Extreme Cuckold Fantasy

For cuckoldresses and the men who serve them.
CuckMan999
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Extreme Cuckold Fantasy

Unread post by CuckMan999 » Sat Feb 12, 2022 10:15 am

One of my more extreme cuckolding fantasies is for my wife to insist on a trial separation where I become her friend-zoned sugar daddy slave and devoted provider. During the separation I would put her up in a nice hotel or temporary corporate living condo, take her on shopping sprees, massage her feet when her lover is out, do her laundry and dry cleaning, buy her groceries, beg her to take me back, pamper her in every way, while she lives with her steady lover/boyfriend and teases me about all of the great sex he gives her, and threatens to leave me for him if I don’t continue to worship her. I could even wash her boyfriend’s car, do his laundry and dry cleaning, thank him for pleasing my wife in ways that never could, buy him gifts to give to my wife without her knowing, shadow them when they are out on dates and pay their bar and meal tabs. When she finally takes me back after several weeks or months, I take her back on her terms where she gets to keep her boyfriend and put extreme limitations on the intimacy that I am allowed to have ywith her while her boyfriends gets to have her in any way he wishes.

Has anyone ever considered something like this?

I am NOT looking for advice please, just looking to exchange ideas about this type of scenario with like minded people.

subbieCuck
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Re: Extreme Cuckold Fantasy

Unread post by subbieCuck » Sat Feb 12, 2022 11:32 am

Mate, I have more or less the same fantasy but without separation. I also add some rituals, like praying to her and her bull before I go to sleep. Maybe a cuckold marriage ceremony where I surrender my wife to her bull. What do you think of being humiliated by the bull?

Jezza2543
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Re: Extreme Cuckold Fantasy

Unread post by Jezza2543 » Sat Feb 12, 2022 9:19 pm

What about this… Wife and boyfriend become so attached that he comes and asks you if he can marry her. You approve, she accepts and becomes engaged to him (whilst still married to you). Nothing is imminent, so there is plenty of time for You to help them plan the big day and all the legalities such as your divorce that will need to happen. You know and accet that all this will happen, but there are a few years to go through, she is excited and as her husband you have to support and encourage the process

00rdster
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Re: Extreme Cuckold Fantasy

Unread post by 00rdster » Sun Feb 13, 2022 5:43 am

Not sure if this is for everyone, but my wife and her boyfriend exchanged rings two years ago and refer to themselves as husband and wife, even if it's not official. He lives about an hour away and they see each other once a week. They do occasional sleepovers and have recently started traveling together. There are no plans to make it permanent. The only sex I get is after she's been with him. I've never met him. We're all very happy.

Raoul2004
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Re: Extreme Cuckold Fantasy

Unread post by Raoul2004 » Sun Feb 13, 2022 7:44 am

00rdster wrote:
Sun Feb 13, 2022 5:43 am
Not sure if this is for everyone, but my wife and her boyfriend exchanged rings two years ago and refer to themselves as husband and wife, even if it's not official. He lives about an hour away and they see each other once a week. They do occasional sleepovers and have recently started traveling together. There are no plans to make it permanent. The only sex I get is after she's been with him. I've never met him. We're all very happy.
That's really sexy. It's hot to think of them on a trip together and presenting themselves as husband and wife.

ucaneffher
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Re: Extreme Cuckold Fantasy

Unread post by ucaneffher » Mon Feb 14, 2022 10:26 am

CuckMan999 wrote:
Sat Feb 12, 2022 10:15 am
One of my more extreme cuckolding fantasies is for my wife to insist on a trial separation where I become her friend-zoned sugar daddy slave and devoted provider. During the separation I would put her up in a nice hotel or temporary corporate living condo, take her on shopping sprees, massage her feet when her lover is out, do her laundry and dry cleaning, buy her groceries, beg her to take me back, pamper her in every way, while she lives with her steady lover/boyfriend and teases me about all of the great sex he gives her, and threatens to leave me for him if I don’t continue to worship her. I could even wash her boyfriend’s car, do his laundry and dry cleaning, thank him for pleasing my wife in ways that never could, buy him gifts to give to my wife without her knowing, shadow them when they are out on dates and pay their bar and meal tabs. When she finally takes me back after several weeks or months, I take her back on her terms where she gets to keep her boyfriend and put extreme limitations on the intimacy that I am allowed to have ywith her while her boyfriends gets to have her in any way he wishes.

