Wife fulfilling lover's fantasy

For cuckoldresses and the men who serve them.
canadianwittol
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Re: Wife fulfilling lover's fantasy

Post by canadianwittol » Fri Nov 14, 2025 9:48 am

Hi Krump,

Yes we did see Dave last weekend, for the first time since we returned from the trip. He was with his kids the first weekend of November, but last weekend Alice invited him over for the Saturday evening, with me once again fully re-engaged and prepared to watch them that evening. About 4pm that afternoon Alice suggested that it would be fun if I were dressed up again, which we haven't done since early this past Spring. I told her I would be glad to, and she picked out for me a black lace Basque with garters, lace-topped fishnet stockings and a black lace thong. That was how I greeted Dave at the door upon his arrival and welcomed into our home once again the generous benefactor of my recent holiday and the man who has cuckolded me for the past three years.

We had a very enjoyable evening and I would have to say that they were particularly passionate with one another having not seen each other since Mexico. I stayed to witness the first round of lovemaking, cleaned up the mess and afterwards retired and let the lovers enjoy each other alone.

In the morning we all had breakfast together as if nothing had ever happened LOL. I actually really enjoy those moments, it's such an absurd moment and yet it's reassuring, we know when the scene is over that we all still respect one another. I am in such a positive head space, and I'm glad to be doing these things again. It's not feeling like a chore anymore; I would even go as far as to say I quite enjoyed my humiliation last weekend.

Unfortunately no plans to see him this weekend but we might be able to see him during the week next week. We will see!

PS - 18 days in a row now in bra and panties.
Wearing the cuckold's horns since 2009

Jujube
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Re: Wife fulfilling lover's fantasy

Post by Jujube » Fri Nov 14, 2025 12:33 pm

Do you love being feminine? What does it do for you? Is it like a symbol of your ultimate cuckolding, of your submission to her and her alpha lover? I’m trying to figure out where your feminization fits in.

canadianwittol
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Re: Wife fulfilling lover's fantasy

Post by canadianwittol » Fri Nov 14, 2025 2:19 pm

No, I don't have any particular love of being feminine. I love *the* feminine; I love my wife; I love women - but we never adopted any of this out of a desire to experience femininity. It began really as an outward symbol of my emasculation. Calling it a symbol of my ultimate cuckolding is probably closest to the truth - in our case.

I will say that since going full time in 2020 I have passed through the phases of resenting having to wear panties, to merely tolerating it and being at a point now where I have come to appreciate them and enjoy wearing them. Not all of them; some are built for style rather than function, but I have some very comfortable daily wear panties that I like to wear.

I don't think I'll ever enjoy wearing a bra but I've been happy to redouble my effort to do it as a symbol of my commitment to the lifestyle and I do intend to see it through.

My wife was initially indifferent to my feminization - our previous bull directed it - but over time has come to enjoy it on her own terms. As time has worn on she has realized benefits and enjoyment out of it. Just the other day I referred to when I dressed up for Dave's arrival she told me that she loves having a sissy for a husband. That sentence would have sent me into fits beforehand, but I feel motivated now to be the sort of sissy she wants.

Jujube wrote:
Fri Nov 14, 2025 12:33 pm
Do you love being feminine? What does it do for you? Is it like a symbol of your ultimate cuckolding, of your submission to her and her alpha lover? I’m trying to figure out where your feminization fits in.
Wearing the cuckold's horns since 2009

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Re: Wife fulfilling lover's fantasy

Post by Long Lurker 34 » Fri Nov 14, 2025 3:23 pm

canadianwittol wrote:
Fri Nov 14, 2025 2:19 pm
No, I don't have any particular love of being feminine. I love *the* feminine; I love my wife; I love women - but we never adopted any of this out of a desire to experience femininity. It began really as an outward symbol of my emasculation. Calling it a symbol of my ultimate cuckolding is probably closest to the truth - in our case.

