What came first. The cuckolding, the feminization or the cock sucking

[Sissyjohn]

For me the first thing to happen was the cuckokding. My wife started seeing a big cocked guy called Wayne. Next my wife Melanie didn't want to keep things a secret from her mother Dorothy. Dorothy came around and Mel told her everyrhing including how poor endowed i was. I was then ****** to lower my trousers and pants to show my excited mother in law. She loved seeing my 3 1/2 inch pee wee, and loved it even more when I showed off my oral skills to her. From that day on I became her obedient pussy eater and ass locker.

Over the next few months Dorothy began to dress me as a woman. First she shaved me all over, including to my shame around my bum hole. Next she made me wear panties. Hers at first then she bought me my own. The following week I was dressed in stockings and suspenders. During the coming weeks a bra was added and high heels. Finally I was given a maids costume and my attire was complete.

Unfortunately for me I was then made redundant. This was the chance Dorethy had been waiting for. She could now complete my appearance as I no longer needed to leave the house. My hair was dyed blonde and cut in the same style as hers. My ears, belly button and tounge was pierced and my eyebrows shaped. I wore makeup all the time and my nails were done

I'll tell you more about my adventures later on if you are interested

 

[levieuxdusud]

For me the first thing to happen was the cuckokding. My wife started seeing a big cocked guy called Wayne. Next my wife Melanie didn't want to keep things a secret from her mother Dorothy. Dorothy came around and Mel told her everyrhing including how poor endowed i was. I was then ****** to lower my trousers and pants to show my excited mother in law. She loved seeing my 3 1/2 inch pee wee, and loved it even more when I showed off my oral skills to her. From that day on I became her obedient pussy eater and ass locker.

Over the next few months Dorothy began to dress me as a woman. First she shaved me all over, including to my shame around my bum hole. Next she made me wear panties. Hers at first then she bought me my own. The following week I was dressed in stockings and suspenders. During the coming weeks a bra was added and high heels. Finally I was given a maids costume and my attire was complete.

Unfortunately for me I was then made redundant. This was the chance Dorethy had been waiting for. She could now complete my appearance as I no longer needed to leave the house. My hair was dyed blonde and cut in the same style as hers. My ears, belly button and tounge was pierced and my eyebrows shaped. I wore makeup all the time and my nails were done

I'll tell you more about my adventures later on if you are interested

Tell us more

 

[Sissyjohn]

Wearing a women's clothes in some way is the easy bit, it's all the other things that took a while to get used to. Sitting down to pee was easy. Walking in high heels was not only painful but a difficult task to master, especially as my mother in law liked me to waddle my bum as I walked. I started off in 3 inch heels which was ok. Next I moved on to 5 inch ones which was a lot more painful. Finally I began to wear my pertinent killer 6 1/2 inch heels which came complete with tiny locks so I couldn't remove them without Dorothy say so. Just standing was a killer never mind walking. And when I did walk I felt as if I was going to topple forwards. I wore these heels from the moment I got up at 7 in the morning till 11 at night. Doing the ironing was the worst bit and I'd even end up crying sometimes

 

[MyWifeDatesNow]

Love to hear more!

 

[Custer Laststand]

For me the first thing to happen was the cuckolding. My wife started seeing a big-cocked guy named Wayne.

It's good to hear your wife found a satisfying lover....

Next my wife Melanie didn't want to keep things secret from her mother Dorothy. Dorothy came around and Mel told her everything, including how poorly-endowed I am.

That was entirely reasonable, of course....

I was then ****** to lower my trousers and underpants, to show my excited mother-in-law.

So you complied with your wife's request. Good.

She loved seeing my 3-1/2 inch pee-pee, and loved it even more when I showed off my oral skills to her. From that day on I became her obedient pussy-eater and ass-licker.

This seems slightly unclear. When you say "I became her obedient pussy-eater and ass-licker," do you mean for your wife or for your mother-in-law...?

Over the next few months, Dorothy began to dress me as a woman.

Evidently your mother-in-law Ms. Dorothy was inspired by your initial obedience to your wife Ms. Melanie, combined with your performance demonstrating your oral skills....