Has anyone ever considered something like this?

I am NOT looking for advice please, just looking to exchange ideas about this type of scenario with like minded people.
My ex girlfriend and I had a trial separation when we were 21. She went to live with her boyfriend for 18 months and I was demoted to friend status. Everyone thought we broke up. It was the hottest thing I've ever done and left me craving it. Nothing hotter than going to bed alone while she is at home with all the intimacy in the world for her man.

CuckMan999
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Re: Extreme Cuckold Fantasy

Unread post by CuckMan999 » Tue Feb 15, 2022 5:42 am

@ucaneffher

Wow, did she tell you about all of the sex that she was getting during your separation? Did you ever get to watch? Did she tease you about your situation? Were you still loyal and devoted to her the entire 18 months? Did you do chores for her, by her gifts, take her shopping only to drop her off to him?

I like the idea of making it an official separation or breakup so that other people are aware. They would see that she has a man, and that I am the still pining for her, trying to win her back. And 18 months is nearly perfect, because it includes holidays, birthdays, Valentines Day, vacations, lots of opportunities for humiliating moments.

After you reconcile, people might still see her out with the other guy which even adds more humiliation to the situation! That’s always hot when other men in your life know that your wife or gf is a cheater because for some men, they see it as an opportunity to get some sex with no strings attached.

ucaneffher
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Re: Extreme Cuckold Fantasy

Unread post by ucaneffher » Tue Feb 15, 2022 8:39 am

CuckMan999 wrote:
Tue Feb 15, 2022 5:42 am
@ucaneffher

Wow, did she tell you about all of the sex that she was getting during your separation?

Of course, she kept me updated about everything she did.

Did you ever get to watch?

I never got to watch during out entire lifestyle experience.

Did she tease you about your situation?

of course, she enjoyed her freedom and always teased me about how her men got her in ways I couldn't and teased me a out how sexy she'd dress for them.

Were you still loyal and devoted to her the entire 18 months? Absolutely!

Did you do chores for her, by her gifts, take her shopping only to drop her off to him?

I am not quite that type of cuckold to enjoy degradation, humiliation, or sissification. I did not do chores or do any type of humiliation play but I did buy her sexy outfits from type to time.


I like the idea of making it an official separation or breakup so that other people are aware. They would see that she has a man, and that I am the still pining for her, trying to win her back.

That is exactly what happened. She was dating another man, fuckin him, living with him and everyone and their mom knew it but also saw me still after her and not letting the facts of her new relationship deter me from pursuing her.

And 18 months is nearly perfect, because it includes holidays, birthdays, Valentines Day, vacations, lots of opportunities for humiliating moments.

She sure spent a bunch of holidays and birthdays with other men. It was hot but annoying at the same time.


After you reconcile, people might still see her out with the other guy which even adds more humiliation to the situation! That’s always hot when other men in your life know that your wife or gf is a cheater because for some men, they see it as an opportunity to get some sex with no strings attached.

Many of my friends viewed her negatively and mentioned things to be careful, not knowing that I dreamed of her being promiscuous

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tito123177
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Re: Extreme Cuckold Fantasy

Unread post by tito123177 » Thu Feb 17, 2022 8:05 am

ucaneffher wrote:
Tue Feb 15, 2022 8:39 am
CuckMan999 wrote:
Tue Feb 15, 2022 5:42 am
@ucaneffher

Wow, did she tell you about all of the sex that she was getting during your separation?

Of course, she kept me updated about everything she did.

Did you ever get to watch?

I never got to watch during out entire lifestyle experience.

Did she tease you about your situation?

of course, she enjoyed her freedom and always teased me about how her men got her in ways I couldn't and teased me a out how sexy she'd dress for them.

Were you still loyal and devoted to her the entire 18 months? Absolutely!

Did you do chores for her, by her gifts, take her shopping only to drop her off to him?

