of
nice-looking, in a country way. She looked at Tyler's uniform. "I guess
you need to take that off."
Upon seeing him, Mary had already decided that she wanted to fuck
Tyler without his wearing a rubber. 'Skin to skin' is best, Dave had
always said. Besides that, Mary was taking this one shot for fun, and
in the case of Tyler, she wanted to feel his shot inside her.
"Yes, ma'am." As Tyler carefully removed his outer jacket and then the
shirt under, he folded them neatly and put them precariously on a
counter along one wall. Mary smiled. "There's a little closet over there
with a few hangers you can use."
"Thank you."
As Tyler began removing his Army jacket, Mary crawled back up onto
the bed, and in the process gave Tyler a brief peek at her inner thighs.
She was wearing no panties, and Tyler caught just a quick glimpse of hair.
His eyes grew wide as he sped up, struggling to get his T-shirt off, then
bending down to remove his shoes before pulling off his trousers.
With them all hung on hangers, one thing remained. He looked at Mary,
and she was watching. With his face red, he slowly undid his underwear,
which was white with buttons all the way down the front.
Anxious to see what awaited her, Mary stared, a slight smile on her face.
Before he could get all the buttons undone, his penis sprang out, sticking
straight up and pointing toward Mary."
"Oh! My! Looks like you are ready." This was only the second adult penis
Mary had ever seen, and it was noticeably different than her husband's.
This one had no foreskin, and was longer than Dave's by over an inch,
but skinnier than Dave's penis both in the head and shaft. Also it was
different in that it was straight as a ruler, while her husband's prick
curves slightly to the left.
Tyler's face was bright red, and Mary could see it even in the dim light
of the room. There was a bright overhead light, but Mary had left that
one off. "Ma'am? I've never done anything like this."
"Is this your first time, with a woman?" Mary still had not gotten used
to being a 'woman.' All her life she had been a girl, running with other
girls. She and her friends still referred to themselves as girls.
"Yes, ma'am. All I've ever done is kiss girls at parties, stuff like that."
"Well Tyler, I'll tell you something that might make you feel better.
This is the first time for me too."
He looked startled. "You...you're a virgin?"
Mary giggled. "No, I'm married, but my husband is away in the Navy, and
I have never been with anyone else, so you will be a first for me too."
She looked deliberately down at his dick. "Look at how it is standing
straight up. Tyler, that's the hardest dick I've ever seen, but then, I have
only seen two."
"Mine and your husband's?" Tyler sounded encouraged, and that was
something Mary wanted to do, was encourage him.
"Yes." She reached out and grasped it around the shaft. "It's as hard as
a rock. Come on, get in bed with me."
"Yes ma'am."
Some kissing, awkward at first until Tyler got the feel of how Mary was
using her tongue and began to imitate her. She was already holding his
penis in her left hand, but Tyler had one arm around her waist, and was
lying on his other.
Finally, after almost five minutes of awkward fumbling on the part of
Tyler, Mary asked, "Don't you want to feel my breasts?"
"Oh, yes ma'am." Tyler reached out, touched her right breast, then
cupped it, and as soon as he got a good feel, he immediately began
climaxing against her belly. "Ooooooh!" His groan was loud and long.
He had said, 'Ooooooh,' and Mary said, "Oh oh!" as she felt blast after
blast of hot cum landing on her stomach and running down sideways.
Silence. Mary was still holding his penis, which was for the most part
still rigid, but she could feel his warm cum all over her stomach, above
the belly button.
Embarrassed at what had just happened and at the same time thinking
that she is not going to get laid after all, Mary at first, did not know what
to say for fear of shaming Tyler for his lack of experience.
Tyler spoke first. "I...I got so excited, I couldn't control it. I guess I blew
my chance."
Mary giggled. "No, not blew your chance. Our dick is still pretty hard,
considering."
Tyler took note of the fact that Mary had referred to his dick as 'our dick,'
and he was pleased.
Mary went on, "If you want, we can try again, but first you have to
reach over there and grab one of those towels and wipe my stomach."
"I can do it again? Oh boy. Let me get a towel." Tyler sounded just like
a little boy, which he basically was, fresh out of high school and into
the Army.
His only actual contact with anyone else of a sexual nature had been
with a best buddy, whom Tyler had jacked off with a few times as they
talked, compared dicks and imagined what it might be like to do it with
a 'real girl.'
Mary could have called it quits at this point, but she had become
aroused. Tyler didn't know how to kiss, or how to fondle, and obviously
he didn't know how to control his cock, but she had become aroused just
the same.
Touching, and being touched by someone strange was having that effect on
her. Actually, as Mary thought about it, knowing that someone is seeing
her revealed was turning her on most of all.
Mary had first noticed how being looked at had aroused her when Sheldon
had stared at her in the nightie. That's right, being stared at in a near state
of undress by Sheldon had more excited her than seeing how the young
Tyler was eyeballing her.
Now wiped dry, Mary was lying beside Tyler and stroking him. "Ready to
put it in?"
"Don't I have to put on a rubber first?"
In answer, Mary moved her head forward and their lips met. Then two
tongues intertwined. She giggled as she gripped his erection. "Thank you
for asking Tyler, but you get a special treat. No rubber needed because
I am one almost month pregnant."
Tyler wasted no time. This was a dream come true. In seconds he was
climbing over her and after a brief fumble struggle while he tried to
find her hole and Mary ended up by holding and helping him, he was at
her lips.
Mary instinctively sensed that in his rush to penetrate her, that he
would push himself into her too fast and spoil some of the fun.Besides,
he had not used his hand and that special finger on her, and Mary was
unsure as to how ready she is.
Quickly, she pushed back against him, bringing his movement forward to a
halt. "Now Tyler, do it slow so I can feel and enjoy every inch of that hard
cock as it slides in."
"Yes ma'am."
