Wife fulfilling lover's fantasy
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canadianwittol
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Re: Wife fulfilling lover's fantasy
Every word of that, MartasBoy, once again is true.
The class aspect is a big one and is exacerbated by the fact that Alice earns more than I do as well; Dave is wealthy, my wife is high-income and I am basically regular income. I would never on my salary be able to pay for the vacation that my wife's lover just treated us to. It reminds me of the arrangements of European Royal consorts where a member of the Royal family would cuckold a man with an attractive wife but compensate him for his humiliation with a title or estate. Cuckold's Point in London is an example, where King John cuckolded a peasant and in exchange gave him a large portion of land.
I do think that "explains" a lot of it to the outside observer.
The class aspect is a big one and is exacerbated by the fact that Alice earns more than I do as well; Dave is wealthy, my wife is high-income and I am basically regular income. I would never on my salary be able to pay for the vacation that my wife's lover just treated us to. It reminds me of the arrangements of European Royal consorts where a member of the Royal family would cuckold a man with an attractive wife but compensate him for his humiliation with a title or estate. Cuckold's Point in London is an example, where King John cuckolded a peasant and in exchange gave him a large portion of land.
I do think that "explains" a lot of it to the outside observer.
Wearing the cuckold's horns since 2009
Re: Wife fulfilling lover's fantasy
I have enjoyed following your adventure. It is very exciting. It makes me think of the movie Indecent Proposal, where a rich man played by Robert Redford, pays for a night with Woody Harrelson's wife Demi Moore.canadianwittol wrote: ↑Wed Oct 29, 2025 9:14 amEvery word of that, MartasBoy, once again is true.
The class aspect is a big one and is exacerbated by the fact that Alice earns more than I do as well; Dave is wealthy, my wife is high-income and I am basically regular income. I would never on my salary be able to pay for the vacation that my wife's lover just treated us to. It reminds me of the arrangements of European Royal consorts where a member of the Royal family would cuckold a man with an attractive wife but compensate him for his humiliation with a title or estate. Cuckold's Point in London is an example, where King John cuckolded a peasant and in exchange gave him a large portion of land.
I do think that "explains" a lot of it to the outside observer.
It's supposed to be just a one night thing, but Woody Harrelson's jealousy messes things up, and his wife ends up being a gorgeous trophy girlfriend of wealthy Robert Redford.
I identify a lot with Woody Harrelson's character. I just ache inside, every time I see that movie, and see how he loses Demi Moore to Robert Redford.
And then you see Demi Moore transformed from a struggling middle class wife, to the gorgeous trophy girlfriend of a wealthy man. She is now dressed in designer gowns and jewelry, and goes to society events with wealthy people, riding in limousines, and it appears that Woody Harrelson has lost her for good.
I just ache each time I see it.
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troilusand
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Re: Wife fulfilling lover's fantasy
So, CW, I'm curious about your interactions with the employees during the day...or at night when your left alone. Are you hanging out with them -- besides the woman you hung out with at the Christmas party? If so, how does that go? Or are you aloof from them?
Troilus
Troilus
For a glimpse at our history, see...25th Anniv. of Troilus and Cressida in the Library...non-fiction!
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canadianwittol
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Re: Wife fulfilling lover's fantasy
Hi Troilus,
So this was technically an annual "work retreat" that Dave does for his employees - so for me there is no interaction with them during the day - they are doing workshops and team building events and things like that all together and Alice and I would do our own things independently.
They didn't do this on a strict 9-5 schedule, so they'd usually be done by 3 or 3:30 to enjoy the beach and pool - and I did have interactions with them there, at dinner and in the evenings. I would say I noticed a distinct divide where the men weren't really interested in talking to me. Perhaps I had really nothing to talk with them about - they can all know each other and can talk shop and I have nothing to do with any of that. In the back of my mind though I also wonder to what extent they maybe just didn't respect me under the circumstances. Nobody showed me any open disrespect, but men really didn't want to engage me.
The women were much much more open to talking to me, although nobody all week long asked me directly or indirectly about our marriage much less any more pointed questions directly related to my cuckolding.
Nobody brought it up and there was no reason for me to bring it up either. Which seems almost absurd given that everyone there knew my wife was getting fucked by their boss, but not a single word was uttered. Like I say though, there were many times that I caught some exchanged glances and amused looks.
So this was technically an annual "work retreat" that Dave does for his employees - so for me there is no interaction with them during the day - they are doing workshops and team building events and things like that all together and Alice and I would do our own things independently.
They didn't do this on a strict 9-5 schedule, so they'd usually be done by 3 or 3:30 to enjoy the beach and pool - and I did have interactions with them there, at dinner and in the evenings. I would say I noticed a distinct divide where the men weren't really interested in talking to me. Perhaps I had really nothing to talk with them about - they can all know each other and can talk shop and I have nothing to do with any of that. In the back of my mind though I also wonder to what extent they maybe just didn't respect me under the circumstances. Nobody showed me any open disrespect, but men really didn't want to engage me.
The women were much much more open to talking to me, although nobody all week long asked me directly or indirectly about our marriage much less any more pointed questions directly related to my cuckolding.
Nobody brought it up and there was no reason for me to bring it up either. Which seems almost absurd given that everyone there knew my wife was getting fucked by their boss, but not a single word was uttered. Like I say though, there were many times that I caught some exchanged glances and amused looks.