I am not quite that type of cuckold to enjoy degradation, humiliation, or sissification. I did not do chores or do any type of humiliation play but I did buy her sexy outfits from type to time.


I like the idea of making it an official separation or breakup so that other people are aware. They would see that she has a man, and that I am the still pining for her, trying to win her back.

That is exactly what happened. She was dating another man, fuckin him, living with him and everyone and their mom knew it but also saw me still after her and not letting the facts of her new relationship deter me from pursuing her.

And 18 months is nearly perfect, because it includes holidays, birthdays, Valentines Day, vacations, lots of opportunities for humiliating moments.

She sure spent a bunch of holidays and birthdays with other men. It was hot but annoying at the same time.


After you reconcile, people might still see her out with the other guy which even adds more humiliation to the situation! That’s always hot when other men in your life know that your wife or gf is a cheater because for some men, they see it as an opportunity to get some sex with no strings attached.

Many of my friends viewed her negatively and mentioned things to be careful, not knowing that I dreamed of her being promiscuous
That is so hot!! I would totally love to do this, but I think 18 months would be too much time for me, I would prefer to do it for 6 months with my wife, something similar I want to try is for her not telling her boyfriend I'm her husband and he moving with us, me being introduced as a room mate while they act as a couple all the time.

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Suedostbaier
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Re: Extreme Cuckold Fantasy

Unread post by Suedostbaier » Fri Feb 18, 2022 6:22 am

sorry but i would not consider that such an extreme perversion...there is worse
pls contact me if you want to share experiences with me

ucaneffher
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Re: Extreme Cuckold Fantasy

Unread post by ucaneffher » Sat Feb 19, 2022 5:30 am

tito123177 wrote:
Thu Feb 17, 2022 8:05 am
ucaneffher wrote:
Tue Feb 15, 2022 8:39 am
CuckMan999 wrote:
Tue Feb 15, 2022 5:42 am
@ucaneffher

Wow, did she tell you about all of the sex that she was getting during your separation?

Of course, she kept me updated about everything she did.

Did you ever get to watch?

I never got to watch during out entire lifestyle experience.

Did she tease you about your situation?

of course, she enjoyed her freedom and always teased me about how her men got her in ways I couldn't and teased me a out how sexy she'd dress for them.

Were you still loyal and devoted to her the entire 18 months? Absolutely!

Did you do chores for her, by her gifts, take her shopping only to drop her off to him?

I am not quite that type of cuckold to enjoy degradation, humiliation, or sissification. I did not do chores or do any type of humiliation play but I did buy her sexy outfits from type to time.


I like the idea of making it an official separation or breakup so that other people are aware. They would see that she has a man, and that I am the still pining for her, trying to win her back.

That is exactly what happened. She was dating another man, fuckin him, living with him and everyone and their mom knew it but also saw me still after her and not letting the facts of her new relationship deter me from pursuing her.

And 18 months is nearly perfect, because it includes holidays, birthdays, Valentines Day, vacations, lots of opportunities for humiliating moments.

She sure spent a bunch of holidays and birthdays with other men. It was hot but annoying at the same time.


After you reconcile, people might still see her out with the other guy which even adds more humiliation to the situation! That’s always hot when other men in your life know that your wife or gf is a cheater because for some men, they see it as an opportunity to get some sex with no strings attached.

Many of my friends viewed her negatively and mentioned things to be careful, not knowing that I dreamed of her being promiscuous
That is so hot!! I would totally love to do this, but I think 18 months would be too much time for me, I would prefer to do it for 6 months with my wife, something similar I want to try is for her not telling her boyfriend I'm her husband and he moving with us, me being introduced as a room mate while they act as a couple all the time.
Tell me about it... It was supposed to be only a 12 month lease which I thought was a long time to live away from my gf while she was dating and living with her boyfriend but we both ended liking the arrangement so much that she actually extended an extra 6 months.