I will say that since going full time in 2020 I have passed through the phases of resenting having to wear panties, to merely tolerating it and being at a point now where I have come to appreciate them and enjoy wearing them. Not all of them; some are built for style rather than function, but I have some very comfortable daily wear panties that I like to wear.

I don't think I'll ever enjoy wearing a bra but I've been happy to redouble my effort to do it as a symbol of my commitment to the lifestyle and I do intend to see it through.

My wife was initially indifferent to my feminization - our previous bull directed it - but over time has come to enjoy it on her own terms. As time has worn on she has realized benefits and enjoyment out of it. Just the other day I referred to when I dressed up for Dave's arrival she told me that she loves having a sissy for a husband. That sentence would have sent me into fits beforehand, but I feel motivated now to be the sort of sissy she wants.

Jujube wrote:
Fri Nov 14, 2025 12:33 pm
Do you love being feminine? What does it do for you? Is it like a symbol of your ultimate cuckolding, of your submission to her and her alpha lover? I’m trying to figure out where your feminization fits in.
CW
- Just wondering have or would you consider wearing feminine costume for Halloween?
- Would it be correct to surmise that you have different styles and fabrics?
- Have you ever tried tap pants?

troilusand
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Re: Wife fulfilling lover's fantasy

Post by troilusand » Fri Nov 14, 2025 4:21 pm

canadianwittol wrote:
Fri Nov 14, 2025 2:19 pm
No, I don't have any particular love of being feminine. I love *the* feminine; I love my wife; I love women - but we never adopted any of this out of a desire to experience femininity. It began really as an outward symbol of my emasculation. Calling it a symbol of my ultimate cuckolding is probably closest to the truth - in our case.

I will say that since going full time in 2020 I have passed through the phases of resenting having to wear panties, to merely tolerating it and being at a point now where I have come to appreciate them and enjoy wearing them. Not all of them; some are built for style rather than function, but I have some very comfortable daily wear panties that I like to wear.

I don't think I'll ever enjoy wearing a bra but I've been happy to redouble my effort to do it as a symbol of my commitment to the lifestyle and I do intend to see it through.

My wife was initially indifferent to my feminization - our previous bull directed it - but over time has come to enjoy it on her own terms. As time has worn on she has realized benefits and enjoyment out of it. Just the other day I referred to when I dressed up for Dave's arrival she told me that she loves having a sissy for a husband. That sentence would have sent me into fits beforehand, but I feel motivated now to be the sort of sissy she wants.

Jujube wrote:
Fri Nov 14, 2025 12:33 pm
Do you love being feminine? What does it do for you? Is it like a symbol of your ultimate cuckolding, of your submission to her and her alpha lover? I’m trying to figure out where your feminization fits in.
How would you react if your wife wanted you to start fluffing Dave? Would you refuse or reluctantly start sucking cock? And if you did, if she/they wanted it, would you suck to completion?

Troy
For a glimpse at our history, see...25th Anniv. of Troilus and Cressida in the Library...non-fiction!

canadianwittol
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Re: Wife fulfilling lover's fantasy

Post by canadianwittol » Fri Nov 14, 2025 4:22 pm

Hi Long Lurker,

I have in the past worn a few iterations of costumes, largely at the behest of our former bull who enjoyed that more.

I've been a "sexy Santa", a French maid, an Oktoberfest beer girl and have also worn some more androgynous outfits like a women's jumpsuit. They haven't always been crossdressing outfits either: last Valentines Day I was dressed as "Cupid" in a giant diaper and a set of angel's wings - which I would have to say in some ways I found more humiliating than a woman's costume.

While Alice has enjoyed some of those outfits over the years, she seems to prefer more of the subtlety of keeping my outward-facing humiliation below my outer clothing. She is encouraging me to wear more feminine socks which blurs the lines a bit as sometimes they can be noticed in the gap between my pant leg and my shoes. I have some fishnet stocks, socks with ruffles around the top such as like a little girl would wear, and some sheer ones with little embroidered fruits or hearts on them, things like that.