Wearing the cuckold's horns since 2009
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venus-can99
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Re: Wife fulfilling lover's fantasy
Thanks for the update CW. Any plans for Alice and Dave to visit a nude beach to get a full body tan?
Something new viewtopic.php?f=13&t=75158
Re: Wife fulfilling lover's fantasy
I imagine some of the women there were very much interested in your dynamic. Perhaps an inviting comment "Have you noticed we have a rather unconventional marriage?" could lead to some very surprising conversations on the subject of compersion. Enjoy!!
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Re: Wife fulfilling lover's fantasy
CWcanadianwittol wrote: ↑Thu Oct 30, 2025 9:38 amHi Troilus,
So this was technically an annual "work retreat" that Dave does for his employees - so for me there is no interaction with them during the day - they are doing workshops and team building events and things like that all together and Alice and I would do our own things independently.
They didn't do this on a strict 9-5 schedule, so they'd usually be done by 3 or 3:30 to enjoy the beach and pool - and I did have interactions with them there, at dinner and in the evenings. I would say I noticed a distinct divide where the men weren't really interested in talking to me. Perhaps I had really nothing to talk with them about - they can all know each other and can talk shop and I have nothing to do with any of that. In the back of my mind though I also wonder to what extent they maybe just didn't respect me under the circumstances. Nobody showed me any open disrespect, but men really didn't want to engage me.
The women were much much more open to talking to me, although nobody all week long asked me directly or indirectly about our marriage much less any more pointed questions directly related to my cuckolding.
Nobody brought it up and there was no reason for me to bring it up either. Which seems almost absurd given that everyone there knew my wife was getting fucked by their boss, but not a single word was uttered. Like I say though, there were many times that I caught some exchanged glances and amused looks.
- Since it seems all pretty much had an idea of what was going on, the men probably didn't want to talk to you over concerns that it might seem like they wanted to find out more of your situation.
- The women on the other hand might have been trying to gauge what sort of guy you are, to find a guy so inclined of their own and perhaps hoping you might let drop some nuggets of your relationship.
Re: Wife fulfilling lover's fantasy
I have often been in situations where women were aware that I was the beta male in a situation, where I lost out to an Alpha male. Women are much more sympathetic. They know that they tend to choose the alpha males and reject us beta males, but they still seem to feel compassion for us beta males.canadianwittol wrote: ↑Thu Oct 30, 2025 9:38 amHi Troilus,....
.... Nobody showed me any open disrespect, but men really didn't want to engage me.
The women were much much more open to talking to me, although nobody all week long asked me directly or indirectly about our marriage much less any more pointed questions directly related to my cuckolding.
When I was in graduate school, I was in a rather small survey course that only had 10 people in it, that was comprised of about six women and four men. I was dating a woman who was viewed by most everyone, as an extremely high status female. She was smart, beautiful, and charismatic. She was envied by most other women, and sought after by most men. I don't know how I managed to get her to date me for about 6 months. One weekend, she told me that she needed space, and some time to figure things out. Then I found out she was dating another guy.
On Monday I had my survey class. Several women in the class made a point of asking me how I was doing. One of them gave me my favorite chocolate bar, and a couple of the women touched me gently on my shoulder as they came into the small crowded conference room where we had our class. The girlfriend had agreed to meet me after my class, in the coffee lounge downstairs, to talk about our relationship. She revealed that the other guy she was seeing was one of the guys in my survey group. It turned out that everyone in the group had heard that the girl had broken up with me and was seeing this other guy. I was the last to know. The women in the group were attempting to console me, and the gift of the chocolate bar from the one girl, was a consolation gift.
After meeting the girl for coffee, she excused herself and moved on. I slipped away to a secluded corner of the building and was crying. One of the other women from the survey class found me crying, and gave me a hug. She told me, "These things are always hard. But you had to have known this was likely to happen. You need to accept it, get over it, and move on." She was telling me to accept my lot in life, but she was very kind about it.
There was another time when I accompanied my wife to a meetup with a guy in the very upscale cocktail lounge in a nice hotel. My wife and I had arrived first and ordered drinks. The guy joined us shortly after that. I bought drinks for the three of us and he and my wife flirted and kissed in the booth. There was a very cute young cocktail waitress who was serving us. She had seen my wife and me come in as a couple, and the other guy join us. After a while, my wife sent me to the front desk to arrange a room for them. They then went off together to go up to the room. They left me alone in the cocktail lounge. I ordered an order and another drink, and looked at stuff on my phone for a while.
The cocktail waitress was very nice to me. She brought me a couple of drinks that she didn't charge me for, and stood and chatted with me a couple of times. It was a couple of hours before my wife and the guy came back downstairs and join me for another drink. My wife looked very disheveled and satisfied. The cocktail waitress slipped the guy I slip the paper with her number on it.
She recognized what was going on, and extended a great deal of kindness and sympathy to me, but ultimately expressed her interest in the other guy.
It has been my experience that women are very sympathetic about us lower status beta guys, as they seek out the Alpha men. They seem sympathetic about our plight at being the guys they are less interested in.
When I was single and dating in college, I had a few relationships with women who put me in the friend zone. They would let me do their laundry for them, and would sometimes let me stay over, when their boyfriend was otherwise occupied. They would give me a sympathy handjob and then send me home before their boyfriend would come over.