It was so sexy receiving the sexy pictures of her in the lingerie, underwear, and sexy outfits that she would wear at home. It was the biggest tease knowing she was currently wearing them for someone else and I was at home unable to have her like that.

shesmypornstar
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Re: Extreme Cuckold Fantasy

Unread post by shesmypornstar » Sat Feb 19, 2022 8:00 am

There are only 2 guys that my wife has expressed interest in. One is new, the other is the guy she probably would've married if she didn't marry me. A few years back she found out about my interest in cross-dressing, which shes supportive of. So my fantasy is that her an I meet up for a girls night out, I'm obviously all dressed up and looking hot. We meet a guy at the bar that hits on me, and she encourages me to flirt and have some fun with him.

We go back to the hotel with him and she tells me that I should let go and have some fun with him, she wants to watch. So me, playing the role of the girl starts hooking up with this guy while shes watching. Once he takes me from behind she comes over and tells me that she wants to see me cum from his cock being inside me. She goes and starts making out with him while hes taking me from behind, then she comes back down to my level to tell me that the man fucking me is "K" the guy she would've married if it wasn't for me. She and him have been seeing each other for a few months behind my back and he asked her to leave me. She told him that she would under the condition that he makes me cum with his cock. He agreed, so she set up a girls night out with me, and she really really needs me to cum for her so she can leave me to be with him.

She walks over to her purse and pulls out some divorce papers that shes already drawn up and puts them in front of my face to see while I'm still taking her bf from behind. I look at her with some uncertainty and anxiety about the entire proposal, but I'm also clearly turned on and enjoying the dick that I'm taking along with her new found power over me. Her, making 1 final attempt at getting what she wants by pushing me over the edge, positions herself under me with her slutty black knee high boots sitting right under my dangling cock which is flopping around while being taken by her bf. She looks up at me and says "look, i know you're feeling really confused right now, but we both know that you're better off living as a girl and I'm better off living with him. So why don't you just let his cock do its job, take you to orgasm and spill your worthless white cummies all over mommies black boots so I can finally be with a man?"

With that little bit of encouragement and humiliation I finally explode all over her boots, she walks over to sign the divorce papers, give me a huge kiss goodbye, takes off her cum covered boots for me to keep, puts on a brand new pair of Louboutins and walks out of the room with her new fiance.

Christinebitg

Re: Extreme Cuckold Fantasy

Unread post by Christinebitg » Sun Feb 20, 2022 9:11 pm

We have lived together for 15 years. A few years ago, she said she might fall in love with someone she dated and move in with him. She said if that happened, she would stay in touch like two girlfriends and tell me all about their sex life.

It quickly became one of my biggest fantasies. :)

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tito123177
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Re: Extreme Cuckold Fantasy

Unread post by tito123177 » Tue Feb 22, 2022 11:16 am

ucaneffher wrote:
Sat Feb 19, 2022 5:30 am
tito123177 wrote:
Thu Feb 17, 2022 8:05 am
ucaneffher wrote:
Tue Feb 15, 2022 8:39 am
CuckMan999 wrote:
Tue Feb 15, 2022 5:42 am
@ucaneffher

Wow, did she tell you about all of the sex that she was getting during your separation?

Of course, she kept me updated about everything she did.

Did you ever get to watch?

I never got to watch during out entire lifestyle experience.

Did she tease you about your situation?

of course, she enjoyed her freedom and always teased me about how her men got her in ways I couldn't and teased me a out how sexy she'd dress for them.

Were you still loyal and devoted to her the entire 18 months? Absolutely!

Did you do chores for her, by her gifts, take her shopping only to drop her off to him?

I am not quite that type of cuckold to enjoy degradation, humiliation, or sissification. I did not do chores or do any type of humiliation play but I did buy her sexy outfits from type to time.


I like the idea of making it an official separation or breakup so that other people are aware. They would see that she has a man, and that I am the still pining for her, trying to win her back.

That is exactly what happened. She was dating another man, fuckin him, living with him and everyone and their mom knew it but also saw me still after her and not letting the facts of her new relationship deter me from pursuing her.

And 18 months is nearly perfect, because it includes holidays, birthdays, Valentines Day, vacations, lots of opportunities for humiliating moments.

She sure spent a bunch of holidays and birthdays with other men. It was hot but annoying at the same time.


After you reconcile, people might still see her out with the other guy which even adds more humiliation to the situation! That’s always hot when other men in your life know that your wife or gf is a cheater because for some men, they see it as an opportunity to get some sex with no strings attached.