I assume you are asking in particular about my panties when you ask about different styles and fabrics and yes, absolutely - I have satin, lace, modal, all sorts of different materials. Overall for comfort modal is probably my favourite although I have some satin ones I consider very comfortable as well. Thongs are really hit and miss - some of the ones that fit me properly I'd consider to be the most expensive underwear I own. Others are just cut in a way that it just doesn't work.

I have tried tap pants, I went through a little phase of them when I was still newer to panty-wearing and Alice thought they might help me better deal with my transition to wearing women's panties 24/7. I still have a few pairs which are nice, although these days I tend to wear either full bottom briefs, thongs and occasionally bikinis.
Long Lurker 34 wrote:
Fri Nov 14, 2025 3:23 pm
canadianwittol wrote:
Fri Nov 14, 2025 2:19 pm
No, I don't have any particular love of being feminine. I love *the* feminine; I love my wife; I love women - but we never adopted any of this out of a desire to experience femininity. It began really as an outward symbol of my emasculation. Calling it a symbol of my ultimate cuckolding is probably closest to the truth - in our case.

I will say that since going full time in 2020 I have passed through the phases of resenting having to wear panties, to merely tolerating it and being at a point now where I have come to appreciate them and enjoy wearing them. Not all of them; some are built for style rather than function, but I have some very comfortable daily wear panties that I like to wear.

I don't think I'll ever enjoy wearing a bra but I've been happy to redouble my effort to do it as a symbol of my commitment to the lifestyle and I do intend to see it through.

My wife was initially indifferent to my feminization - our previous bull directed it - but over time has come to enjoy it on her own terms. As time has worn on she has realized benefits and enjoyment out of it. Just the other day I referred to when I dressed up for Dave's arrival she told me that she loves having a sissy for a husband. That sentence would have sent me into fits beforehand, but I feel motivated now to be the sort of sissy she wants.

Jujube wrote:
Fri Nov 14, 2025 12:33 pm
Do you love being feminine? What does it do for you? Is it like a symbol of your ultimate cuckolding, of your submission to her and her alpha lover? I’m trying to figure out where your feminization fits in.
CW
- Just wondering have or would you consider wearing feminine costume for Halloween?
- Would it be correct to surmise that you have different styles and fabrics?
- Have you ever tried tap pants?
Wearing the cuckold's horns since 2009

canadianwittol
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Re: Wife fulfilling lover's fantasy

Post by canadianwittol » Fri Nov 14, 2025 4:47 pm

I doubt that would happen. Alice was at first very opposed to anything even bordering on bi, including even creampies. While she has come around to embrace the creampies (as have I) I don't think she wants me fluffing her lover: I think she prefers that they enjoy one another to themselves. If I was going to be forced to fluff a bull it would have most likely happened with our previous bull.

I do not consider myself bi so it is not something I aspire to. That being said I never thought I would actually like creampies all that much and I absolutely love them. Probably my favourite thing about being a cuckold now.
troilusand wrote:
Fri Nov 14, 2025 4:21 pm
canadianwittol wrote:
Fri Nov 14, 2025 2:19 pm
No, I don't have any particular love of being feminine. I love *the* feminine; I love my wife; I love women - but we never adopted any of this out of a desire to experience femininity. It began really as an outward symbol of my emasculation. Calling it a symbol of my ultimate cuckolding is probably closest to the truth - in our case.

I will say that since going full time in 2020 I have passed through the phases of resenting having to wear panties, to merely tolerating it and being at a point now where I have come to appreciate them and enjoy wearing them. Not all of them; some are built for style rather than function, but I have some very comfortable daily wear panties that I like to wear.

I don't think I'll ever enjoy wearing a bra but I've been happy to redouble my effort to do it as a symbol of my commitment to the lifestyle and I do intend to see it through.