First she shaved me all over, including, to my shame, around my bum hole. Next, she made me wear panties. Hers, at first, then she bought me my own.

Most women don't like their husband (or son-in-law, in your case) wearing their panties, so it was logical that your mother-in-law bought feminine panties for you that appealed to her.

The following week I was dressed in stockings and suspenders. During the coming weeks a bra was added and high heels. Finally, I was given a maids costume and my attire was complete.

Very good. Congratulations for continuing to be obedient and complying with the wishes of your mother-in-law Ms. Dorothy (and your wife Ms. Melanie, presumably).

Unfortunately for me, I was then made redundant.

I assume that means you were laid off from your day job. I hope your wife has a good job....

This was the chance Dorethy had been waiting for. She could now complete my appearance, as I no longer needed to leave the house.

Making the transition to a full-time maid for your mother-in-law Ms. Dorothy and your wife Ms. Melanie became the natural thing for you to do. Perhaps you will feel better if you realize you are not the only married man whose wife has transformed him to her full-time sissy maid. See (for instance):

Parker, Janice C., 2017, My Husband Is My Sissy Maid
https://www.amazon.com/My-Husband-Sissy-Maid/dp/1547272082#customerReviews

My hair was dyed blonde and cut in the same style as hers. My ears, belly button and tongue were pierced and my eyebrows shaped. I wore makeup all the time and my nails were done.

Excellent. Your transition to your mother-in-law Ms. Dorothy's and your wife Ms. Melanie's full-time sissy maid — while remaining, of course, your wife's cuckold — was complete. I encourage you to continue your good work.

It would be helpful if you would fill in a description of your wife's lover Wayne's role in all this. Does Ms. Dorothy also sleep with him, such that you are cuckolded on two levels...? Or, does your wife Ms. Melanie (only) sleep with Wayne, while Ms. Dorothy is sexually-satisfied by your role as her pussy-sucker and ass-kisser...?

 

[Custer Laststand]

.......... Walking in high heels was not only painful but a difficult task to master, especially as my mother in law liked me to waddle my bum as I walked. I started off in 3 inch heels, which was ok.

I agree that 3 inch heels sound "OK" (as you put it), but it would probably take you a long time.... maybe weeks or even months.... to get used to wearing them at all times, especially if your mother-in-law Ms. Dorothy insists you waddle your bum (i.e., sashay your ass) while walking in your heels.

A woman who lives with me fairly often wears VERY high heels (because she wants to; I have nothing to do with her preferred shoe fashions). Earlier today I asked her how many inches high they are. She said, 5 inches. She trucks around in them without any signs of discomfort. However, she's a retired strip dancer who became accustomed to such high heels over the years.

If Ms. Dorothy requires you to wear "killer 6-1/2 inch heels which are complete with tiny locks so you can't remove them without her unlocking them," and "just standing in them is a killer, never mind walking," and "when you do walk you feel as if you're going to topple forward," and if you're required to "wear those heels from the moment you get up at 7 in the morning till 11 at night," and "doing the ironing is the worst, you'd even end up crying sometimes" — that's a form of torture. You're being abused. Badly abused.

I suggest appealing to your wife, and pointing out to her you need to become comfortable and skilled in your new role as her and your mother-in-law's full-time sissy maid. But, you can't do that if you're tortured all day every day by being required to wear lock-on super-high 6-1/2 inch heels. Point out to your wife and her mother that you really need to wear shoes comfortable enough to enable you to perform your sissy maid duties efficiently, and 3 inch heels may be the maximum you can reasonably handle.

 

[Sissyjohn]

It's good to hear your wife found a satisfying lover....

That was entirely reasonable, of course....

So you complied with your wife's request. Good.

This seems slightly unclear. When you say "I became her obedient pussy-eater and ass-licker," do you mean for your wife or for your mother-in-law...?

Evidently your mother-in-law Ms. Dorothy was inspired by your initial obedience to your wife Ms. Melanie, combined with your performance demonstrating your oral skills....

Most women don't like their husband (or son-in-law, in your case) wearing their panties, so it was logical that your mother-in-law bought feminine panties for you that appealed to her.

