• Seems like a lot of people are having an issue logging into chat since we updated. Here is what you need to do: Logout of the chat and forums, clear your cache and cookies. Log back in to the forum, then login to the chat with the same user/pass you use for the forums.

What experience led you into cuckolding? Your first time

  • Thread startertyrone25
  • Start date

tyrone25

Not quite a lurker
Beloved Member
May 13, 2005
274
5
18
Thought it might be fun to post our first experiences with cuckolding. No matter how "trivial", what happened to you to make you want to be cuckolded?
 
The first time excitement

For me , I've alway thought of my wife having sex with another guy ever since we started going out . Then shortly after we got married I started sharing my fantasies with my wife about some guy friends we knew havng sex with her . Then this one guy I was working with that she Has seen , I fantasized fucking her . Then one night he was over the house and my wife called me into our bedroom , and asked me if I really wanted to do this . I said OH YEA ! . She said go get him and give us a few minutes . WHAT A NIGHT AND MORNING WE HAD . Again this is not real cuckolding .
 
Steady GF not wife

She dated two of my closest friends, while I was at work. The first she just said I wanted too! The second ask me in the barber shop had I kissed --- lately? Yes I replied, and he said how did my dick taste?

I miss her to this day, she was the most beautiful woman I ever knew and had the moral of a man.
 

Attachments

  • 11.jpg
    11.jpg
    29.9 KB · Views: 347
  • disiredwife.jpg
    disiredwife.jpg
    25.5 KB · Views: 363
I started long before I got married

My best friend and I hit the road and got an apartment together and within 2 months we shared a girl he had been dating and that just started the ball rolling and we shared young women (only if they wanted to) for the next three years until I got married and my new bride knew about what I had been doing (one of her best friends had spent a weekend with my friend and I and had told her all about it). So after being married for awhile and discussing it several times during and after sex and fantisizing about being shared I assured her that I would be fine with it, which I wrote about in the xxx stories forum with the title "You have to start somewhere", and we happily never looked back. gtr
 
Where to begin: Had a woman I met shortly before going into the Navy, she turned out to be a major slut and I was in the next room one night when she got nailed by two guys. I was so hot for her that I didn't leave and the next morning just like she promised she fucked me silly.

During this same period I began dating a massage therapists and the first couple of times we had sex she didn't let me know the nature of her house calls but one night she tied me up and left me tied for almost 2 days while she continually used me for her satisfaction all the while not letting me cum. It was a long time to be tied up but every time I tried to speak, gagged me and then fucked me again till she came. She would leave for a few hours and go to house calls and come back and queen me while telling me about the good fucking she just got from her very well hung athlete client. Once I made her cum she would ride me just to the edge of orgasm and stop. She did this all night, the next day and the next night. She shackled my legs and left me cuffed to go to the bathroom and fed me in bed twice.

The next woman to do something like this was one I met while doing sales while I was about 24. I knew she was horny as hell with me and a total nymphomaniac but I wasn't aware of the extent. Of the times with her I can recall she had to go to her moms one weekend to pick up her clothing and her ex was to pick her up Friday and bring her back on Sunday. She promised me that she would be good and would let me go down on her the minute she got back to verify that she didn't do anyone else. She came back on Sunday and in the car was 2 big black guys and her boyfriend. She came in and sat on my face and made me eat her. She was musky but passed it off that she was sweaty in the car for the 2 hour trip. Another incident she made me wait upstairs with her hot little sister then 19 until she came upstairs while she went downstairs to meet with a guy she used to date. I ended up making out and getting in a tickle fight with her sis but when she walked in her sis was straddled on top of me and she made her sis slide back and sit on my cock while she sat on my face. Before her sis could get my pants off she dragged me in her room and fucked me for about 3 hours and told me that I couldn't have her sister or any other woman, she was allowed other women since she was bi but would not allow me anyone but her.

Her and I broke up a few months later because we were in a relationship that we were either fucking or fighting so I called it quits. I ran into the guy one day that she met downstairs while I was with her sister. I asked him how she was and he chuckled at me and told me about the car ride back to my place that Sunday and how she sucked and fucked those guys all weekend including the ride home. He then told me about the night that she met with him downstairs and how she had fucked and sucked him for an hour. I was humiliated and thought about it allot. Eventually it began to make me horny thinking about it. After we broke up she would show up at my place in the middle of the night wanting a fucking, finally she admitted to doing that to me but she was such a great fuck, She told me that she loved me and wanted to stay with me but I didn't think I could handle her escapades.