He was shaking, his entire body actually, but Tyler managed to calm down
a little as she continued to prevent his entry by pushing back on his cock
that was still enclosed within her hand.
Mary waited another five seconds to be sure that he had regained control
of his body, then released her hand.
"Now Tyler, give it to me slow, and kiss me while you do it."
While she welcomed his warm tongue with one of her own, Mary had to
aim his penis once again and smiled around their kiss as she felt his warm
flesh part her lips and start in.
He was spreading her, not as far as she might want, but it still felt good.
Right in the middle of their kiss, she managed to speak. "Ooooh Tyler.
That feels good."
He was going perhaps a little too slow now. "Further Tyler, go on in."
"Yes ma'am."
He pushed a little harder now, and Mary let out a soft 'Aaaaah' as she
felt him penetrate. He continued in his slow march forward, stretching
his way past her inner lips now and going deeper.
Her juices were flowing now, and his entry was feeling good, but Mary
had hoped for more feel of the flesh since this is her first time. He was
not all that thick, but she wanted to help Tyler to feel like a man.
Partially faking, she let out little gasps and then a groan at the appropriate
times.
The taking in of his penis and making her groan was partially faking,
but the pleasure she was feeling was not. Then, perhaps sooner than she
would have liked, he bottomed out, going slightly deeper into her than
her husband had ever gone.
"Uuuh Uuuh! Slow down and make it last." Tyler had begun banging away
at her. In his lack of experience, he thought the way to please Mary was
fast and hard, but she wanted slow, and romantic.
"That's right, slow like that. Slow...and easy. That feels better. I learned
from experience with my husband, and it feels the same with you."
She moved her hands onto his ass. "When you do it fast, I can't feel all
of your cock as good as I can when you go slow. Do it slow, yes, like
thaaat. I can feel every inch of your nice cock as it moves in and out
There's no hurry Tyler, we can take our time."
"Yes ma'am."
"Now get up on your elbows and feel my breasts. I know you want to since
you climaxed as soon as you touched one a while ago."
Tyler almost hopped up onto his elbows and knees and began feeling her
breasts, which filled his hands perfectly. Like a little boy, he actually giggled.
Shaped like large apples, they were nice handfuls, and because of their
shape, they made her dresses and shirts pop out like a well built bra,
except that she did not need to wear a bra, but the times were not yet
ripe for a woman to go topless under her clothes
For some reason, perhaps because of Tyler being a virgin, Mary was
feeling very ornery and decided to talk dirty. In doing so, she began
doing something she had never really done with Dave.
"Stretch your legs down and put your feet up against mine. Mmmm
yes, you are really going deep now. Put your feet...that's it, now
we are toe-to-toe. Now lay your upper body down onto mine."
" But ma'am, won't I squash you?"
" No Tyler, you're not that heavy. That's right, now we are getting
closer."
She sort of raised her arms out and laid them above her head. "Now
put your hands in mine."
Tyler did, and as their hands locked together, Mary raised her arms
further out above her head and pulled Tyler's arms along so that she
was fully stretched out on the bed as long as she could make herself.
" Now Tyler, with our arms and legs like this we have almost as much
skin touching each other as it is possible to do. Can you suggest
anything else?"
" Yes ma'am. I can shove my dick in as far as it can reach."
"Do it."
Tyler pushed his hips against hers, burying his cock as far as he could
get, and held it there.
"Mmmm. That's right Tyler. Now there is one thing left, one more place for us
to touch."
Tyler thought about it. They were touching from their hands above her head
all the way down to their toes at the other end. And he was buried inside
her. What else could there be?
"Where's that, ma'am?"
"Our mouths Tyler, our mouths."
Tyler pressed his head forward and kissed her, and felt her tongue
eagerly melt against his. They were together in every way possible.
After holding the kiss for over a minute, Mary became truly excited.
"Yesss oh yesss Tyler. Now can you feel how hard my nipples are? Think
about that. You are against me with as much skin as humanly possible.
You are feeling the breasts and making the nipples hard on a married
woman. You are with another man's wife, and you are all the way inside
her with your hard dick and getting to fuck her for just three dollars.
I want you to think about this Tyler. Just like that, first you saw me
walking by, both directions, and you probably fantasized on what I look
like under my clothes.
Then came the chance, the one in 40 drawing. Then, magically, within
minutes of knowing you won the drawing, you are touching and feeling
parts of me not just on the outside but deep inside me too, that only
one other man has ever known."
"Yea...yes ma'am,. Thank you!"
She giggled. "Tyler, you are so cute. When my future husband and I
started dating, he had to wait for several weeks just to feel my tits.
That's was all he got to do when we were dating.
After almost two years of dating and making out, he had wasted a lot
of hard ons, and he came in my hand more than once, just like you did.
"Yes ma'am."
But Tyler, he never got to cum on my naked belly. And he had to marry
me before he got what you are getting. And then, and this is funny since
it just happened to you, when I was ready to let my husband fuck me, on
our wedding night, he got all excited and came first.
Then, unlike you, he couldn't get hard again until the next morning. So
he had to wait, while you get to fuck me right away. See how lucky you are?"
Yes, ma'am!"
Tyler sort of chuckled rather then giggled, a step up in the process of going
from boy to man. "I'm the luckiest guy in the world." With that happy
comment, Tyler relaxed all over his body as he suddenly gained confidence
in his ability to please her.
When his body had relaxed, it felt like he had gained weight as his chest
flattened her breasts and his cock seemed to go deeper. Mary was finding
it hard to breath, but said nothing in complaint.
Again, she began to give instruction because Tyler had allowed parts of
his body to move around.
"Tyler, you lost almost all our contact. Now put your feet down next to
mine again. Ahhh, yes. That's it, touch your toes against mine. That's
it. Now shove your dick in as far as it can reach again. Yes, like that."