Very good. Congratulations for continuing to be obedient and complying with the wishes of your mother-in-law Ms. Dorothy (and your wife Ms. Melanie, presumably).

I assume that means you were laid off from your day job. I hope your wife has a good job....

Making the transition to a full-time maid for your mother-in-law Ms. Dorothy and your wife Ms. Melanie became the natural thing for you to do. Perhaps you will feel better if you realize you are not the only married man whose wife has transformed him to her full-time sissy maid. See (for instance):

Parker, Janice C., 2017, My Husband Is My Sissy Maid
https://www.amazon.com/My-Husband-Sissy-Maid/dp/1547272082#customerReviews

Excellent. Your transition to your mother-in-law Ms. Dorothy's and your wife Ms. Melanie's full-time sissy maid — while remaining, of course, your wife's cuckold — was complete. I encourage you to continue your good work.

It would be helpful if you would fill in a description of your wife's lover Wayne's role in all this. Does Ms. Dorothy also sleep with him, such that you are cuckolded on two levels...? Or, does your wife Ms. Melanie (only) sleep with Wayne, while Ms. Dorothy is sexually-satisfied by your role as her pussy-sucker and ass-kisser...?

 

[Sissyjohn]

It was my mil pussy I licked. I did do clean ups on Mel but that was all

 

[Custer Laststand]

.......... Next I moved on to 5 inch heels which was a lot more painful [than 3 inch heels]. Finally I began to wear my permanent killer 6-1/2 inch heels which came complete with tiny locks, so I couldn't remove them without Dorothy's say so. Just standing was a killer, never mind walking. And when I did walk I felt as if I was going to topple forward. I wore these heels from the moment I got up at 7 in the morning till 11 at night. Doing the ironing was the worst, and I'd even end up crying sometimes.

I also suggest pointing out to your cuckoldress wife Ms. Melanie and your mother-in-law Ms. Dorothy that you find it very difficult, or even impossible, to properly and adequately perform your sissy-maid duties cleaning Ms. Melanie's pussy with your tongue, after her trysts with her lover Wayne, and servicing Ms. Dorothy by being her pussy-sucker and ass-kisser, when you're in a constant state of pain caused by being ****** to wear 6-1/2 inch heels (or even 5-inch heels).

And, you might also point out that having to wear 6-1/2 inch heels (or 5-inch heels) may result in your feet being injured.

Speaking of which, I notice your above paragraph is written in past tense, not present tense. Is your situation, as you've described it, something that happened to you in the past — but you're no longer in that situation at present....?

 

[Sissyjohn]

I also suggest pointing out to your cuckoldress wife Ms. Melanie and your mother-in-law Ms. Dorothy that you find it very difficult, or even impossible, to properly and adequately perform your sissy-maid duties cleaning Ms. Melanie's pussy with your tongue, after her trysts with her lover Wayne, and servicing Ms. Dorothy by being her pussy-sucker and ass-kisser, when you're in a constant state of pain caused by being ****** to wear 6-1/2 inch heels (or even 5-inch heels).

And, you might also point out that having to wear 6-1/2 inch heels (or 5-inch heels) may result in your feet being injured.

Speaking of which, I notice your above paragraph is written in past tense, not present tense. Is your situation, as you've described it, something that happened to you in the past — but you're no longer in that situation at present....?

It is past tense as I now live full time with my mother in law Dorothy, she's 59 now and I'm her full time maid

 

[SophieLoveBlack]

I've been a sissy, which I used to call being a crossdresser, since I developed sexually. I sucked my first cock pretty soon after that. Cuckolding I didn't know about for another few years, but I was always more into interracial porn, and became obsessed with being a cuck as soon as I learned of cuckold porn over a decade ago.

So much so that I introduced my then girlfriend to it and BBC almost right away. An introduction I've made to every one of my girlfriends since, usually within a few weeks. Being a sissy, dressed all the time under male clothes, is something I've told a lot of women about, only ever having developed relationships with women who reacted well. Since there is no hiding it from from one you're as close to. And honestly? Most have been into it, and the cuckoldry. Especially when they realise they can wear a key to my clit cage on the anklet I bought them, and fuck who they want while I stay loyal.