Many of my friends viewed her negatively and mentioned things to be careful, not knowing that I dreamed of her being promiscuous
That is so hot!! I would totally love to do this, but I think 18 months would be too much time for me, I would prefer to do it for 6 months with my wife, something similar I want to try is for her not telling her boyfriend I'm her husband and he moving with us, me being introduced as a room mate while they act as a couple all the time.
Tell me about it... It was supposed to be only a 12 month lease which I thought was a long time to live away from my gf while she was dating and living with her boyfriend but we both ended liking the arrangement so much that she actually extended an extra 6 months.

It was so sexy receiving the sexy pictures of her in the lingerie, underwear, and sexy outfits that she would wear at home. It was the biggest tease knowing she was currently wearing them for someone else and I was at home unable to have her like that.
Living a year and a half with that lifestyle seems pretty difficult to pull off, most men couldn't do it, I respect your compromise with being a true cuckold, I haven't chatted with any cuckold going as far as that, but sure it's hot!, I would prefer for him to move with us, so I can serve them cooking, cleaning, etc., she being exclusive to him while I have no sex at all, me sleeping on the couch and they on our bedroom.

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tito123177
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Re: Extreme Cuckold Fantasy

Unread post by tito123177 » Tue Feb 22, 2022 11:18 am

Christinebitg wrote:
Sun Feb 20, 2022 9:11 pm
We have lived together for 15 years. A few years ago, she said she might fall in love with someone she dated and move in with him. She said if that happened, she would stay in touch like two girlfriends and tell me all about their sex life.

It quickly became one of my biggest fantasies. :)
That would be so hot!, because of this thread I now have added that fantasy to my list, she moving with her boyfriend sometime.

Squirming69
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Re: Extreme Cuckold Fantasy

Unread post by Squirming69 » Wed Feb 23, 2022 6:13 am

shesmypornstar wrote:
Sat Feb 19, 2022 8:00 am
There are only 2 guys that my wife has expressed interest in. One is new, the other is the guy she probably would've married if she didn't marry me. A few years back she found out about my interest in cross-dressing, which shes supportive of. So my fantasy is that her an I meet up for a girls night out, I'm obviously all dressed up and looking hot. We meet a guy at the bar that hits on me, and she encourages me to flirt and have some fun with him.

We go back to the hotel with him and she tells me that I should let go and have some fun with him, she wants to watch. So me, playing the role of the girl starts hooking up with this guy while shes watching. Once he takes me from behind she comes over and tells me that she wants to see me cum from his cock being inside me. She goes and starts making out with him while hes taking me from behind, then she comes back down to my level to tell me that the man fucking me is "K" the guy she would've married if it wasn't for me. She and him have been seeing each other for a few months behind my back and he asked her to leave me. She told him that she would under the condition that he makes me cum with his cock. He agreed, so she set up a girls night out with me, and she really really needs me to cum for her so she can leave me to be with him.

She walks over to her purse and pulls out some divorce papers that shes already drawn up and puts them in front of my face to see while I'm still taking her bf from behind. I look at her with some uncertainty and anxiety about the entire proposal, but I'm also clearly turned on and enjoying the dick that I'm taking along with her new found power over me. Her, making 1 final attempt at getting what she wants by pushing me over the edge, positions herself under me with her slutty black knee high boots sitting right under my dangling cock which is flopping around while being taken by her bf. She looks up at me and says "look, i know you're feeling really confused right now, but we both know that you're better off living as a girl and I'm better off living with him. So why don't you just let his cock do its job, take you to orgasm and spill your worthless white cummies all over mommies black boots so I can finally be with a man?"

With that little bit of encouragement and humiliation I finally explode all over her boots, she walks over to sign the divorce papers, give me a huge kiss goodbye, takes off her cum covered boots for me to keep, puts on a brand new pair of Louboutins and walks out of the room with her new fiance.
Simply WOW - Now this is a creative Extreme Fantasy, that is OMG HOT!

I had a IRL experience that was not this extreme although this did remind me of something that happened some 20+ years ago.
Imagination can be more important then knowledge so be careful what you ask for!