Re: Wife fulfilling lover's fantasy
Beta males will almost always lose out to Alpha males in sex department. I’ve read your whole account of your journey with Alice and her lovers, and I think this latest account of the PDC trip with Dave’s entire company is so over the top on so many levels! The fact that she basically blatantly cuckolded you 24/7 in front of all his employees for an entire week takes it all! I don’t think I’ve seen a woman so addicted to another guy’s persona(read cock) and the essence of cuckolding than Alice is. I think that your feminization hasn’t really feminized you, or you would have already surrendered to him as well.
Re: Wife fulfilling lover's fantasy
Yes, over the years I have lost so many girlfriends to Alpha men.
I've always loved Adventure sports. I have taken lessons each time to learn the skills needed. I have done: skydiving; Whitewater kayaking; Rock climbing; Mountain biking; spelunking, including repelling into deep caves; and racquetball.
Usually in these things, I got into it taking the classes with a girlfriend, either to impress her, or because she wanted to do it and led me into it. I have never been real athletic, but I've been able to do each of these activities with some modicum of skill. I usually didn't commit to them fully, and didn't stick with them too develop the skills to get really good. Part of the problem is I fear failing at something, so I move on to a new thing pretty quickly. In every one of these activities, there are always these Alpha men who seem to excel at everything athletic and physical that they do.
In four of those activities, I lost the girlfriend each time, when she ended up dating some guy she met in the class or the club hosting it, often it was one of the instructors.
In the white water kayaking class, we had a graduation trip where we went camping and did two days of whitewater kayaking. My girlfriend broke up with me as soon as we got back from that final kayaking trip. The next day she was dating one of the kayaking instructors, a guy who was a pretty successful national competitor in whitewater kayaking competition. I found out that, late Saturday night, when she told me she was going to go hang out by the campfire, because she couldn't sleep, that she was in his tent with him.
The guys went after my girlfriend's in slightly different ways, depending on their success at whatever sport it was. If my girlfriend was frustrated that she wasn't developing the new skills as quickly as I was, the instructors would move in and kindly offer to give her some extra instruction, to help her catch up to my level of proficiency, so she would feel better about it, and enjoy the sport more. It was like they were doing me a favor saying, "She will have more fun and find this sport more rewarding, if we help her be more successful at it."
If my girlfriend had advanced her skills beyond mine, they would say to me, "You know your friend has some phenomenal skills at this. She's a natural. She could easily rise to the level where she could compete competitively in thus sport. I would really like to work with her and help her develop her skills" these were the guys who most masterly took my girlfriends from me.
The skydiving instruction was one of the worst. In advance skydiving instruction, you learn how to maneuver around in the air, to do turns to increase your rate of descent, or decrease it, being able to move to the laughter right. It requires a great deal of finesse. It is like dancing in the air. The girl I took to get skydiving lessons with me, I done modern dance in ballet since she was a little girl. She had incredible finesse in terms of body movement.
Her skydiving skills advanced well above mine very quickly. She saw some of the photos in the shack at the drop zone, of the multi skydiver formations they had done in that club. They had done a 40 person formation. There were lots of photos of people who did two and three people formations. My girlfriend Was very intrigued by that And expressed an interest in it period The skydiving instructor who had been working with Said that he thought she'd be really good at that and he'd be Willing to teach her how to do that Period How Develop the skills to move around in the sky where she wanted to be comma Enough To connect with another Skydiver in Free Fall period she had mastered her 360 turn and return to a heading, and her 180° turn and return to a heading, well before I learned that.
First skydiving instructor jumped competitively and was quite a successful competitive skydiver. He started coaching around how to do relative work, the skills necessary for two or more skydivers too come together in free fall, and join hands. They started working together every time my girlfriend and I went to the Drop Zone to try and practice our skills. I was still trying to learn how to master 360 and 180 turns.
I remember the day my girlfriend finally mastered relative work, where she and her skydiving instructor jumped from the plane, with her going out first, and him right behind her. He accelerated to get down to her level, she made a successful turn in his direction. He maneuvered over to her and they linked hands. She was so excited that Saturday, high on her achievement.
On Monday she broke up with me and said that she and the skydiving instructor had developed feelings for each other. Later she told me that he had pulled her close to him while they were linking hands in free fall at about 9,000 ft, and they kissed. She said it was about the most sexy thing she had ever experienced.
These kind of things happen to me a lot.
Last edited by MartasBoy on Sun Nov 02, 2025 12:04 am, edited 1 time in total.
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wannabecUKold
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Re: Wife fulfilling lover's fantasy
Great description. Thanks
You at least were able to attract the girls in the first place, even if the alpha guys then stole them.
You at least were able to attract the girls in the first place, even if the alpha guys then stole them.
Re: Wife fulfilling lover's fantasy
I guess so, but it seems like a small consolation, if they keep dumping me for more manly men.wannabecUKold wrote: ↑Sat Nov 01, 2025 11:21 pmGreat description. Thanks
You at least were able to attract the girls in the first place, even if the alpha guys then stole them.
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canadianwittol
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Re: Wife fulfilling lover's fantasy
To carry on with the second half of the week in PDC; after my night watching Alice and Dave, Alice re-appeared in my room at about 7:30 in the morning. She actually got into bed with my and cuddled up to me. I remarked how nice it was for her to be cuddling with me and she said why don’t we sleep in a bit.
Well, we did - Alice drifted off quickly which I interpreted partially as her and Dave probably having gone another few rounds after I left. I felt incredibly horny holding my unfaithful wife as she drifted back off to sleep. I eventually fell asleep as well.