Mary released his hands from hers and lowering her arms, placed her
hands on his ass. "You can keep lying on me, I like being this close to
you. Now your hands are free, so kiss me. Get up on your elbows and
squeeze my tits and keep kissing me while you pump."
"Uuh Uuh. I can't move my butt very well while I'm lying with my legs
down like this."
"That's alright Tyler. For now, for a little while longer, I want us to be as
close as possible."
"Yes ma'am."
"Do you like my breasts? They're a nice C cup."
"Oh yes ma'am, the best I've ever felt."
"You've felt others?"
"No ma'am, just yours, that's why they're the best."
"Oooh. Remember now Tyler what I told you. Do it slow so I can feel
every inch of your nice peter."
Still acting as the student, Tyler raised his upper body just enough
that he could reach between his body and hers and feel Mary's tits, which
now, since their bodies had been locked together, felt hot to his touch.
Then he began kissing her again, trying to put as much feeling into it as
he could manage.But Tyler, in trying to follow her instruction, was not
putting as much feeling into his kissing as he could, because at the
same time he was making an effort to keep his toes joined with hers
as well as keeping his stiff prick as deep as possible with each stroke.
So little time, so much to learn. Such a wonderful feeling enveloping
his penis.
Mary began talking through lips that were locked together. "That's it
Tyler. This is a very special time for me. You might think I'm just doing
it for the money, and that's part of it.
But I'm also doing it to satisfy my curiosity, about what another man
might feel like, and you Tyler, I think you might be satisfying me."
"Yes ma'am," Tyler answered excitedly. "And thank you."
."No, thank you Tyler. I think I will be able to remember this moment
forever, and I want you to remember it too. Now, think about our bodies.
See how close together we are again?
"Yes ma'am."
We are together from the end of your body to the end of mine, naked skin
pressed against naked skin, and you are inside me, or...to put it another way,
I am wrapped tightly around your nice penis. You are knowing my deepest
intimate secrets of what I have been giving to my husband, and now you
Tyler, now you know."
"Yes ma'am."
Oh Tyler, we are so close, nobody can get much closer than we are now,
at least not physically."
Mary was really laying it on with Tyler while he was laying his body on hers,
but though she was trying to make this as good for him as possible, Mary
was finding that her thinking was also arousing her.
'Maybe I'll be able to cum with him.'
She hugged him around the waist. "It's happening again! Think about what
is happening Tyler. Feel our nipples almost touching. Feel our stomachs
pressed together. I can even feel sweat forming between us, between our
bellies. Can you feel it?"
"Yes ma'am!"
"Now run your mind further down. Go to the end and feel our toes
touching, then go back up, up all the way to where your cock is inside
my pussy. Think about it."
"Yes ma'am."
She paused. "A nice part of your body, your most intimate flesh inside
my most intimate flesh. Feels good, doesn't it?" With a smile to herself
Mary waited for his ma'am answer, and Tyler surprised her.
"Oh God yes!"
"Just one thing left Tyler, to achieve total closeness. We need to be kissing
again while you fuck me good. I want this to be my best time, ever.
Better than when I'm with my husband. Do you think we can do it?"
" Yes ma'am. And this time I promise to keep going slow."
This time his kissing was a little better. Learning from the way Mary
had been repeatedly working him through this slowly, Tyler had calmed
down some, and his penis, this time, could last.
"Mmmmmm." Mary was beginning to enjoy this a lot. Ignoring the toe
contact now, she slowly began raising her legs, at first going up around
his ass, and after a few more pumps, higher until her ass was almost off
the bed.
Mary wished now, that she had placed a pillow under her ass, but they
were too involved now to have another interruption.
"Ooooh! So deep inside. Mmmmmm!" Mary's sounds of pleasure now
were not being faked.
That did it. Her moans of pleasure as she began nearing orgasm sent
Tyler over the top, and this time his hot cum ended up where it
belonged, but too soon.
Mary was disappointed as his body stiffened and she felt his throbs. If
she didn't get to cum, she at least wanted Tyler's first time to be memorable,
and she wanted him to think that he is making her cum.
"Ooooh, I feel you cumming. And me too! Fuck harder! It's good, oh so
very good." She squirmed her ass and pretended to be cumming, and
Tyler did not know the difference.
"Yes..."
Mary cut him off with her mouth before he could finish his
two-word sentence.
Tyler kept laying on her, even after his penis had dwindled. Since he had
never heard a woman cum, Tyler did not know if her sounds had been
the actual sounds of climaxing.
In the midst of his intense pleasure while cumming for the first time
inside a woman, Tyler had heard her say it, but was not sure of what he had
heard. "Did you cum?"
"Of course," Mary lied. "You did just fine. Now pump some more so that
you get it all out of you and into me."
"Yeah..." his voice shook from loss of strength, "Yes ma'am."
Tyler pumped and at the same time tried kissing her again. She returned his
kiss, but not with as much enthusiasm as she had demonstrated before.
Still, Mary made an effort. "Mmmm Tyler, I feel so wet inside. You really
loaded me up."
"Yes ma'am."
Mary giggled. "I can feel your dick going soft now."
'Yes ma'am."
If she could have shook her head without Tyler seeing, she would have
done so. Even now, after she had taken his cherry and trained him in how
to fuck her, Tyler was still talking like a student does to his teacher.
Again Mary felt that she needed to re-assure him. "But your dick did the
job Tyler. It managed to rise up there after cumming once, and it lasted
long enough for me to enjoy. I really liked feeling you cumming inside me."
"Yes ma'am. And you too. It made you cum."
"Tyler it was you who made me cum. I think that might have been my
best cum ever. Your cock is nice, but it was you that did it."
That might have been a mistake to be saying, because Mary felt his cock
thicken inside her as he once again began to grow.
She patted him lightly on the ass. "No no Tyler, we've spent a lot of
time at this and you are hard again, but I'm going to have to go to the
bathroom and clean up, and I guess you had better get back to your
buddies."