Squirming69
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Re: Extreme Cuckold Fantasy

Unread post by Squirming69 » Wed Feb 23, 2022 6:31 am

Christinebitg wrote:
Sun Feb 20, 2022 9:11 pm
We have lived together for 15 years. A few years ago, she said she might fall in love with someone she dated and move in with him. She said if that happened, she would stay in touch like two girlfriends and tell me all about their sex life.

It quickly became one of my biggest fantasies. :)
I have to admit this sounds so very tempting. My current wife has made some similar statements and made it very clear to me that if she were to find Mr. Right, she would want to date him, have a full on relationship with him, possibly move in with him or have him move in with us. Not simply a sexual only relationship. She has pointed out that we already do things like two girlfriends. We do the Nail Spa together, Wax together, talk about other men as if we were girlfriends, and much more. So I can honestly see how your fantasy could work it self out. The questions is, would she also have a desire to divorce you also?
Imagination can be more important then knowledge so be careful what you ask for!

KevDi69
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Re: Extreme Cuckold Fantasy

Unread post by KevDi69 » Wed Feb 23, 2022 7:53 am

“Living a year and a half with that lifestyle seems pretty difficult to pull off, most men couldn't do it, I respect your compromise with being a true cuckold, I haven't chatted with any cuckold going as far as that, but sure it's hot!, I would prefer for him to move with us, so I can serve them cooking, cleaning, etc., she being exclusive to him while I have no sex at all, me sleeping on the couch and they on our bedroom.”

I like your approach. Especially if ‘no sex at all’ meant no masturbation (caged or not) so the only release would be if you had a wet dream!

Squirming69
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Re: Extreme Cuckold Fantasy

Unread post by Squirming69 » Wed Feb 23, 2022 2:33 pm

Jezza2543 wrote:
Sat Feb 12, 2022 9:19 pm
What about this… Wife and boyfriend become so attached that he comes and asks you if he can marry her. You approve, she accepts and becomes engaged to him (whilst still married to you). Nothing is imminent, so there is plenty of time for You to help them plan the big day and all the legalities such as your divorce that will need to happen. You know and accet that all this will happen, but there are a few years to go through, she is excited and as her husband you have to support and encourage the process
When in a prior Poly some 20+/- years ago, something similar to up (the wife and her boyfriend discussed the possibility of marriage and kids). It is indeed something that can help, not simply a fantasy!
Imagination can be more important then knowledge so be careful what you ask for!

Mysecret
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Re: Extreme Cuckold Fantasy

Unread post by Mysecret » Wed Feb 23, 2022 2:44 pm

CuckMan999 wrote:
Sat Feb 12, 2022 10:15 am
One of my more extreme cuckolding fantasies is for my wife to insist on a trial separation where I become her friend-zoned sugar daddy slave and devoted provider. During the separation I would put her up in a nice hotel or temporary corporate living condo, take her on shopping sprees, massage her feet when her lover is out, do her laundry and dry cleaning, buy her groceries, beg her to take me back, pamper her in every way, while she lives with her steady lover/boyfriend and teases me about all of the great sex he gives her, and threatens to leave me for him if I don’t continue to worship her. I could even wash her boyfriend’s car, do his laundry and dry cleaning, thank him for pleasing my wife in ways that never could, buy him gifts to give to my wife without her knowing, shadow them when they are out on dates and pay their bar and meal tabs. When she finally takes me back after several weeks or months, I take her back on her terms where she gets to keep her boyfriend and put extreme limitations on the intimacy that I am allowed to have ywith her while her boyfriends gets to have her in any way he wishes.

Has anyone ever considered something like this?

I am NOT looking for advice please, just looking to exchange ideas about this type of scenario with like minded people.
Very kinky and interesting fantasy. Have you talked to her about this? Perhaps you guys could start with some role-playing and see where it goes

shesmypornstar
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Re: Extreme Cuckold Fantasy

Unread post by shesmypornstar » Wed Feb 23, 2022 4:10 pm

Squirming69 wrote:
Wed Feb 23, 2022 6:13 am
shesmypornstar wrote:
Sat Feb 19, 2022 8:00 am
There are only 2 guys that my wife has expressed interest in. One is new, the other is the guy she probably would've married if she didn't marry me. A few years back she found out about my interest in cross-dressing, which shes supportive of. So my fantasy is that her an I meet up for a girls night out, I'm obviously all dressed up and looking hot. We meet a guy at the bar that hits on me, and she encourages me to flirt and have some fun with him.