When we both woke Alice ran her hand over the front of my panties and gleefully exclaimed “ooh someone is really excited!” Which I was, I had an extreme case of morning wood. She asked if I’d been jacking off this week and I confessed that I’d jacked off multiple times a day, every day that we’ve been here. She asked was that because I was turned on that my wife was cheating on me every day this week? I answered that was absolutely the reason and it was driving me crazy.
Alice sat up in bed and immediately declared that she felt it would be “wrong” to fuck me this week while Dave had covered the cost of this trip. That hit me kind of weirdly, but before I had too much more time to think of it she offered that she would be happy to relieve me with a handjob, which I was very grateful to accept.
As she stroked me she asked me questions; did I enjoy watching last night? Yes, absolutely. Did I enjoy my cuckold’s pudding last night? Yes, I did. She asked for specifics about what I’d been enjoying about this week. I described how I loved watching her get ready and then leave me to go see Dave. She asked me how I was feeling about all of Dave’s employees knowing of my status, and I answered that I was enjoying my notoriety. She asked if it felt embarrassing to me and I admitted that it was, that I felt like everyone was thinking about it and talking about it even though nobody was saying a word to me. She intimated that she felt the same way, and that nobody had said anything to her either but she felt the tension around it in the air. She went on to say that she was not in any way embarrassed and thought that what I was doing took huge balls to do and that she thinks I’m actually stronger than most men she knows.
She said she didn’t think I had anything to be embarrassed about at all - that at the end of the day, I’m the one who’s her husband and despite the affection and attention of a man like Dave, she nevertheless picks me and that is obvious to everyone. She thinks I should be flattered by the fact that she can attract Dave and that it proves how well I’ve done in my selection of a mate. That is some very female thinking that I don’t really understand, but that’s more or less what she said. She went on to say that even though she didn’t think I should be embarrassed she also found it really hot that I was embarrassed and despite that, subjected myself to the ongoing humiliation.
I admitted I was missing some of our humiliation games and that perhaps it was this week that was giving me the motivation to return to some of it like watching, which I admitted I’d really missed and would like to do more of. She was thrilled to hear that and said that unlike when we first started when she was self conscious of “performing” - she actually really missed having me there to watch and found her sex with Dave much more enjoyable for my being there.
It wasn’t much longer before I came, and it felt great. “Did my baby really need that?” Alice asked. Yes, I did.
With that we went out and had breakfast together before Alice announced she’d like to spend the rest of the afternoon with her book by the pool, which I happily joined her for.
Later in the afternoon as it began to wind down, we returned to my room so Alice could again engage in her nightly ritual of preparing herself for her lover. Once inside, she stripped out of her plain but very sexy black bikini and had a quick rinse in the shower. My beautiful, naked wife, returning from the bathroom looked to me on the bed and said, with a teasingly, menacing tone “so you’ve been missing some of the humiliation have you?”
With that she tossed me her bikini bottoms and told me to put them on and step out onto the balcony and continue my reading in the private pool of my balcony.
“I’m not giving you the top just in case one of Dave’s employees happens to see you out there - I wouldn’t want them to think you are a complete sissy.” She teased.
And so with that, I obediently relocated out to the balcony in my wife’s bikini bottoms.
After applying her makeup at the desk for some 20 or 30 minutes, she recalled me back inside to lay it on a little thicker: “I want you to pick out the underwear you think I should wear for Dave tonight.”
I selected a sheer red bra and panty set which are actually quite plain but the sheerness, the colour and the shape of which are very, very sexy, at least to me. She knows I like that set on her and immediately joked “How did I know you would pick those?”
That’s what she changed into and soon we were off to dinner with Dave and his employees. Ironically, while Alice did go back to Dave’s room that night, that night ended up being a long night of drinking as we were now coming to the end of the week and they were making a big celebration of it, most of their group activities being complete. So ironically, for all my assistance in Alice’s preparation, this ended up being one of the only nights that Alice and Dave did not have sex by the hour they got in.
When the weekend came, we and Dave had all booked an extra night but all of the others but one couple had gone home; the remaining couple staying behind the extra day to make a day trip to Chichen Itza. (This was actually the couple where the other half was our old hygienist) - we didn’t see them at all for the rest of the trip though at this point.
On Saturday afternoon Alice reprised her role again of returning to my room to prepare herself for Dave. I had already been invited back up to Dave’s room to watch again and had accepted, so I was looking forward to that. As Alice settled in at the desk to prepare herself again, she once again presented me with her black bikini - with the top this time. “They’re all gone” she said. “You can wear the top today, too.”
And so I did indeed sit out on our balcony in my wife’s black bikini as she prepared herself. I don’t think anyone saw me anyway, but after an almost six month break from this type of thing, I felt that old familiar feeling of humiliation again; but I would admit that I enjoyed it. It felt good. I told Alice so. She was delighted to hear that.
Once we had travelled home together, Alice and I had some of the most passionate sex that I would say we have had in years. It was so pent up after the week’s events and my total denial in the previous week that once it happened I just unleashed it all. Went multiple rounds with her in the first time for a few years. She took note of that and agreed that she thought both with me and with Dave it was one of the hottest weeks of her life.