Mary actually felt too tired to go to the bathroom, but she was using
that as an excuse to get rid of Tyler now that he was used up.
Except of course Tyler was not 'used up' and Mary smiled and watched as
Tyler wiped his full erection dry after she had handed him a small hand
towel. "Oh Tyler, you are soooo cute."
She grabbed onto his cock and wriggled it from side-to-side. I just love
this cock of yours, but now you are going to have to stuff it in your pants
and"..she giggled, "Be sure you don't catch it in your zipper."
"Yes ma'am. After I finish buttoning up these shorts."
He seemed awkward now, unsure of himself, like this had never happened.
Mary was sure of herself now. She had taken another man inside herself,
and she had been in control. Mary, at least, of the two, now felt confident.
As he was dressing, Mary remained in bed, slightly covered by a sheet,
but allowing him to keep seeing her breasts. "Tyler, If you want, you can tell
your buddies that we did it twice. They don't need to know that you came
in my hand and against my tummy the first time."
He brightened. Tyler's pants were on but not zipped yet, and he was
buttoning up his shirt before fully pulling up and closing his pants.
His dangling prick was hanging out of the underwear, actually doing
so between the multi-buttons on the front, and Mary still found herself
staring with interest at a man's cock. He quit working on his shirt and
looked at her with a hopeful grin.
.
"Yes ma'am. If I tell them we did it twice, you won't tell on me?"
"Of course not. Besides, the conductor says you will be getting off
early in the morning at Ft. Riley, and I won't see any of you again."
He showed his immaturity with his next question. "They'll want to know
so is it alright if I tell them that I made you cum?"
She smiled. "That will be fine. You can tell them you made me cum twice
and that I told you it was my best ever if you want to."
"Yes ma'am. Thank you ma'am."
Tyler had a big grin on his face. Mary watched as he hurried to get
dressed, and could tell that he was trying not to hurry as he hurried.
Mary's voice went soft, sexy, as she spoke her next sentence, and she
was imitating some of the women she had seen in the movies with her
voice.
"If you want Tyler, you can also tell them what my body is like, my breasts,
and my pussy if you feel like it."
"Really? You wouldn't mind?"
"No, not since you, and they, won't be seeing me again. I saw and felt the
way they all looked at me as I walked past them twice in the passenger
car, and you, only you, know what I look like under my clothes. So you
tell them because I am sure they want to know."
"Yes ma'am. And I'll never forget what you look like or felt like."
"That's how I want it Tyler. A first and special time for the both of us."
A thought hit her, and Mary felt a brief sensation of sadness. 'This boy
could die in combat, and I might be the only woman he ever got to
know.'
Tyler was looking like he might have something more to say. "What is
it Tyler? I can tell you are thinking about something."
"Yes ma'am, I am, I never really got to see your...your pussy."
His face turned red. "First we were lying side by side, and then I was
on you, in you, and you aimed it for me, and then before I knew it we
were done, and the whole time we were doing it I was so close to you,
but I couldn't see it."
Mary giggled and as Tyler stared with wide eyes, she moved herself
around on the mattress, and spreading her legs, said: "Here it is, Tyler."
"Yes ma'am," Tyler said, his mouth open in disbelief as he stared at her
pussy, opened and very wet looking, and knowing that he was the reason
it is so wet.
Feeling like a slut, almost, Mary reached with her right hand and using two
fingers shaped in a V, tugged her lips apart on each side, giving Tyler a better
look at the terrain he had explored.
Mary gave him fifteen seconds to stare, then closed her legs. "I'm going to
have a lot of cleaning up to do after you're gone, or..." she thought of
something that he might like to hear, something that would excite him.
"I might just leave your cum in me, all night, since right now it feels so good
to have it, to have you...there."
When he started to open his mouth to speak, Mary cut him off.
"Don't say it!"
"Ma'am?"
She laughed. "I was going to tell you that instead of saying 'Yes ma'am,'
that I'd like to hear you say something else..." She waited.
"Yes ma'am. Thank you ma'am."
Well, he had gotten it half-right. "And thank you, Tyler."
Mary felt the train lurch and begin to slow. They were approaching St.
Louis and the next stop. This entire affair had taken the full 30 minutes.
All dressed now and ready to start marching, Tyler looked almost sad.
"Can I kiss you one last time?"
"Of course. And Tyler?"
"Yes ma'am?"
"I want to repeat this. For you to know that I won't ever forget you
either. I was your first, and you were my first other than my husband."
"Was I...O.K? Am I...big enough, and all that?"
He needed reassurance of his manhood. "Your..." she looked down at his
crotch area, not wanting to say cock or penis, and nodded with her head.
"You are a bit longer than my husband. Over an inch longer actually, and
that's how much further into me you went then he can. And I liked how
hard you get. It felt just fine."
"I'm bigger? That makes me happy ma'am, to know that."
Mary smiled inside. 'If he wants to interpret longer as bigger, that is
alright with me.'
"I'm glad Tyler to have been your first fuck and maybe, as time goes
by to always be your best or one of your best."
It hit her again, the possibility that she could end up being his only one.
"Oh yes ma'am. I am sure you will be that, my best fuck...well maybe
my best fuck before I marry someone."
"Yes Tyler. Your wife, when you get married someday, needs to be
your best, or at least you need to treat her as such, even as you
think of me in your memories."
"Yes ma'am."
He brightened, leaned forward and kissed her, but did it lightly, like
he was afraid now that she might break. "Goodbye."
"Goodbye Tyler. And be careful if you go to war, please."
He straightened up and looked proud, soldier proud. "I plan to ma'am.
Goodbye."
Then he stood at attention, raised his right hand to his forehead,
and saluted her. And with that, Tyler was gone.
Mary smiled to herself and and shook her head. She had not told Tyler
the whole truth, that yes, he was longer than her husband, but not as
thick.