We go back to the hotel with him and she tells me that I should let go and have some fun with him, she wants to watch. So me, playing the role of the girl starts hooking up with this guy while shes watching. Once he takes me from behind she comes over and tells me that she wants to see me cum from his cock being inside me. She goes and starts making out with him while hes taking me from behind, then she comes back down to my level to tell me that the man fucking me is "K" the guy she would've married if it wasn't for me. She and him have been seeing each other for a few months behind my back and he asked her to leave me. She told him that she would under the condition that he makes me cum with his cock. He agreed, so she set up a girls night out with me, and she really really needs me to cum for her so she can leave me to be with him.

She walks over to her purse and pulls out some divorce papers that shes already drawn up and puts them in front of my face to see while I'm still taking her bf from behind. I look at her with some uncertainty and anxiety about the entire proposal, but I'm also clearly turned on and enjoying the dick that I'm taking along with her new found power over me. Her, making 1 final attempt at getting what she wants by pushing me over the edge, positions herself under me with her slutty black knee high boots sitting right under my dangling cock which is flopping around while being taken by her bf. She looks up at me and says "look, i know you're feeling really confused right now, but we both know that you're better off living as a girl and I'm better off living with him. So why don't you just let his cock do its job, take you to orgasm and spill your worthless white cummies all over mommies black boots so I can finally be with a man?"

With that little bit of encouragement and humiliation I finally explode all over her boots, she walks over to sign the divorce papers, give me a huge kiss goodbye, takes off her cum covered boots for me to keep, puts on a brand new pair of Louboutins and walks out of the room with her new fiance.
Simply WOW - Now this is a creative Extreme Fantasy, that is OMG HOT!

I had a IRL experience that was not this extreme although this did remind me of something that happened some 20+ years ago.
Would love to hear how this played out IRL

Christinebitg

Re: Extreme Cuckold Fantasy

Unread post by Christinebitg » Thu Feb 24, 2022 9:17 am

tito123177 wrote:
Tue Feb 22, 2022 11:18 am
Christinebitg wrote:
Sun Feb 20, 2022 9:11 pm
We have lived together for 15 years. A few years ago, she said she might fall in love with someone she dated and move in with him. She said if that happened, she would stay in touch like two girlfriends and tell me all about their sex life.

It quickly became one of my biggest fantasies. :)
That would be so hot!, because of this thread I now have added that fantasy to my list, she moving with her boyfriend sometime.
Thanks, I'm glad you like it! :)

I absolutely would go along with it if she wanted to move in with a guy.

xoxoxo

Christine

Christinebitg

Re: Extreme Cuckold Fantasy

Unread post by Christinebitg » Thu Feb 24, 2022 9:20 am

Squirming69 wrote:
Wed Feb 23, 2022 6:31 am
Christinebitg wrote:
Sun Feb 20, 2022 9:11 pm
We have lived together for 15 years. A few years ago, she said she might fall in love with someone she dated and move in with him. She said if that happened, she would stay in touch like two girlfriends and tell me all about their sex life.

It quickly became one of my biggest fantasies. :)
I have to admit this sounds so very tempting. My current wife has made some similar statements and made it very clear to me that if she were to find Mr. Right, she would want to date him, have a full on relationship with him, possibly move in with him or have him move in with us. Not simply a sexual only relationship. She has pointed out that we already do things like two girlfriends. We do the Nail Spa together, Wax together, talk about other men as if we were girlfriends, and much more. So I can honestly see how your fantasy could work it self out. The questions is, would she also have a desire to divorce you also?
When we started seeing each other years ago, she told me that she would never get married again. She has held to her word.

Each of us has been married and divorced twice. This has been the longest lasting relationship for each of us.