Alice had declared that she needed “a vacation from the vacation” and intended to take Monday off; but I had no such luxury - I needed to return to work immediately. Nevertheless, she woke up when I woke up on Monday morning. I asked her if she was planning to sleep in and she said yes. I had butterflies in my stomach as I prepared to ask her the question I had been planning to ask her since the previous night. I told her that if it didn’t interrupt her sleep too much, I’d appreciate it if she would pick out a bra and panties for me to wear today. “Mmmm, sure.” She replied through a sleepy daze. As I showered, I wondered if she really would or if she’d just drift off back to sleep. Nevertheless, I’d indicated my willingness to resume (some) of our humiliation activities.
When I returned from the shower, and having shaved, about 15 minutes alter, Alice was indeed sleeping. But resting on the bottom end of my side of the bed was a matching bra and panties laid out for me.
We have since discussed some of the boundaries which we’ve agreed to observe as we “re-launch” this aspect of our lives, but all I can tell you for now it that it’s good to be back.
Well, we did - Alice drifted off quickly which I interpreted partially as her and Dave probably having gone another few rounds after I left. I felt incredibly horny holding my unfaithful wife as she drifted back off to sleep. I eventually fell asleep as well.
When we both woke Alice ran her hand over the front of my panties and gleefully exclaimed “ooh someone is really excited!” Which I was, I had an extreme case of morning wood. She asked if I’d been jacking off this week and I confessed that I’d jacked off multiple times a day, every day that we’ve been here. She asked was that because I was turned on that my wife was cheating on me every day this week? I answered that was absolutely the reason and it was driving me crazy.
Alice sat up in bed and immediately declared that she felt it would be “wrong” to fuck me this week while Dave had covered the cost of this trip. That hit me kind of weirdly, but before I had too much more time to think of it she offered that she would be happy to relieve me with a handjob, which I was very grateful to accept.
As she stroked me she asked me questions; did I enjoy watching last night? Yes, absolutely. Did I enjoy my cuckold’s pudding last night? Yes, I did. She asked for specifics about what I’d been enjoying about this week. I described how I loved watching her get ready and then leave me to go see Dave. She asked me how I was feeling about all of Dave’s employees knowing of my status, and I answered that I was enjoying my notoriety. She asked if it felt embarrassing to me and I admitted that it was, that I felt like everyone was thinking about it and talking about it even though nobody was saying a word to me. She intimated that she felt the same way, and that nobody had said anything to her either but she felt the tension around it in the air. She went on to say that she was not in any way embarrassed and thought that what I was doing took huge balls to do and that she thinks I’m actually stronger than most men she knows.
She said she didn’t think I had anything to be embarrassed about at all - that at the end of the day, I’m the one who’s her husband and despite the affection and attention of a man like Dave, she nevertheless picks me and that is obvious to everyone. She thinks I should be flattered by the fact that she can attract Dave and that it proves how well I’ve done in my selection of a mate. That is some very female thinking that I don’t really understand, but that’s more or less what she said. She went on to say that even though she didn’t think I should be embarrassed she also found it really hot that I was embarrassed and despite that, subjected myself to the ongoing humiliation.
I admitted I was missing some of our humiliation games and that perhaps it was this week that was giving me the motivation to return to some of it like watching, which I admitted I’d really missed and would like to do more of. She was thrilled to hear that and said that unlike when we first started when she was self conscious of “performing” - she actually really missed having me there to watch and found her sex with Dave much more enjoyable for my being there.
It wasn’t much longer before I came, and it felt great. “Did my baby really need that?” Alice asked. Yes, I did.
With that we went out and had breakfast together before Alice announced she’d like to spend the rest of the afternoon with her book by the pool, which I happily joined her for.
Later in the afternoon as it began to wind down, we returned to my room so Alice could again engage in her nightly ritual of preparing herself for her lover. Once inside, she stripped out of her plain but very sexy black bikini and had a quick rinse in the shower. My beautiful, naked wife, returning from the bathroom looked to me on the bed and said, with a teasingly, menacing tone “so you’ve been missing some of the humiliation have you?”
With that she tossed me her bikini bottoms and told me to put them on and step out onto the balcony and continue my reading in the private pool of my balcony.
“I’m not giving you the top just in case one of Dave’s employees happens to see you out there - I wouldn’t want them to think you are a complete sissy.” She teased.
And so with that, I obediently relocated out to the balcony in my wife’s bikini bottoms.
After applying her makeup at the desk for some 20 or 30 minutes, she recalled me back inside to lay it on a little thicker: “I want you to pick out the underwear you think I should wear for Dave tonight.”
I selected a sheer red bra and panty set which are actually quite plain but the sheerness, the colour and the shape of which are very, very sexy, at least to me. She knows I like that set on her and immediately joked “How did I know you would pick those?”
That’s what she changed into and soon we were off to dinner with Dave and his employees. Ironically, while Alice did go back to Dave’s room that night, that night ended up being a long night of drinking as we were now coming to the end of the week and they were making a big celebration of it, most of their group activities being complete. So ironically, for all my assistance in Alice’s preparation, this ended up being one of the only nights that Alice and Dave did not have sex by the hour they got in.
When the weekend came, we and Dave had all booked an extra night but all of the others but one couple had gone home; the remaining couple staying behind the extra day to make a day trip to Chichen Itza. (This was actually the couple where the other half was our old hygienist) - we didn’t see them at all for the rest of the trip though at this point.
On Saturday afternoon Alice reprised her role again of returning to my room to prepare herself for Dave. I had already been invited back up to Dave’s room to watch again and had accepted, so I was looking forward to that. As Alice settled in at the desk to prepare herself again, she once again presented me with her black bikini - with the top this time. “They’re all gone” she said. “You can wear the top today, too.”