My wife was initially indifferent to my feminization - our previous bull directed it - but over time has come to enjoy it on her own terms. As time has worn on she has realized benefits and enjoyment out of it. Just the other day I referred to when I dressed up for Dave's arrival she told me that she loves having a sissy for a husband. That sentence would have sent me into fits beforehand, but I feel motivated now to be the sort of sissy she wants.

Jujube wrote:
Fri Nov 14, 2025 12:33 pm
Do you love being feminine? What does it do for you? Is it like a symbol of your ultimate cuckolding, of your submission to her and her alpha lover? I’m trying to figure out where your feminization fits in.
How would you react if your wife wanted you to start fluffing Dave? Would you refuse or reluctantly start sucking cock? And if you did, if she/they wanted it, would you suck to completion?

Troy
Wearing the cuckold's horns since 2009

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Wife4Guys
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Re: Wife fulfilling lover's fantasy

Post by Wife4Guys » Fri Nov 14, 2025 5:17 pm

No longer in any way the "man of the house" now, not a woman either, just somewhere in the middling world. You see as does your wife, nowhere you both expected your marriage to evolve, yet this is your reality today. It seems all are right where they belong and or where they deserve to be.

canadianwittol
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Re: Wife fulfilling lover's fantasy

Post by canadianwittol » Tue Nov 18, 2025 9:42 am

This is completely true; and now I laugh looking back at my indignant, red-faced protests at the very mention that I should be expected to wear panties. I have had a few tantrums over the years, but as time goes by they are fewer and fewer.

We have two (arguably three) important Christmas dates coming up, which will both be repeats of last year and prior years.

The first will be Friday, December 5th which will be the Christmas party for the club that both Dave and Alice belong to. Not everyone there knows they are having an affair, but many do and as the years have gone by they no longer make much effort to be discreet. Dave won't be attending "with" us but he will be there. I don't have my own spousal membership at the club so I am going as my wife's guest. I will have no way of knowing which people I interact with are aware that I am a cuckolded husband, but Alice assures me that many do.

Next will be Alice's work dinner - Thursday, December 11th. This one won't be quite as outrageous as she isn't currently sleeping with anyone in her office; but her former affair partner Tim will be there and it is likely I will at least shake hands and make small talk with the young man who has many times fucked my wife. (He is unaware that I know).

Finally will be Dave's work dinner - Wednesday, December 17th. Rinse and repeat of last year except that now I know everybody and we just had that week long interaction in Mexico in October. I'll be returning to the scene of the crime where amongst a group of approximately 20, I am openly being cuckolded.

Should be yet another fun Christmas season.

Wife4Guys wrote:
Fri Nov 14, 2025 5:17 pm
No longer in any way the "man of the house" now, not a woman either, just somewhere in the middling world. You see as does your wife, nowhere you both expected your marriage to evolve, yet this is your reality today. It seems all are right where they belong and or where they deserve to be.
Wearing the cuckold's horns since 2009

troilusand
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Re: Wife fulfilling lover's fantasy

Post by troilusand » Tue Nov 18, 2025 4:57 pm

At the party on the 11th, you should insinuate your presence on Tim as much as possible...even be a pest, if need be. See if he get's uncomfortable getting acquainted with the husband he used to cuckold. Wouldn't that be delicious to watch him squirm! hee hee. Yeah, I have an evil streak!

Are you considering having open conversations about Dave and Alice's relationship with your new vacation buddies? After all, it's no longer any kind of a secret with them. I'd think it would be so freeing to be able to display your pride in being a cuckold that you might want to take advantage of the opportunity...see...I'm not THAT evil!

Troy
For a glimpse at our history, see...25th Anniv. of Troilus and Cressida in the Library...non-fiction!

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Re: Wife fulfilling lover's fantasy

Post by MartasBoy » Wed Nov 19, 2025 3:08 am

troilusand wrote:
Tue Nov 18, 2025 4:57 pm
At the party on the 11th, you should insinuate your presence on Tim as much as possible...even be a pest, if need be. See if he get's uncomfortable getting acquainted with the husband he used to cuckold. Wouldn't that be delicious to watch him squirm! hee hee. Yeah, I have an evil streak!