Since we're not married, getting divorced is not an issue.

xoxoxo

Christine

Squirming69
Experienced
Posts: 212
Joined: Wed Jun 13, 2007 2:37 pm
Location: GA
Contact:

Re: Extreme Cuckold Fantasy

Unread post by Squirming69 » Sat Feb 26, 2022 3:40 pm

shesmypornstar wrote:
Wed Feb 23, 2022 4:10 pm
Squirming69 wrote:
Wed Feb 23, 2022 6:13 am
shesmypornstar wrote:
Sat Feb 19, 2022 8:00 am
There are only 2 guys that my wife has expressed interest in. One is new, the other is the guy she probably would've married if she didn't marry me. A few years back she found out about my interest in cross-dressing, which shes supportive of. So my fantasy is that her an I meet up for a girls night out, I'm obviously all dressed up and looking hot. We meet a guy at the bar that hits on me, and she encourages me to flirt and have some fun with him.

We go back to the hotel with him and she tells me that I should let go and have some fun with him, she wants to watch. So me, playing the role of the girl starts hooking up with this guy while shes watching. Once he takes me from behind she comes over and tells me that she wants to see me cum from his cock being inside me. She goes and starts making out with him while hes taking me from behind, then she comes back down to my level to tell me that the man fucking me is "K" the guy she would've married if it wasn't for me. She and him have been seeing each other for a few months behind my back and he asked her to leave me. She told him that she would under the condition that he makes me cum with his cock. He agreed, so she set up a girls night out with me, and she really really needs me to cum for her so she can leave me to be with him.

She walks over to her purse and pulls out some divorce papers that shes already drawn up and puts them in front of my face to see while I'm still taking her bf from behind. I look at her with some uncertainty and anxiety about the entire proposal, but I'm also clearly turned on and enjoying the dick that I'm taking along with her new found power over me. Her, making 1 final attempt at getting what she wants by pushing me over the edge, positions herself under me with her slutty black knee high boots sitting right under my dangling cock which is flopping around while being taken by her bf. She looks up at me and says "look, i know you're feeling really confused right now, but we both know that you're better off living as a girl and I'm better off living with him. So why don't you just let his cock do its job, take you to orgasm and spill your worthless white cummies all over mommies black boots so I can finally be with a man?"

With that little bit of encouragement and humiliation I finally explode all over her boots, she walks over to sign the divorce papers, give me a huge kiss goodbye, takes off her cum covered boots for me to keep, puts on a brand new pair of Louboutins and walks out of the room with her new fiance.
Simply WOW - Now this is a creative Extreme Fantasy, that is OMG HOT!

I had a IRL experience that was not this extreme although this did remind me of something that happened some 20+ years ago.
Would love to hear how this played out IRL
Sure - I will sent a DM with some highlights.
Imagination can be more important then knowledge so be careful what you ask for!

Squirming69
Experienced
Posts: 212
Joined: Wed Jun 13, 2007 2:37 pm
Location: GA
Contact:

Re: Extreme Cuckold Fantasy

Unread post by Squirming69 » Sat Feb 26, 2022 3:47 pm

Christinebitg wrote:
Thu Feb 24, 2022 9:20 am
Squirming69 wrote:
Wed Feb 23, 2022 6:31 am
Christinebitg wrote:
Sun Feb 20, 2022 9:11 pm
We have lived together for 15 years. A few years ago, she said she might fall in love with someone she dated and move in with him. She said if that happened, she would stay in touch like two girlfriends and tell me all about their sex life.

It quickly became one of my biggest fantasies. :)
I have to admit this sounds so very tempting. My current wife has made some similar statements and made it very clear to me that if she were to find Mr. Right, she would want to date him, have a full on relationship with him, possibly move in with him or have him move in with us. Not simply a sexual only relationship. She has pointed out that we already do things like two girlfriends. We do the Nail Spa together, Wax together, talk about other men as if we were girlfriends, and much more. So I can honestly see how your fantasy could work it self out. The questions is, would she also have a desire to divorce you also?
When we started seeing each other years ago, she told me that she would never get married again. She has held to her word.

Each of us has been married and divorced twice. This has been the longest lasting relationship for each of us.

Since we're not married, getting divorced is not an issue.

xoxoxo

Christine
Now that make since.
Imagination can be more important then knowledge so be careful what you ask for!

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