And so I did indeed sit out on our balcony in my wife’s black bikini as she prepared herself. I don’t think anyone saw me anyway, but after an almost six month break from this type of thing, I felt that old familiar feeling of humiliation again; but I would admit that I enjoyed it. It felt good. I told Alice so. She was delighted to hear that.
Once we had travelled home together, Alice and I had some of the most passionate sex that I would say we have had in years. It was so pent up after the week’s events and my total denial in the previous week that once it happened I just unleashed it all. Went multiple rounds with her in the first time for a few years. She took note of that and agreed that she thought both with me and with Dave it was one of the hottest weeks of her life.
Alice had declared that she needed “a vacation from the vacation” and intended to take Monday off; but I had no such luxury - I needed to return to work immediately. Nevertheless, she woke up when I woke up on Monday morning. I asked her if she was planning to sleep in and she said yes. I had butterflies in my stomach as I prepared to ask her the question I had been planning to ask her since the previous night. I told her that if it didn’t interrupt her sleep too much, I’d appreciate it if she would pick out a bra and panties for me to wear today. “Mmmm, sure.” She replied through a sleepy daze. As I showered, I wondered if she really would or if she’d just drift off back to sleep. Nevertheless, I’d indicated my willingness to resume (some) of our humiliation activities.
When I returned from the shower, and having shaved, about 15 minutes alter, Alice was indeed sleeping. But resting on the bottom end of my side of the bed was a matching bra and panties laid out for me.
We have since discussed some of the boundaries which we’ve agreed to observe as we “re-launch” this aspect of our lives, but all I can tell you for now it that it’s good to be back.
Wearing the cuckold's horns since 2009
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hornedhubby
- $2 Ho
- Posts: 874
- Joined: Sat Oct 16, 2010 7:08 am
Re: Wife fulfilling lover's fantasy
Good for you and your well-fucked hotwife.
Sounds like a week in Cuck Heaven.
Many happy returns and thanks for sharing.
Sounds like a week in Cuck Heaven.
Many happy returns and thanks for sharing.
Re: Wife fulfilling lover's fantasy
I don’t think I’ve ever read of a husband and wife being invited to a company retreat only to be cuckolded openly every day by the boss. It’s no wonder nobody addressed it openly, as it’s a very big elephant in the room. I know she chose you as her husband, but the whole week she openly belonged to him as his personal fuck-toy.I agree it took someone with an iron constitution to weather the situation, but I can also see why you beat off furiously every day about it. This happened in real time, in front of everybody, every day! This is so hot on so many levels.
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OTAVA23CUCK
- Prepubescent
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- Joined: Mon Aug 18, 2025 10:53 am
Re: Wife fulfilling lover's fantasy
In What type of business, dave is involved? I mean which industry
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Guhunkadorn
- Experienced
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- Joined: Fri Mar 03, 2023 12:15 pm
Re: Wife fulfilling lover's fantasy
Incredible and well written account.
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venus-can99
- OHW Addict
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- Location: Not the 51st State
Re: Wife fulfilling lover's fantasy
Thanks for the update CW. It would be great to hear the relaunched version of Alice and you (and Dave?)
Something new viewtopic.php?f=13&t=75158
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canadianwittol
- Pervert
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- Joined: Mon Feb 11, 2019 3:09 pm
Re: Wife fulfilling lover's fantasy
Thanks Venus; Dave was reconnecting with his kids this past weekend but he'll be seeing Alice again this weekend and Alice suggested he come over to our place this weekend now that I am ready to resume watching. I expect to have more to report after the weekend!
Wearing the cuckold's horns since 2009
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troilusand
- Pervert
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- Joined: Wed Apr 29, 2009 8:48 pm
Re: Wife fulfilling lover's fantasy
I think the difference in the way the genders react to your situation, CW, is that vanilla men are "uncomfortable" thinking about your LS and maybe wish they didn't even know about it. Like, they didn't care that the boss is fucking some married slut...and had no problem meeting her and enjoying her company, BUT! Meeting you, they had to think about the sissy male side of the equation -- and that's something they'd rather not do.
As far as the vanilla women are concerned, I believe it's because they perceive you as zero threat! To them you're not much of a man -- more like another female...but one they don't have to compete with. Don't know if it's exactly true still, but there was always the idea that gay men and vanilla women get along famously! And I suspect we cucks affect women like the fags. I personally know that when Cressida confessed she was a slut with a long term lover, and was so with not only my acceptance, but ENCOURAGEMENT, she then looked on me and treated me like a girlfriend, NOT the husband of her friend!
Of course, these are broad generalizations about vanillas, but I think they fit.
Troy
As far as the vanilla women are concerned, I believe it's because they perceive you as zero threat! To them you're not much of a man -- more like another female...but one they don't have to compete with. Don't know if it's exactly true still, but there was always the idea that gay men and vanilla women get along famously! And I suspect we cucks affect women like the fags. I personally know that when Cressida confessed she was a slut with a long term lover, and was so with not only my acceptance, but ENCOURAGEMENT, she then looked on me and treated me like a girlfriend, NOT the husband of her friend!
Of course, these are broad generalizations about vanillas, but I think they fit.
Troy
For a glimpse at our history, see...25th Anniv. of Troilus and Cressida in the Library...non-fiction!