Years forward and during my marriage with my wife somehow I was reminded how erotic it was with these three women. I had been with hundreds over the years and for some reason they were the most memorable for some reason. I began to get turned on to the Idea about my wife being with others. My wife who was a virgin when we met had always told me about how she used to be very attracted to men that were either hispanic or half black and I began to fantasize about her being with some of the guys we know. I began to slowly ease her in by writing stories to her spelling out rules for me. I wrote down things like rules for a hotwife and her hubby. Things that put her in more charge of things and me in a more submissive role. It took about 4 years of different situations but the rest is history. She now has a regular boyfriend that lives in our guest room and has had over a dozen men in the past couple years with me always getting clean up and seconds. One of these days I'll post the individual incidents with each of the guys.
 
For whatever reason, when I was in high school, I was drawn to my friends girlfriends after they broke up with them. Especially if I knew that they had been fucking them. If I knew that they were real sluts, that even made it better. At the time I didn't realize waht was going and did not have a name for it. I just seemed to get off on it. Don't know why, it was just there. Then when my wife had an affair, I was really hooked.
 
It started with my wife and I talking about her fucking other guys during sex to get us both hot.
Soon, the "guy"had a name --- a coworker she flirted with EVERY day at work and talked about during sex with me. She had a staff party one night (no spouses) and as she likes to have a few drinks when out, her coworker offered to give her a drive to the function and back.
When she got home that night she was wetter and hornier than I had ever seen her before -- she told me they flirted all night and that on the ride home he had his hand on her thigh. That was all (or so she claims to this day) but she did admit to seriously thinking about sucking him while he drove her home!
The next day she was off and he stopped by our house on his lunch hour to visit (I was at work). When I got home, she met me at the door with a BIG kiss and said, "I had company today!"
She dragged me to bed, rode me like crazy and told me she had sucked him off when he stopped by earlier. Sh said he was so thick her jaw ached for an hour after he left! I was shocked, upset and excited, all at once. We has "talked" about her MAYBE doing something but had not set down any rules on WHO, WHEN, WHERE, etc.
We worked it out, realized we were both excited by it and decided it was time for her to graduate to black cocks!

We placed an ad on Dark Cavern and met him at a restaurant out of town to see if there was any chemistry between them --- there was! I still remember my wife saying to me as we left she wanted to suck him off but we waited til the next meeting when he had proof of STD free.

2 weeks later, he drove to our house. My wife met him at the door witha big kiss, wearing a short skirt, button up blouse and red thong and bra.

Within minutes of sitting together on the couch they were making out and his hands were roaming her body. As he lifted her skirt, I could see her thong disappearing between her shaved pussy lips she was so turned on!

The soon were on the floor on a blanket and I watched as she sucked him and stroked him. She motioned me to my knees while she sucked him and had me kiss her cheek while he stretched her mouth. He had the biggest cock I have ever seen -- he said it was 9.5" long and it was thick enough my wife couldn't close her hand around it! At one point she was stroking us both and she looked at me and smiled then swallowed half of his cock and stroked him with both hands!

Soon, he has sitting on the floor and he pulled my wife onto his lap. I watched mesmerized as she guided him into her with her left hand, her rings clearly visible on his cock. As she sank down, slowly, I heard her say, "Please be gentle, you're really BIG!". He smiled and she moaned as she slid further down him.

He fucked her in various positions for over an hour and my wife made sounds I had never heard her make before when at last he said, "Where do you want it?"

My wife got on her knees and opened her mouth. HE put his cock in as far as he could and began groaning and said to me, "I'm cumming in your wife's mouth!" (She had told him earlier how she NEVER swallows for me).

After he left, my wife lay back and let me enter her and she said, "He stretched me so much I can't fell you...."
I shot my load immediately!

We met with him one other time after a few emails, one of which I remember him saying he wanted to fill her pussy with his cum. My wife replied sure, as long as he was balls deep when he did it but that she would like it if he came on her face, saying I get to cum in her all the time but have NEVER cum on her face. Hedidn't reply so we weren't sure where the next load was going to go.....

When he came over the second time, they wasted no time getting down to business. HE ate her to a shuddering orgasm them entered her, making her moan like before. He didn't last as long this time (she is VERY tight, even for my 5") and started to pull out to ease off when my wife begged him, "Please, don't stop."

She pulled him back to into her and writhed beneath him fora few minuts more when he said, "I'm gonna cum. ON your knees, slut!"

M wife would NEVER let me talk to her like that but she did as she was told and looked him in the eye from her knees. He stroked his cock in front of her as she licked her lips until he exploded all over her face!

She told me to clean her off once he was done rubbing his cum around with his cock. His cum tasted good!