Mary continued to lie in bed. Sheldon had indicated that she could stay
in bed until daylight, and that was hours away. She sighed, then,
holding her hand over her pussy so that Tyler's juice would not drain
out onto the sheet, she crawled out of bed and grabbed a towel.
Tyler had left quite a load, it seemed like, even after cumming first on her
belly.
Mary's first strange fuck. She sat back on the bed with the towel
pressed between her legs in case more cum drained out. Tyler had been
very inexperienced, and of course Mary didn't have a lot more experience
than he did herself.
Tyler had started to feel pretty good once she had slowed him down and
got him to start kissing again. 'Yes,' she thought, 'I would have climaxed
with him if he had lasted a little bit longer. One more minute, damn it!.
But that was only because he was new, strange, and therefore exciting.
His penis didn't feel quite as good as Dave's. It was thinner and I couldn't
feel it all that much once I got good and wet.'
He sure was cute though, the way he kept saying "Yes ma'am."
Tyler would of course that very same night answer all the questions
being thrown his way by some of the other 39 men. He would tell his
fibs, as approved by Mary in advance.
Later, off the train, Tyler would confide with two of the men who became
better buddies in what really had gone on, how he had came on her tummy
and she had given him a second chance.
Those buddies would laugh and act understanding, saying that is probably
what they would have done, came too soon with a woman that looks so
incredibly beautiful.
And of course, bragging, Tyler would be sure to tell them how Mary had
revealed to him that his penis was larger than her husband's, and how
she said he had made her cum better than with her husband.
The train came to a stop in St. Louis, and remained for 15 minutes
before it began rolling again. Mary stayed in bed because she did not
want to risk walking down the corridors and seeing a soldier, maybe more
than one and being looked at.
'They probably think I am a *****, and Sheldon is my pimp,' she was
thinking. What she did not know was that Sheldon had told the soldiers
that Mary was virtually innocent, riding a train for the first time, and
needed money.
Upon his saying that, every soldier in the car had put up money. Before
that, there had been two or three holdouts thinking Mary was a *****.
Again Mary felt all that wetness, and still afraid to take that walk, she again
used the towel, dampened in the little sink, to wipe her pussy as best
she could. then she laid down and waited for Sheldon.
Once the train was up to speed again, there came a knock on Mary's door.
It was Sheldon, of course, and when she said 'Come in,' Sheldon used a
pass key.
Completing their business arrangement with pleasure.
They smiled at one another, and then Sheldon reached into his pocket and
pulled out a roll of five twenties. "I put all the one dollar bills in my
briefcase cause I figure you wouldn't want to carry 100 one-dollar
bills around."
"Thank you Sheldon."
He really liked this woman. She was calling him by name, something he
was not used to in his job on the train. Sheldon looked strangely at her, and
Mary, who was still lying in bed on her side, realized that she had failed
to cover one breast.
'Woops. My tit!' She reached to cover it, then realized that it was too late.
Sheldon had already seen her tit, she knew it looked nice, so she allowed
him to continue to see it.
Sheldon looked at her breast for a moment, then looked up into her face.
What he needed to do now is see if her can get her to talk about the sex
act. And besides, she is not hiding that fantastic looking tit.
"So, how did it go? You can tell me. I won't take anything you say back
to them. Besides, they are bedding down until we pass through Kansas
City, then I have to wake them up before we get to Ft. Riley. So they
will be sleeping for a few hours."
"It was fun." She hesitated, "Different than my husband."
Sheldon smiled. He was hoping to get her to talk sex in more detail.
He had time on his hands for a while, and there was no better way
to spend it than talking to a pretty young lady like Mary.
"How was he different?"
Mary picked up on it right away, the sexual tension in the roomette.
Warning bells started going off, but she liked this man, and trusted
him.
Besides, Sheldon had already given her the money, and he had worked
for the railroad for over 20 years he had said, so he must be 'safe.'
After her dirty talk with Tyler, Mary was feeling a little freer to talk
similar to Sheldon.
"He, well, his thing jumped right out of his underwear when he started
to remove his shorts. He was ready it was obvious. But then he didn't
know how to kiss, and I had to show him.
Then he was afraid to touch me..." she looked down at her breast and
touched it, 'here'. We were laying on our sides. Then, after I was holding
him down there, his cock with my hand, I told him to feel my breast,
and almost right away, he groaned and came all over my belly!"
Sheldon laughed, and Mary, after a few seconds, laughed with him. "Poor
kid," Sheldon said. "Never had himself a real woman probably, and when
he had one in his hands, he couldn't hold it." Sheldon laughed again.
Mary giggled, then said: "Actually, it's more than he never before had
himself a real woman, he never before had a woman, period!"
"He was a virgin?"
"Yes, that's what he told me. Never did anything more than kissed girls
at parties."
"So you took his 'cherry' with your hand. That's really great. He won't
be forgetting you anytime soon."
"He won't, because after he wiped me clean with a towel, I let him try
again."
Now that Sheldon wanted to hear, because 'trying again' meant this
talk of sex with her could continue.
"He was able to get it hard again, right away?"
She giggled. "He never went down."
"Oh, so then you took his cherry the real way."
"Yes, and I told him that since he was only my second man ever, that I
wouldn't forget him either."
Sheldon frowned. "You've only had your husband, before tonight?"
"That's all."
"Damn! If I had known that, I might not have set you up to earn some
money. The way you look so good, I figured you had been with more men
than just one. I'm surprised that you didn't get mad at me."
Mary nodded. "I'm glad it happened. Besides the money, I learned some
things."
"Like what?"
"Well, that men come in different sizes, and they do it in different
ways, or don't know how to do it until you show them."
Sheldon picked right up on her 'different sizes' comment. This he wanted
to hear more about.
"What about the different sizes? How did the young soldier, Tyler,
compare to your husband?"
If Mary would answer that question, Sheldon was thinking that
maybe he could get her to talk more about penis size, and maybe
ask him about..his.