Re: Wife fulfilling lover's fantasy
I think much of what you say is absolutely on point. I know when any women have found out that I was being cuckolded by a wife or girlfriend, their whole demeanor toward me is different. I've sat in hotel restaurants and cocktail lounges, while my wife was upstairs having sex with some other guy. When waitresses were aware of what was going on, they were very sympathetic. They felt sorry for me on one hand, but able to realistically acknowledge, that there had to be a good reason that my wife was upstairs with another man and not with me.troilusand wrote: ↑Tue Nov 04, 2025 12:14 pm
As far as the vanilla women are concerned, I believe it's because they perceive you as zero threat! To them you're not much of a man -- more like another female...but one they don't have to compete with.
Troy
I've had them bring me free drinks, or just come out with a free appetizer. I've had them sit to visit with me. I've had them touch me on the shoulder tenderly, and not in a flirtatious way whatsoever, but more like a big sister comforts her little brother when he's sad.
If my wife and her boyfriend come back later, the waitress usually acts different and were deferential toward the boyfriend, recognizing that he's an alpha man and deserves utmost respect. And then to me they will touch me on the shoulder and call me sweetie, recognizing that I might be experiencing some hurt feelings, or some sense of inadequacy.
Their whole demeanor seems to suggest that they understand the dynamic. He is an alpha man, and the woman obviously desires that and deserves that. But she happens to have a husband who's a beta boy. There's often no judgment toward my wife, because they understand exactly that she is seeking to meet her needs, and debater boy has no right to make a possessive claim on his wife, because she deserves to be with an alpha man, but the beta Boy Deserves some sympathy and caretaking because, it's may be hard to be available.
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canadianwittol
- Pervert
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- Joined: Mon Feb 11, 2019 3:09 pm
Re: Wife fulfilling lover's fantasy
My experience is much as you have described below, although much, much more subtle. I felt like I could "feel" sympathy in the eyes and the intonation of some of the women present, but it was much more subtle and nuanced. Perhaps because it is their boss who is doing the cuckolding?
Having had a full week to reflect back on it, I can honestly say that even despite some awkward feelings at times, I absolutely enjoyed the week away in luxury that I myself would not be able to afford. It was more than adequate, even generous compensation for being made a cuckold as far as I am concerned.
The Christmas dinner is only six weeks away and I'm already looking forward to reconnecting with everyone from our week away. Not sure if anyone remembers in this thread but Alice and Dave both belong to a club as well, and while nowhere near the same extent, it is fairly well known amongst the regularly attending members there that Dave has been sleeping with my wife for the last three years. Those parties are on the 11th and 17th and I can honestly say I am looking forward to both.
In some ways it actually feels good to be amongst people who *know*. Perhaps it's sort of like what it is to come out of the closet if you've been previously gay in secret. While I'm not looking to publicize the fact myself, in these specific scenarios, where within "silos" it is known that I'm a cuck, I am finding that I really don't mind that at all.
Having had a full week to reflect back on it, I can honestly say that even despite some awkward feelings at times, I absolutely enjoyed the week away in luxury that I myself would not be able to afford. It was more than adequate, even generous compensation for being made a cuckold as far as I am concerned.
The Christmas dinner is only six weeks away and I'm already looking forward to reconnecting with everyone from our week away. Not sure if anyone remembers in this thread but Alice and Dave both belong to a club as well, and while nowhere near the same extent, it is fairly well known amongst the regularly attending members there that Dave has been sleeping with my wife for the last three years. Those parties are on the 11th and 17th and I can honestly say I am looking forward to both.
In some ways it actually feels good to be amongst people who *know*. Perhaps it's sort of like what it is to come out of the closet if you've been previously gay in secret. While I'm not looking to publicize the fact myself, in these specific scenarios, where within "silos" it is known that I'm a cuck, I am finding that I really don't mind that at all.
MartasBoy wrote: ↑Tue Nov 04, 2025 1:20 pmI think much of what you say is absolutely on point. I know when any women have found out that I was being cuckolded by a wife or girlfriend, their whole demeanor toward me is different. I've sat in hotel restaurants and cocktail lounges, while my wife was upstairs having sex with some other guy. When waitresses were aware of what was going on, they were very sympathetic. They felt sorry for me on one hand, but able to realistically acknowledge, that there had to be a good reason that my wife was upstairs with another man and not with me.troilusand wrote: ↑Tue Nov 04, 2025 12:14 pm
As far as the vanilla women are concerned, I believe it's because they perceive you as zero threat! To them you're not much of a man -- more like another female...but one they don't have to compete with.
Troy
I've had them bring me free drinks, or just come out with a free appetizer. I've had them sit to visit with me. I've had them touch me on the shoulder tenderly, and not in a flirtatious way whatsoever, but more like a big sister comforts her little brother when he's sad.
If my wife and her boyfriend come back later, the waitress usually acts different and were deferential toward the boyfriend, recognizing that he's an alpha man and deserves utmost respect. And then to me they will touch me on the shoulder and call me sweetie, recognizing that I might be experiencing some hurt feelings, or some sense of inadequacy.
Their whole demeanor seems to suggest that they understand the dynamic. He is an alpha man, and the woman obviously desires that and deserves that. But she happens to have a husband who's a beta boy. There's often no judgment toward my wife, because they understand exactly that she is seeking to meet her needs, and debater boy has no right to make a possessive claim on his wife, because she deserves to be with an alpha man, but the beta Boy Deserves some sympathy and caretaking because, it's may be hard to be available.