SHe lay back once she was clean then lay on top of her lover, kissing him. She told me to lick her pussy, his cock rubbing my cheek then she told me to put him in her when he was hard again. They fucked until she came again but he couldn't a second time and had to leave as it was getting late.

Again, my wife let me enter her and again I shot my load almost at once as I entered that loose pussy!


We met him online also and met in person for dinner. While I excused myself to visit the men's room, he grabbed my wife's hand and placed it on his erect cock (she told me this later in teh evening on our way home --- in her own words, "He put my hand on him while you were gone -- he's REALLY big!). They kissed goodnight and we set up a date to "play" in a few weeks.

A few weeks later, we got a hotel room and he met us there. After some small talk, they began kissing on teh bed and soon his massive cock was in my wife's mouth! She sucked him so well that he quickly pulled out of her mouth and a large drop of pre-ejaculate shot form his cock onto the bed!
He wasted no time placing his BBC at the entrance to her tigt little pussy and began working it in very slowly. I was hard immediately listening to her moan and watching her squirm beneath him tryig to accomodate his size.
At last he was balls deep in her and stroking her deeply. At one point I heard him, "Baby, you're so tight! Your pussy is a true gift!" He didn't last much longer before groaning and filling her pussy to overflowing with cum!
He was the first (and only) guy besides me to EVER cum in her and this was a special moment for her and I. Becuase of her tightness and how close she had him to orgasm from her oral talent he didn't last long in her and she didn't cum, yet.
He lay beside her on the bed and massaged her pussy while they kissed. I reached down to play with her as well, rubbing their mixed juices on her nipples then licking them clean while they kissed.
Soon, she was pushing my head down and I knew what she wanted. I lay betweeen her legs and began licking her soaked and dripping pussy. I looked up and saw him kneeling beside her head, cum covered cock in her mouth and her hand on his ass pulling him deeper into her mouth!
She looked down at me and said, "Do we taste good together?" and smiled at me before holding my head to her cunt with her other hand.
Once she had him hard I heard him say he wanted to fuck her again. I said she was nice and clean and rolled out of the way.
He entered her from behind and fucked her doggy style for a short time before she said she NEEDED to suck him!
He sat down on teh edge of teh bed while my wife knelt before him and began sucking him, tastingtheir combined juices again. I knelt beside her and held her long hair back from her face so it didn't get in the way (I think he got off on seeing me "help" her during her BJ). Soon he was groaning and trying to push her back (he wanted to cum in her pussy again) but my wife wanted his load! He lay back and just enjoyed it and soon he was spurting the second ever load of cum into my wife's mouth!
He must have cum a LOT as she swallowed her previous BBC load no problem but this time (and it was his second of the night even!) some dribbled out of her mouth d down her chin.
Once he slipped from her mouth, soft and drained, she turned to me and kissed me DEEPLY and I licked up what she dribbled.
Once her lover left she let me retake her -- 3 times that night! I was DEFINITELY excited!

We met him one more time and this time he wasted no time getting his cock in her, skipping the oral warm-up.
Once all the way in her he again commented on how tight she was, saying she felt like a virgin.
My wife replied, "That's because you're in virgin territory!" --- I nearly came on the spot!
He pounded her hard and mercilessly this time, making her cum repeatedly on his BBC. At one point, he was doing her missionary and thrusting so hard and deep into her pussy that they kept moving up the bed. Soon, her head was hitting the headboard and after about a minute of that it crashed to the floor!!!
They switched to doggy style then (both of their's fave position) and my wife was BEGGING him to cum in her pussy!!
He filled her then had her clean him off with her mouth.
After he left, I was only allowed a few licks of her swollen, stretched pussy then given a hand job becauseas she told me, "I'm just too sore this time."
I didn't get to fuck her for 3 days after that night, she was so sore!!
Sadly that was our last meeting with him as he moved away.

Maybe in the near future my wife will cuckold me again with a BBC.....
 
I've never had been very forward with woman or lucky with women. I always got the left overs or if I found one on my own one of my friends would move in on her and I would lose another GF. I was always the great guy friend the girls would cry to.
I even had a 'gf'/ roommate for a year we would fall asleep watching tv in each others beds so we just started sleeping there. But never had sex with her. She had BFs and I had gfs. But if we both were alone at night we would end up in the others bed.
I had seen a IR porn at some point and it kind of sank way in my mind, I guess cause I could see images of the girls I was with in those positions. I would block out the IR part as much as I could but it always came back to me watching/hearing the woman I loved having truly wonderful sex.
Well I met my wife. After months of us truly dating, and her telling me she wanted to meet, this 'friend' I kept losing girls to. yes we had talked about that also. When we left that night she looked at me and asked, 'what did they see in him?'
I knew I had a keeper.
Well while we worked together one day I saw her repermanding a very large black man and he just stood there apologizing. It was an imidate turn on. I kept that image for yrs till we started talking about trying swinging.
We spent a year trying out the fantasies we could do with just the two of us. did some of the bondage, the collection of toys that countinues to grow to this day. Lol
Well it was from the start I wanted to see her with others.
And still is to this day. Knowing she is with someone and I can't be there gives me butterflies and makes me drip pre-cum.
That seems to sum that up (0:
 
I've posted this before but surely don't mind sharing it again.