"He was longer than my husband, but it was thinner."
"Thinner? I'll bet it didn't feel as good then, as your husband's dick."
There, Sheldon had used the word dick, so maybe she would get more
detailed and descriptive. He had mentioned how dicks feel. Will she talk
about it? Could she tell that her pussy was not being spread as far by a
thinner dick and will she admit that it had not felt as good?
Mary hesitated, then sighed. Tyler had not felt as good once he was in,
that was true. But how did Sheldon know that? "You're right It didn't
feel as good, but if he had lasted a little longer, he might have made
me cum.".
"He came in you then, but you didn't get to cum?"
Now, Sheldon knew, they were really getting into the intimate, personal
details.
Her eyes met his. Mary knew now where this is leading. She gulped, then
answered slowly, knowing full well that her answer would bring on a
request, from Sheldon.
"He came, I didn't, but I pretended to cum so that he would feel like a man
his first time out. But I would have preferred to actually get to cum
rather than faking it."
Mary suddenly felt herself getting hot, and wanted to throw off this
sheet, but not just yet. Maybe, being a conductor, Sheldon couldn't do
anything with her.
The thought that Sheldon is much older, and black, was not in her
thinking as far as deciding rather to do anything. Mary was horny,
and Sheldon was making her more so.
Besides that, she really liked this man and the way he is able to
get her to open up and talk about sex in a way that she has never
been able to do with her husband.
She repeated her answer, wording it slightly different. "No. I didn't
get to cum."
She continued to stare at Sheldon, and, moving her arm slightly, allowed
the sheet to fall further, ******** her other breast. He had his answer
and moved towards her.
They kissed, this one much better and more masculine than the kisses
she had been getting a while ago. Still, out of respect for her, Sheldon
only touched her with his mouth, and then, after several seconds, with
his hands, but only in innocent places.
Even now, with their kissing, there might still be some uncertainty that
they are going to fuck. Mary with her next question, told Sheldon what
he needed to know.
"Do you have time? What about your job?"
Sheldon felt his heart rate increase. "Between stations, late at night, I
am basically free until about ten minutes before arrival at the next stop."
"How long is that?"
He checked his time piece, which he kept on a chain at his belt. "This train
is an express and doesn't make the local stops. We still have to cross
most of Missouri. About two hours."
"I'm waiting."
One again Mary found herself watching as a man undressed before her.
Feeling really wet, and not sure if it was because of Sheldon or maybe
some left over flow from Tyler, she pulled the sheet down, ******** her
pubic hair.
Then, grabbing a towel, she opened her legs, said, "Don't look," and
wiped herself.
He was not only looking, but staring. "Are you all wet from me, or is
that leftover soldier?"
Then Sheldon laughed. "No, you used a rubber, so that wetness must
be from thinking about me."
"No, it's not 'leftover soldier, it's because of you." She paused and
thought a moment."Maybe it is 'leftover soldier. I decided not to use a
rubber."
"No rubber?" Sheldon's eyes were wide with surprise.
Mary hesitated; "I'm about a month pregnant, so I didn't need to use
one. I like doing it better without a rubber anyway."
Sheldon's eyes again grew big. "Damn! I like that. I get to fuck you
good, I get to fuck you long, and I don't have to wear no rubber!" He
began undressing again.
Mary's heart rate increased. "He is saying he is going to fuck me.' Never
before had Mary heard that, not from Dave, nor her husband.
"Sheldon, when we're through, remind me to give you your two rubbers
back."
As she watched him finishing his undressing, Mary had been shocked at
his use of the F word, but found that it had excited her. Yes, I am going to
fuck another strange man, this time not for money, and he's a strange
black man matter of fact, and...HE HAS A BIG COCK!'
Sheldon had just pulled his underwear down, and his penis, his
60-year-old penis, had suddenly popped right up there when he realized
that he was soon going to be fucking the cutest and best built girl he
had seen on his train in months, if not ever.
Mary gulped, said nothing, and stared. Sheldon sensed that she wanted a
good look, and pretended not to notice as he continued to fold his
uniform and hang it up.
He turned sideways at the closet, and his pointing cock followed along.
He had not felt this big and hard for a long time, and to go along with
that, Sheldon planned to fuck Mary for a long time, maybe all the
way to Kansas City.
"I guess I was right"
"How's that?"
Her voice was soft, almost a whisper. "Men do come in different sizes."
"You look scared. Don't be."
"I'm not scared. Well, maybe I am. Will you be gentle with me?"
"Of course. I've had my share of women, and know how to treat them."
"Am I...your first white woman?"
Sheldon hesitated, then answered truthfully. "White women don't come
around to where I am when I'm not working. So I've never had a white
woman off a train, but on one, I've had me a few."
"A few?"
"Maybe ten or so, over the years. But you're the finest!"
"And black women? How about those, on a train?"
Sheldon shrugged. "Not as many. Black women don't ride the train, long
rides like this as much as white women. Costs too much and they take a
bus. And if they do ride the train, they usually have their kids along."
"So I'm the finest, black or white?"
"Absolutely!"
She hoped that he was telling the truth about her being the finest. Mary
reached out and touched his penis, then wrapped her trembling fingers
partway around it as Sheldon stepped closer to her.
"Were you the biggest they had, all those white women?" Mary was
thinking now, thinking about Sheldon being black, and wondering if
that is the reason he is so big.
"I don't know for sure. The ones that talked about it, liked to talk,
they all said I was the biggest."
"And the rest?" She was stroking him now, pulling on his foreskin, back
and forth, up and over.
"They didn't say, but by the sounds they were making when I was putting
it in, I think so."
"Hmmmm." Mary sounded like she was laughing when she had said that.
"Did you make all of them cum?"
Upon her saying that, a shiny spot of pre-fluid appeared on the tip of
his cock, and Mary, surprising even herself stuck out her tongue and
visibly licked it off.