Wearing the cuckold's horns since 2009
Re: Wife fulfilling lover's fantasy
Yes, I like the feeling when I've been in that situation, of the women understanding that I am in a vulnerable situation, and they pity me a little and take care of me because of it. It's sort of reminds me of when I was a little boy and my mother my grandmother, or my aunt would drag me around to places where there would be lots of women and I would be the only boy. Like when my mother would drag me to the beauty parlor with her, and I had to sit and be quiet and polite and be a little gentleman in the waiting room, or on a chair in back. The women were so nice to me and so kind and would take care of me and give me pieces of candy or a coke.canadianwittol wrote: ↑Tue Nov 04, 2025 1:37 pmMy experience is much as you have described below, although much, much more subtle. I felt like I could "feel" sympathy in the eyes and the intonation of some of the women present, but it was much more subtle and nuanced. .....
...In some ways it actually feels good to be amongst people who *know*. Perhaps it's sort of like what it is to come out of the closet if you've been previously gay in secret. .....
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canadianwittol
- Pervert
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- Joined: Mon Feb 11, 2019 3:09 pm
Re: Wife fulfilling lover's fantasy
Wanted to get back to your comment here too Troy because I relate to this as well.
If you've followed my threads over the years you may recall my wife's best friend Agata, who is actually a wonderful friend to both of us.
She has been aware of my cuckolding since day one and has never resisted whatsoever from tossing in a little barb or a good ribbing here and there - but it is entirely in good fun and she is actually a very good friend to us both. Still, when we started in the lifestyle she could not believe it. Like my wife, she is from Eastern Europe and culturally it's just not even "a thing" for men to willingly offer to be cuckolds, so she found the whole concept hilarious from the beginning of it all.
Agata treats me much as you describe your wife's best friend treating you: I'm definitely not treated as a typical man: once upon a time she and my wife had tickets to see the Musical "Rent" when Alice's lover at the time (not Dave) made an unexpected business-related trip to town and wanted to see her - so my wife bailed and I was sent along with Agata to see the musical instead. Many women would probably not risk sending their husband out on a date night with their attractive, single best friend - but for my wife this was no problem at all as there was no possibility of anything happening between us and all three of us knew it.
Sometimes when I see her, Agata calls me "Rogacz" which she taught us was the Polish word for cuckold. (Pronounced like row-gatch). I still remember the cheeky smile on her face when she taught me that word describing it as probably the greatest dishonour that could happen to a Polish man and yet one that I was only too keen to solicit. She still finds that very amusing in and of itself.
If you've followed my threads over the years you may recall my wife's best friend Agata, who is actually a wonderful friend to both of us.
She has been aware of my cuckolding since day one and has never resisted whatsoever from tossing in a little barb or a good ribbing here and there - but it is entirely in good fun and she is actually a very good friend to us both. Still, when we started in the lifestyle she could not believe it. Like my wife, she is from Eastern Europe and culturally it's just not even "a thing" for men to willingly offer to be cuckolds, so she found the whole concept hilarious from the beginning of it all.
Agata treats me much as you describe your wife's best friend treating you: I'm definitely not treated as a typical man: once upon a time she and my wife had tickets to see the Musical "Rent" when Alice's lover at the time (not Dave) made an unexpected business-related trip to town and wanted to see her - so my wife bailed and I was sent along with Agata to see the musical instead. Many women would probably not risk sending their husband out on a date night with their attractive, single best friend - but for my wife this was no problem at all as there was no possibility of anything happening between us and all three of us knew it.
Sometimes when I see her, Agata calls me "Rogacz" which she taught us was the Polish word for cuckold. (Pronounced like row-gatch). I still remember the cheeky smile on her face when she taught me that word describing it as probably the greatest dishonour that could happen to a Polish man and yet one that I was only too keen to solicit. She still finds that very amusing in and of itself.
troilusand wrote: ↑Tue Nov 04, 2025 12:14 pmI think the difference in the way the genders react to your situation, CW, is that vanilla men are "uncomfortable" thinking about your LS and maybe wish they didn't even know about it. Like, they didn't care that the boss is fucking some married slut...and had no problem meeting her and enjoying her company, BUT! Meeting you, they had to think about the sissy male side of the equation -- and that's something they'd rather not do.
As far as the vanilla women are concerned, I believe it's because they perceive you as zero threat! To them you're not much of a man -- more like another female...but one they don't have to compete with. Don't know if it's exactly true still, but there was always the idea that gay men and vanilla women get along famously! And I suspect we cucks affect women like the fags. I personally know that when Cressida confessed she was a slut with a long term lover, and was so with not only my acceptance, but ENCOURAGEMENT, she then looked on me and treated me like a girlfriend, NOT the husband of her friend!
Of course, these are broad generalizations about vanillas, but I think they fit.
Troy
Wearing the cuckold's horns since 2009
- krumpdizzle
- Trainable
- Posts: 50
- Joined: Thu Mar 12, 2020 2:16 pm
- Location: CO, USA
Re: Wife fulfilling lover's fantasy
Hi CW,
Thanks for sharing your story from the trip you took with your wife and her lover. Very hot stuff! Also, glad to hear you're back and enjoying being more explicitly cucked again. Any updates from this past weekend?
Thanks for sharing your story from the trip you took with your wife and her lover. Very hot stuff! Also, glad to hear you're back and enjoying being more explicitly cucked again. Any updates from this past weekend?