I hope this answers your question. I'd be happy to answer anymore, for you, and for future cucks who find this thread while trying to Google their confusing thoughts. Hehehe

 

[Sissyjohn]

I'd now like to say a little bit about my wife and Wayne.

I was 23 when I married Mel and she was 2 years younger. Wayne was the same age as Mel and they had been in school together. Wayne was a bad boy and had been in trouble with the police quite a bit and had even spent a bit of time in jail. He was the complete opposite of me in almost every way.

I know my wife had always fancied him and even his bad attitude and criminal ways attracted her. We'd been married just over a year when we bumped into him at a night club one weekend. He asked Mel to dance and as I watched them together my little cock became rock hard. When we got home later that night we were both really exited about our meet with Wayne. The following day my wife got a text off Wayne asking her if she fanced going to see a band with him as he had a spare ticket. She asked me if I minded and with my cock rock hard I said yes.

 

[Sissyjohn]

Me

 

[Custer Laststand]

It is past tense as I now live full-time with my mother-in-law Dorothy, she's 59 now and I'm her full-time maid.

I see.... thanks for the clarification. Does Ms. Dorothy still require you to wear 6-1/2 inch super-high heels, locked onto your feet? If so, have you managed to become accustomed to wearing them...?

Or, does Ms. Dorothy now allow you to wear more comfortable and appropriate shoes while performing your maid duties?

And, has Wayne.... your wife's lover.... moved in with your wife Ms. Melanie, and become her live-in lover in what used to be your home?

 

[Sissyjohn]

I'm down to 5 inch heels now. I'm not a full time maid now as I work as well. Wayne lives in what was my house. I pay the mortgage on the house and also transfer most of my earnings onto Wayne's account

 

[Custer Laststand]

I'm down to 5 inch heels now.

Good. That sounds like an improvement. If those are also painful (although less so than 6-1/2 inch heels), I suggest beginning a campaign to persuade Ms. Dorothy to accept a further reduction to 4-inch heels — perhaps continuing to emphasize the advantages to her this would yield, from you as her maid, of not having painful feet (as I mentioned above).

I'm not a full time maid now, as I work as well.

Ah.... so you found another job after being declared "redundant" in your previous job. That's positive, of course. And, it's hard to see, in any case, how Ms. Dorothy actually needs a full-time maid. Having you working for her as her part-time maid (dressed as such) should certainly be adequate.

Wayne lives in what was my house. I pay the mortgage on the house and also transfer most of my earnings onto Wayne's account.

There's something wrong with this picture. If you were still married to your wife, living with her, and Wayne were also living in the same house as her live-in lover, with you being (and dressing as) a maid working for your wife, that would be one thing.

But, your situation is entirely different. You aren't living with your wife, so.... even if you're still technically married to her.... you are formally separated. If you're legally responsible for paying the mortgage, because you are the sole mortgage-holder (i.e., your wife is not joint holder of your mortgage), then perhaps you cannot get out of making the mortgage payments. But, depositing most of your earnings in Wayne's bank account, in exchange for no benefits to you, is TOTALLY unreasonable. It is nothing more than a CON JOB that's resulting in Wayne stealing more and more of your earnings as time passes.

I strongly suggest taking action to cut your wife's lover Wayne off from your earnings. You can do this entirely by yourself. Simply tell your employer to stop depositing your pay checks to Wayne's account, and instead deposit all of each paycheck into your own account — or, if you yourself are transferring money from your account to Wayne's account, simply stop doing that. If Wayne and/or your wife complain, tell him (or them) Wayne will have to earn his own money. Period. No additional explanation is required.

I also strongly suggest applying some pressure to your wife by telling her you're considering divorcing her, since you're no longer living with her nor receiving any other benefit from your marriage. So, if she wants to stay married to you (and you, perhaps secretly, want to stay married to her), she will have to make one-half of the house mortgage payment each month. Otherwise, you're going to divorce her, the house will be sold as part of the divorce settlement, and she and Wayne will have to find someplace else to live.