Freshmen year in college at a frat-party - they'd hired a ****** and all the pledge-to-be's were expected to take a turn with her. This was the late 70's - everyone was on the pill and condoms were unheard of. I wasn't a pledge-to-be but was enjoying a good party and on my way to the bathroom I passed by the room where "she" was. Guys were in the hallway and as I walked by I saw that they were either watching (like me) or were waiting their turn in line. I stood there and watched as the one guy finished - cumming in her was the norm - and got up. She lay there, legs spread not caring about a thing other than who was next. I went off to the bathroom and when I came back by the room - there were new guys hanging in the doorway/hallway waiting. I watched yet another guy finish off in her and as he pulled out - I saw just how well-fucked she was. I think she grabbed a towel or something to wipe up a bit - but never took a break from all of these guys fucking her.

The second event was actually later that same year. I'd come home on break from college and met up with an old girlfriend who was on the wild side. From there we went over her friends house who had a really cool divorced mom (she used to drink and party with us and would let all of us kids do WHATEVER we wanted). The 3 of us were partying, drinking, smoking pot, etc., when I hear my ex-gf say to her friend "I'll hold his arms down, you get his belt". In a split second I realized I was about to live out a Penthouse Letter. Sure enough, within a few minutes, the 3 of us were naked and having some fun. Thing was, I was only 17 or 18 at the time and I wasn't all that skilled with women just yet. I tried desperately to go from one to the other - kissing, fingers, fucking, etc., and wasn't having much luck getting both of them to orgasm. Finally my ex-gf says to me "just give it to her already". I knew the friend was on the pill (her "cool" mom put her on it before she even lost her virginity so that she would "be ready" for when she wanted to). So - I focused on the friend and fucked her till I let loose and came in her. I was ready to lay back for a minute and then put my attention on my ex-gf - but as I lay there I felt the bed moving and a moment later I lifted my head to see my ex-gf between her friend's legs eagerly licking and sucking at her friends creamy pussy.

I am convinced that both of these experiences imprinted in me a knowledge that women have so much more sexually than men do - that the ****** could literally take on so many guys and keep on going. That my ex-gf and her friend wanted even more than I could give them - that I watched my ex do all sorts of things to her friend and she still wanted more.

I knew it in the back of my mind all those years - that one day, when I was in a relationship where I felt the level of trust and committment that I do now - that there would be other men in our sexual relationship.
 
Like Soon-to-be I have posted this before.

The short version is that I have always had a submissive personality and was not at all successful with one night stand type relationships. However, I was good at relationships and, so I thought, at pleasing women.

I was a big fan of Penthouse Letters back in the day (1970's) and found myself drawn to the wife-sharing and unfaithful wife stories. I never mentioned it to my wife (#1) but when her friend divorced it did not take long for the wife to hook up with the husband (a high school crush). I was a cuck in the traditional since in that I had no clue. She just started making more and more excuses to be out at night, and eventually all night. Once I started to figure it out I masturbated a lot of lonely nights wondering if it was true. Eventually I got the nerve to follow her to his house and peeked through his windows until they went to bed and turned out the lights. It was no longer erotic and I got sick to my stomach and went home. I packed my stuff and moved out, eventually getting a divorce.

Susan is my second wife. She also cucked me in the traditional sense, but I had shared my desires with her. I did not find out until much later that she had been seduced by her boss and had been fucking him for over a year. I was aware of her second affair (a high school boyfriend that she bumped into while with me). I knew right away that she would fuck him and took the call the first time he called her, turning the phone over and giving her some privacy to talk. Their dates were usually not a secret, but sometimes I would not know until weeks later.

Susan is currently on #3, although it was only sexual one time. He is only 22 and is now renting a room in our house. She is like a cat in heat around him but he seems to be finding his sexual release elsewhere. Susan is still hot for him and hugs and kisses him whenever she can, whether I am around or not. She knows it drives me crazy, but he seems a little leery of the whole deal.