Troy
That's not really the style of most cuckolds. It would be more the style to naively approach him and talk to him about his favorite hobby and say something like, "I understand that you're really into X. Alice has always been interested in learning about that but I don't know very much about it and I'm not very good at it. It would be really great, since you guys are work friends, if you would take her along sometime and teach her about that. I think she would really appreciate that."

Whether it would be golf, hunting, fishing, or skiing, it would give him the opportunity to invite Alice and have time alone with her where they could start up their affair again. He would think that he was really naive, and not realizing what he was setting them up to be able to do. This would embolden Dave to move in on Alice more aggressively. And Alice would get to play the adoring newbie at whatever activity it is, telling him how much fun it is to learn something new from him, and meanwhile they would be going at it during their times together, where he would get to feel like even more the dominant man, getting to instruct her in something new, and be her lover.

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Re: Wife fulfilling lover's fantasy

Post by troilusand » Wed Nov 19, 2025 10:09 am

MartasBoy wrote:
Wed Nov 19, 2025 3:08 am
troilusand wrote:
Tue Nov 18, 2025 4:57 pm
At the party on the 11th, you should insinuate your presence on Tim as much as possible...even be a pest, if need be. See if he get's uncomfortable getting acquainted with the husband he used to cuckold. Wouldn't that be delicious to watch him squirm! hee hee. Yeah, I have an evil streak!

Troy
That's not really the style of most cuckolds. It would be more the style to naively approach him and talk to him about his favorite hobby and say something like, "I understand that you're really into X. Alice has always been interested in learning about that but I don't know very much about it and I'm not very good at it. It would be really great, since you guys are work friends, if you would take her along sometime and teach her about that. I think she would really appreciate that."

Whether it would be golf, hunting, fishing, or skiing, it would give him the opportunity to invite Alice and have time alone with her where they could start up their affair again. He would think that he was really naive, and not realizing what he was setting them up to be able to do. This would embolden Dave to move in on Alice more aggressively. And Alice would get to play the adoring newbie at whatever activity it is, telling him how much fun it is to learn something new from him, and meanwhile they would be going at it during their times together, where he would get to feel like even more the dominant man, getting to instruct her in something new, and be her lover.
I guess I wasn't clear. I wasn't AT ALL suggesting he should discuss the past with Tim...I was saying he should small talk-him all night and watch him squirm at that. And with zero intention of trying to get him back in Alice's pants.

My second suggestion was about being open with Dave's employees. A much different situation.

Troy
For a glimpse at our history, see...25th Anniv. of Troilus and Cressida in the Library...non-fiction!

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Re: Wife fulfilling lover's fantasy

Post by MartasBoy » Wed Nov 19, 2025 10:44 am

troilusand wrote:
Wed Nov 19, 2025 10:09 am

I was saying he should small talk-him all night and watch him squirm at that. And with zero intention of trying to get him back in Alice's pants.

Troy
I understood completely, what you were saying. And I was pointing out, that most cucks don't want to make their wife's boyfriends squirm, they want to see them come back for seconds. I also was not suggesting that he reveal his knowledge of the past affair, but rather play clueless and naive, allowing the boyfriend to feel dominant and emboldened to rekindle the previous affair.

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Re: Wife fulfilling lover's fantasy

Post by canadianwittol » Fri Nov 21, 2025 10:42 am

Well it's the weekend and Dave will be coming over again tomorrow night for a dinner which I will prepare.

What's different this time and what will mark a first time for me - is that I have been strongly considering asking Alice if I may prepare and serve the dinner in my French maid uniform. I have not worn that uniform now in about a year, and we stopped entirely when we agreed I would take a break from things. I have worn it many times before, mainly to serve Ryan but I have previously worn it for Dave as well. What would be different this time is that it would be the first time I have willingly volunteered to wear it.