Sheldon felt his cock thicken ever further in her hand.
"I'm pretty sure about that. Took my time with all of them, and when
they walked away, they could barely walk."
Mary laughed. "Braggart! But now you can add me to your list, as one of
the ones that said you were the biggest, and maybe one of the ones you
made cum."
Sheldon laughed and before climbing into the bed and lying down beside Mary, he
said, "First we have to get it in, then you can say I was your biggest."
"Yes, yes," Mary exclaimed as she stared up at his huge black cock. "Put
it in. I want you to."
As Sheldon fondled her breasts prior to fucking her, he added: "And then
after I get it in, you can say I made you cum."
"Mmmmmh! Awwwwww, shit." (pant pant) "Wait. Go slow! No, don't stop,
just go....slow..."
"Lady, you have sharp fingernails!"
"Ooh. Sorry!"
She was ready, she was wet, but it was a hard fit, and despite his
wanting to be gentle, Mary had tears in her eyes. But she was a trooper
and kept grabbing at his ass, urging him on, only slowly.
Finally, after much gasping, groaning and other noises, with Sheldon
hoping that no one was walking by and listening, he managed to bury it.
He gave her a minute to adjust, and then began showing her what fucking
is all about.
"Ooooooh oooooh! Mmmmmmm, Mmmmmm! Uuuuuuh Uuuuuuuh!:"
Those were the sounds she was making, with just the first six strokes, the
last two being harder and deeper. Then Mary became more vocal, especially
after Sheldon had picked up one of those little pillows and placed it
under her ass.
Her next sentence shocked him with the language she chose.
"Oh Daddy, oh Sheldon, fuck me. FUCK ME!!"
Yes, Mary was loud, though until tonight, this part of the night, she
had not known that she could be loud. Still, she did not cum until
Sheldon began kissing her.
No need to dwell on it. Her cum was the most intense, the strongest,
the longest lasting cum ever. His kiss might have been intstrumental
in bringing on her orgasm, as Mary was very turned on to Sheldon
emotionally as well as physically.
He had concentrated on fitting his hugeness into her, staring down at
her closed eyes, her opened mouth, looking so good, but Sheldon had
allowed her room to breathe, and make noise before locking his
lips over hers.
"Fuck baby, I need to cum now!" Sheldon groaned, and Mary gasped as
she felt his huge 60 year-old-penis magically harden and begin pulsing
as it spurted into her, his cum going deep and hitting against the back
of her cunt.
Mary groaned deeply as she felt it soaking her insides as he dropped
the biggest load he had given a woman in years.
His heart was pounding as he slowly came to a stop. For a moment, Mary
thought that Sheldon might be having a heart attack, his breathing
seemed so ragged.
"Sheldon," she worriedly gasped! "Are you O.K?"
"Oh yeah baby. You just drained me, big time."
She giggled and dug her fingers into his ass. "Can you do it again?"
"Baby, with you I can do it all night!"
"Let me get up and wipe first." Mary had reached down and was feeling
the cum that was oozing out all around the lips of her stretched pussy.
In the process, her fingers were also feeling all around Sheldon's fat
cock..
"No, leave it in. I plan to put some more on top of it, lot's more."
"Well, then in that case, I need to clean my fingers."
"Bring them up here." When she did, Sheldon took hold of her hand and
gently pushed her wet fingers into her mouth.
Mary was surprised, almost disgusted, but she managed to smile, and then
as she tasted their combined juices, she sucked on her fingers until
they were clean.
"Like that?"
"Mmmmm, yummy!"
From then on, it was one cum after another. And later, still more when
Mary, feeling brave and experimental, climbed on top. More cums came
into play.
For a few minutes, when they took a break from the intense physical
workout, Mary laid beside Sheldon, her head down at the level of his cock,
and she sucked, best she could since his had was so thick, and she loved
on that cock.
For a minute or two she even lowered her head and laying his cock all up
along her cheek and going past her ear, she sighed audibly and told
Sheldon; "I love your cock."
Love. A four letter word that probably causes more emotional problems
and creates more questions perhaps than it answers.
'Do I love him?' Is it possible? I don't think I've ever felt this way about
Dave, so why Sheldon? I've got to quit thinking like this. When I get off
this train, I'll probably never see Sheldon again in any case.
Besides, Sheldon might have a wife somewhere, maybe in Indianapolis.
He never said.'
Nor did she ask, as the truth might diminish her fantasy.
"Damn baby! I've got to get ready, we're fifteen minutes from Kansas City."
Time had flown, too quickly.
Just like that, two minutes later, Sheldon was gone as Mary lay in bed,
with wondering eyes and feeling her pussy gently with two fingers of one
hand to see if it was still in place, undamaged and still useable in the
future.
Never before had she been fucked like that. Not just the size, but in
technique. Sheldon had also shown her how an older, experienced
man can last, and last.
He also seemed to know what Mary needed not only physically, but
emotionally as he held, cuddled and caressed her.
Almost asleep now, Mary began running her fingers over her pussy,
feeling the cum oozing out of her. She knew that she should get up and
wipe, but she was too tired.
'Oh Sheldon.' Instead of getting up she began spreading his cum all
around her tenderized pussy lips, enjoying the feel of it as it coated
her cunt.
So satisfied, too tired to cum, her eyes closed and her fingers slowly
came to a halt.
Mary slept through Kansas City, and yes, even Ft. Riley.
When she finally risen and had cleaned up Mary had to go back to the
passenger car so that Sheldon could replace the bedding. When Sheldon
went into the roomette, he smiled. Mary had pulled the sheets off and
folded them neatly on the bed.
He had to pull them apart because, if they totally dried with that cum
all over them and got stuck together, they might not wash completely
clean.
The sheets made a tearing sound as he pulled the dried portions apart.