The preceding should be non-negotiable requests you can make, and implement, without the expense of consulting an attorney. If your wife responds to you telling her you're considering a divorce (should you choose to do that) by saying "OK, let's get divorced" (or words to that effect), you may need to consult an attorney vis-a-vis how your house and mortgage will be affected — depending on whether you live in a "no-fault divorce" state (or province or other jurisdiction outside the U.S.).

You might also point out to your wife Ms. Melanie — after terminating transfers of your earnings to Wayne's bank account — that you feel you should be using part of your earnings to assist your mother-in-law Ms. Dorothy with the payments on HER mortgage, because you are living with her. Or, if Ms. Dorothy owns her house outright (hence has no mortgage), you feel you should be assisting her with her property taxes, utilities and maintenance expenses.... by paying rent to her.... because you are living with her, even if you are working for her as her part-time maid (dressed as such).

 

[Nazareth]

For me, cuckolding came first. Not a conscious decision, but had many fantasies about it, even though I didn't really know what is was at that age.
At that time, I just knew my cock would get hard when my wife would share her pussy with other guys. Although I wasn't restricted or denied then, their activities far outpaced mine.

Fast forward 20 years or so, and I finally sucked my first cock. Interestingly enough, I was involved with another couple in a role as a bull then; it had started with me and her meeting privately (with his knowledge and approval), until he decided he wanted to share in the experience.
I had never had bi or gay sex, but always had that curiosity in the very back of my mind. He was VERY bi and eager to introduce me to those things, so it was like killing 2 birds with one stone. We met 2-3 times, and I would always have my time with him and my time with her.

I've never been much of a sissy. There has been a time or two where I have gone fem for some night-at-home fun, but that's about the extent of that.

 

[WhiteMarried]

We started seeing others and then cuckolding and then BBC then Sucking and getting fucked

 

[natasnaikul]

This is an interesting thread that I think it's worth reviving.

For me it was porn, then I became totally obsessed with shemales and trans girls, and finally cuckold porn.
Then she caught me one night ********** in the middle of all this
Then came the big fight. We were on the rocks for a few months.

Then she seemed to become more accepting and curious. We had a very open discussion about her dating other men. She was surprised but as it turns out also intrigued
A few weeks later she informed me that she started seeing someone at work and she let him fuck her in a hotel
That was about 18 years ago, she was 42 at the time and at her peak sexuality, her dating snowballed very fast from there and her men kept rolling through our marital bed ever since

I fantasized about feminization from those early times but I started actual steps only about 12 years ago, she cut me off all penetration sex quickly after (not that I would have been able to perform)
She introduced me to cock sucking with one of her regular bulls, who became a close friend to us by this time.
Until a couple years ago I've only done at her request but more recently I've had a few on my own

I'm thinking about starting a thread on feminization, specifically how feminized some of you are or would like to be in an ideal world. How far would you want to go and why. Any interest?

 

[Rockford]

For me the first thing to happen was the cuckokding. My wife started seeing a big cocked guy called Wayne. Next my wife Melanie didn't want to keep things a secret from her mother Dorothy. Dorothy came around and Mel told her everyrhing including how poor endowed i was. I was then ****** to lower my trousers and pants to show my excited mother in law. She loved seeing my 3 1/2 inch pee wee, and loved it even more when I showed off my oral skills to her. From that day on I became her obedient pussy eater and ass locker.

Over the next few months Dorothy began to dress me as a woman. First she shaved me all over, including to my shame around my bum hole. Next she made me wear panties. Hers at first then she bought me my own. The following week I was dressed in stockings and suspenders. During the coming weeks a bra was added and high heels. Finally I was given a maids costume and my attire was complete.

Unfortunately for me I was then made redundant. This was the chance Dorethy had been waiting for. She could now complete my appearance as I no longer needed to leave the house. My hair was dyed blonde and cut in the same style as hers. My ears, belly button and tounge was pierced and my eyebrows shaped. I wore makeup all the time and my nails were done

I'll tell you more about my adventures later on if you are interested

Cock sucking came first