I'm feeling that in my latest turn in trying to better embrace these types of humiliations that this would be a good gesture to make that would prove that I'm good with this and would make the evening enjoyable for everyone. I also very sincerely feel that this would be, although unusual, a way to express genuine gratitude for the generous trip I got to enjoy last month.

I don't know if it changes the submission dynamic if I volunteer to wear it rather than be told to wear it, but I think since my Spring meltdown Alice wouldn't want to suggest it herself, and yet I think she would like it if I did. I"m still a little torn about whether or not to proceed on that and I'm not even sure if I've got the guts to do it, but I'm thinking about it.
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Re: Wife fulfilling lover's fantasy

Post by Bullslovehead » Fri Nov 21, 2025 11:52 am

Time is the best medicine. I think Alice and you might even have it become routine that you do this and I'm sure she might even ask you to do it when she's ready to do so.

On a side note, I'm sure Dave will have a great time fucking your wife that night lol.

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Re: Wife fulfilling lover's fantasy

Post by Long Lurker 34 » Fri Nov 21, 2025 4:36 pm

canadianwittol wrote:
Fri Nov 21, 2025 10:42 am
Well it's the weekend and Dave will be coming over again tomorrow night for a dinner which I will prepare.

What's different this time and what will mark a first time for me - is that I have been strongly considering asking Alice if I may prepare and serve the dinner in my French maid uniform. I have not worn that uniform now in about a year, and we stopped entirely when we agreed I would take a break from things. I have worn it many times before, mainly to serve Ryan but I have previously worn it for Dave as well. What would be different this time is that it would be the first time I have willingly volunteered to wear it.

I'm feeling that in my latest turn in trying to better embrace these types of humiliations that this would be a good gesture to make that would prove that I'm good with this and would make the evening enjoyable for everyone. I also very sincerely feel that this would be, although unusual, a way to express genuine gratitude for the generous trip I got to enjoy last month.

I don't know if it changes the submission dynamic if I volunteer to wear it rather than be told to wear it, but I think since my Spring meltdown Alice wouldn't want to suggest it herself, and yet I think she would like it if I did. I"m still a little torn about whether or not to proceed on that and I'm not even sure if I've got the guts to do it, but I'm thinking about it.
CW
- Add a mist of perfume.

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Re: Wife fulfilling lover's fantasy

Post by poppagman13 » Fri Nov 21, 2025 6:02 pm

That's quite bold. Let us know how it goes. It sounds like you are looking forward to. It may add some texture to the relationships.

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Re: Wife fulfilling lover's fantasy

Post by krumpdizzle » Sat Nov 22, 2025 2:42 pm

I agree. If Dave and Alice both enjoy it and it sounds like you want, then you should definitely wear it. Do you have some other lingerie picked out for yourself and Alice for later that evening? Will you be serving Dave and Alice in other ways besides dinner? I'm excited to hear how it goes! 😁

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Re: Wife fulfilling lover's fantasy

Post by canadianwittol » Thu Dec 04, 2025 9:32 am

Well the holiday party season officially begins for us tomorrow night; my first of potentially three humiliations is set to begin tomorrow at Alice's club where Dave is also a member. Some of their fellow members are aware of their affair, some are not, and I have no way of knowing which ones are which. All of them would most likely assume that I am a "classic" cuckold, blissfully unaware of my wife's brazen infidelity.

I have in the past attended this party with lingerie underneath, and tomorrow will be no exception. To accentuate my sense of humiliation tomorrow, Alice has selected for me a matching red lace bra and thong panties with a red garter belt and stockings. In the past we've always avoided red because of the risk that someone might notice the peculiar hosiery if they caught a glance of my ankles if I sat cross-legged or something like that. Alice worked in a nice dig at me saying that she doesn't feel she should be making it so easy for me to hide the fact that I'm a sissy, "...since you are a sissy."