Then he realized that Mary had forgotten the pillow. Picking it up, he
studied how the cum they both had left had been smeared over almost the
entire surface of the cover.
Sheldon stared at that pillow case and a tear came to one eye as he
held it. That pillow case was evidence of how much fucking they had
done with Mary's ass and legs high up as she groaned and cried out
her pleasure under him.
Sheldon was replaced by another Conductor when the train reached Denver,
but Sheldon managed to find a few moments to be alone with Mary, to hold
her, and to kiss her tenderly before Sheldon left the train. In two hours he
would be making a return trip.
A week later, on the same train Mary was on, he would again be coming
into Denver from Indianapolis.
Parting is such sweet sorrow.
"Will you remember me," Mary asked? I know that you've had other women
on the train."
"Baby, you know I won't forget you. And when you return home, be sure to
catch this same train. I'll likely be on it after you come up to Denver, and we
can ride together all the way back to Indianapolis."
Mary laughed. "I'd like to say you could ride me all the way back to
Indianapolis, but by then I will be too fat to fuck."
"Maybe. Remember that my dick is long and can reach far enough to
get into you, maybe nice and deep, even if you have a big belly."
"Hee hee. That's true."
They had parted, and another week after Mary had arrived in Long Beach,
was living with her sister and working, she had a period. She had either
missed a period, or was late.
Shocked, Mary thought about all she had done, screwing Tyler without
a rubber while thinking she was pregnant, then screwing, no, making
love to Sheldon while thinking she was pregnant.
Tyler had dropped a load into her, a very large load. And Sheldon? Two
or three.
'What if I had become pregnant, especially by Sheldon? I wouldn't have
known until the baby popped out. It could have been the end of my
marriage right then and there if the baby had been black.'
Mary had been given a scare, but it all worked out well in the end. With
no baby on the way, she was free to stay in Long Beach and keep working.
She started going out with her sister at night, at first to 'chaperone,'
and later to join in on the fun.
After a month, and being horny, Mary took one man on a one-night-stand.
That didn't work out too well. He was probably big enough to satisfy,
but couldn't last and was basically selfish in bed.
Just like that, Mary had been given a basis of comparison. Her husband
followed by Tyler, then Sheldon, and now this turkey. Mary had no doubts
about who had been the best.
Then Mary tried another man and in the same motel room with Sally and a
man that Sally had chosen. There had been no swapping because one of the
men, the one with Mary, was the jealous or maybe insecure type and
didn't want to trade.
Sally told Mary later that Mary's guy probably didn't want to trade because
Sally's guy had been well hung, and she knew that at one point Mary's guy
had seen his big cock.
And of course the fact that Sally had gotten quite loud while under the
guy probably didn't help the guy's ego that Mary was fucking, somewhat
quietly as Mary tried to give her best concentration to this guy, who was
roughly somewhere between her husband and Tyler in size. .
Mary, whom had been given only a so-so fuck by her guy, had not seen the
other man's cock, but admitted to Sally that she had wanted to swap off
because Sally's guy turned her on anyhow. A big cock would have been the
'icing on the cake.'
So what did they do? Sally had her guy named Charlie come over to their
apartment, and both she and Mary took turns riding him, and at one point
they had sucked his cock together and been embarrassed when their tongues
came into contact with one another.
"Fuck me you big stud!" Yes, Mary had said that to him, and then, as Charlie
laid over her and fucked furiously away, slamming his pubic bone against her
clitoris each time he went deep, Mary closed her eyes and fantasized that
this is Sheldon.
She tried, but it just wasn't the same. No one could match Sheldon. Sheldon
with his way of being the perfect fuck, knowing just how much, how far, and
exactly when she needed to be fucked hard, or gentle..
Mary decided that she did not really enjoy kissing Charlie, and he was not
quite as large as Sheldon had been, but Mary got very sweaty and managed
a couple of intense orgasms just the same.
"Yes Charlie, you're the best fuck, ever."
He had asked Mary, and in front of her sister Sally. Mary, being nice, felt
it important that she not be truthful with this cocky acting man, that though
his cock 'did it for her.' he was not her best fuck, ever.
A black man was her best fuck ever so far, and Mary was already thinking
that Sheldon would remain so.
That three way relationship came to an end after two night visits when
Charlie called Mary behind Sally's back and said he wanted to see her, and
without Sally. Mary was honest with Sally, and that guy was history.
Almost a month passed.
Mary was wondering how to go about finding another well-hung lover.
She was considering trying another black man, but black men were not
permitted, or maybe we should say, not welcome, in the music bars
she and Sally went to.
Mary eventually told Sally about Sheldon, and instead of Sally getting
upset because Mary had cheated on her husband and then acted all
'goodie two shoes' upon arriving in Long Beach, Sally instead said
that she would like to try a black man, just for fun.
Yes, try a black man. But wherever the black guys went, they were
afraid to go.
A little side note here readers. This was the early 1940s. As was the
norm, Mary and Sally did not refer to black men as 'black guys.' In those
days they were referred to as 'colored men,' or in more formal settings
amongst white people, as 'negroes.'
Mary was writing her husband every other day, and he, apparently, was
writing her every day. A batch of his letters arrived all at once, and
they had been written after another batch that arrived a few days later
so were out of sequence.
Her husband could not tell her where his ship was, of course since
the Navy censored the mail. Because she did not have a lot to
report, Mary only sent a couple of paragraphs with each letter, and
of course, there were some things she could not reveal.
Mary knew that life had truly changed for her when she purchased a box
of a dozen rubbers and placed them in the dresser beside her bed, just
in case.
Sometimes Mary would get a batch of letters from her husband all at
once, then weeks would go by with no mail.
She had not heard from her husband yet as to when he might get
back into port. Dave was sailing somewhere in the Pacific. Meanwhile,
Mary didn't plan to just sit around and be bored. She was no longer out
'looking,' but she wasn't exactly looking away either.
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