Alice went on to tease that perhaps it would be beneficial to her reputation if the word got out that I was a sissy and that she therefore had good reasons to be carrying on an affair with Dave. Prior to my Spring meltdown I would have recoiled at being told some of this, but I find myself now considering this to be a quite sensible point of view and that I should be pleased to accept whatever humiliation may come my way.

I recognize that I am unusually lucky in that I have a beautiful wife who has fulfilled all of my fantasies and dreams in living this lifestyle and that there are thousands of men who would gladly play the role of sissy cuckold to my beautiful wife.

So tomorrow will not be the first time I've attended this particular party with Alice and Dave with a full ensemble of sexy lingerie underneath but it will be the first time I can truly say that I'm enthusiastic about doing it. It strikes me that in one sense perhaps that lessens the sense of "humiliation" if I derive enjoyment of it, but perhaps on the other hand my final acceptance that this is an entirely reasonable proposition and my agreement that I am rightfully referred to as a sissy is the ultimate humiliation?

We'll see - either way I am looking forward to to tomorrow night!
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Re: Wife fulfilling lover's fantasy

Post by FNQLivin » Thu Dec 04, 2025 10:40 am

Do you and Alice still have sex?

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Re: Wife fulfilling lover's fantasy

Post by canadianwittol » Thu Dec 04, 2025 10:58 am

Yes we do.

It's a lot less frequent than ever before, but I suppose most married couples would say that whether into cuckolding or not.

After the October Mexico trip though for example, we came home from that both pent up from the experience and had what I consider very hot sex as a result. However, we did not have sex again after that for a couple of weeks.

We have sex about once or twice a month still; of course Alice has sex once or twice a week. I think we're both entirely satisfied and fulfilled with that as the status quo.
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Re: Wife fulfilling lover's fantasy

Post by supercuck » Thu Dec 04, 2025 9:08 pm

canadianwittol wrote:
Tue Nov 16, 2021 2:45 pm
My wife has been seeing a new guy she met on Ashley Madison about a month ago.

They are both married; she has been upfront with him that I know about and approve of her playing around whereas he is an old-fashioned cheater.

He's quite a charismatic and well-to-do man who has hosted my wife three times now on his 60-foot cabin cruiser. As he is married, meeting her on his boat is ideal for him. On their last date during a bit of pillow talk my wife asked him what fantasy she could fulfill for him. He told her of an "oldie but a goodie" - he said he would love for her to meet him on the boat and to arrive completely naked except for a trench coat over top. AND...to wear a pair of clear, plastic stripper heels.

My wife is a very elegant and classy woman with a six figure income, so I was utterly shocked when she came home with newly purchased stripper heels vowing to fulfill the fantasy at his earliest convenience. I was very turned on by this and asked her if she would try on the heels for me. She said she would love to model them for me, but not before she has worn them for her lover first. It was his idea, so he gets first dibs.
This is wonderful !

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Re: Wife fulfilling lover's fantasy

Post by supercuck » Thu Dec 04, 2025 9:09 pm

canadianwittol wrote:
Tue Nov 16, 2021 2:45 pm
My wife has been seeing a new guy she met on Ashley Madison about a month ago.

They are both married; she has been upfront with him that I know about and approve of her playing around whereas he is an old-fashioned cheater.

He's quite a charismatic and well-to-do man who has hosted my wife three times now on his 60-foot cabin cruiser. As he is married, meeting her on his boat is ideal for him. On their last date during a bit of pillow talk my wife asked him what fantasy she could fulfill for him. He told her of an "oldie but a goodie" - he said he would love for her to meet him on the boat and to arrive completely naked except for a trench coat over top. AND...to wear a pair of clear, plastic stripper heels.

My wife is a very elegant and classy woman with a six figure income, so I was utterly shocked when she came home with newly purchased stripper heels vowing to fulfill the fantasy at his earliest convenience. I was very turned on by this and asked her if she would try on the heels for me. She said she would love to model them for me, but not before she has worn them for her lover first. It was his idea, so he gets first dibs.
This is wonderful !

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