Want my wife to cuckold me with my best friend.

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johnswan
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Want my wife to cuckold me with my best friend.

Post by johnswan » Mon Aug 18, 2025 3:20 pm

Hi, I've been a lurker on this site for many years. But finally thought I would join and talk about my situation.

Basically, as per the title of this thread, I want my wife to cuckold me by her fucking my best friend.
I have made a brief intro on the New Member forum. But I'm aware that there isn't a lot of activity there. I know I'm still a wannabe, but after having these thoughts for so long, I feel I need to either do something about it, or try to move away from it altogether.

Of course, I can't help but feel that if I walk away, that I'll be missing out on something potentially so exciting. If the reality comes anywhere close to some of the fantasies that I have, then I'll definitely be missing out on something special.
I know that there are dangers in persuing these fantasies, in trying to make at least some of them come true. But, like a moth to a flame, I find it difficult to stay away.

A quick bit of background:

I met my best friend when I was about 12. I moved to a new school when my dad got a new job in a different part of the country. It was difficult at school, as the new boy, with the odd accent. So I got picked on a bit. One group of boys were quite persistent in trying to provoke me. But after some months, another boy, Greg, one day stood up for me. He basically brought the harassment to a stop. We got friendly, realised we had common interests, but also complemented each other too. He was more physical than me, already in the school football team (soccer for any US readers). I was more academic. I helped him on the school subjects he found difficult, and he looked out for me against those boys that had picked on me early on. And gave me status with other boys too.
We became firm friends.

As we got older and discovered girls, he was the one with the confidence to approach them, me less so. Before long he was having sex with them. I wasn't having any luck.
There was one girl that I went out with briefly. That went nowhere, and soon I was trying to find another girlfriend. A while later my friend Greg started going out with her. He'd made a mental note of her when she was with me, and when he found out she'd dropped me, he persued her. It wasn't long before he was fucking her. He knew I'd not got anywhere with her, sexually. And I did wonder what things she'd said about me, to him.
I did imagine him with her, fucking her. Sticking his dick where mine could have gone. I'd known for a while that he was much bigger in the dick department than I was. I'm average I suppose, but he was quite a bit above average. I did see his dick close up, not long after he claimed to be sexually active with girls. But that's another story for later. But it was significant to my journey.

Anyways, jumping ahead, I went off to university, Greg getting a job. At university I met a girl, and finally lost my virginity. Greg was able to visit me at uni on quite a number of occasions. He came drinking with us on quite a few evenings, with the three of us getting drunk in local pubs. He never tried anything on with Lucy, my girlfriend. But he did tease me sometimes, saying things like, to let him know straight away if Lucy ever became available. We'd always been able to swap banter with each other, him often reminding me how big he was in the dick department. It was all very good natured, but I trusted him fully as regards Lucy. And he never gave me reason to doubt that trust.

But I was slowly developing fantasies that involved him and Lucy. I found that it turned me on something bad when I had those 'pervy' thoughts. I tried to block them out. But they became my go to thoughts when masturbating.

Since university, me and Lucy have got married, Greg being the best man at our wedding. We are all now 26 years old, and living in the same area. We still socialise a lot with Greg. He's still working his way through as many of the girls in our neighborhood as he can. And I know that he had a short affair with a married woman. Which obviously sent my fantasies back into hyperdrive.

Now, all my fantasies revolve around Greg fucking my wife.
Would he? He'd try to resist, and I'm sure he wouldn't do it behind my back. He could have tried before now, but hasn't. But if I gave him the green light I don't think his moral compass would guide him for too long.
Would Lucy be up for it? If asked straight out, she'd say "No way". But, she is quite open minded and sexually is ok with trying different things. I think she could be persuaded.

The reason I finally decided to join this forum was after reading the thread from anondesires, called 'Recently started getting fantasies'. It has elements of the same situation as me, but he has jumped in with both feet and progressed well into the cuckold stage. A large part of me wants to achieve what he has. But not necessarily via the same path. And perhaps not at that speed, which I'd find a bit scary.

I know that if I'm to make progress, then I'm going to have to have a conversation with my wife. I'm just trying to decide on the best way to take this forward.

To be honest, I'm not entirely sure why I'm posting here, writing down personal things. But I do feel the need to talk to people that understand this mind set, this strange desire to see the lady you love get fucked by someone else. And even better/worse, by your best friend.

I've written way more than I intended, but have still only given a brief idea of how I got to where I am.

I'll try to answer questions if anybody has any, but I don't get much opportunity to spend long sessions on here, so you might have to be patient. I'll try to give more detail of my past, if anyone's interested.

Thanks for reading.

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Re: Want my wife to cuckold me with my best friend.

Post by Teensy1 » Mon Aug 18, 2025 4:31 pm

I empathize with your fantasy. I badly wanted my wife to fuck my best friend since we were teenagers. When we were newly married he came to visit. He’d been divorced from his buxom bride for six months and was beyond horny. When he arrived she kissed him a warm hello and he playfully pushed her onto the guest bed and began dry humping her. We all giggled and then I noticed that she had her legs wrapped around his waist and that he was squeezing her huge breasts. When he stood up I saw that he had come I his pants. My wife later told me that her panties were wet and her nipples hard. I still wish I had encouraged them to keep going. I would loved to see him balls-deep in my bride. I knew she’d eventually cuckold me but I wish it had been with him. Have you ever asked Lucy whether she is attracted to Greg? If so, why not have him over for drinks, make yourself scarce for a while and let hormones do the rest.

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Re: Want my wife to cuckold me with my best friend.

Post by njprofessor » Mon Aug 18, 2025 4:36 pm

johnswan wrote:
Mon Aug 18, 2025 3:20 pm
Hi, I've been a lurker on this site for many years. But finally thought I would join and talk about my situation.

Basically, as per the title of this thread, I want my wife to cuckold me by her fucking my best friend.
I have made a brief intro on the New Member forum. But I'm aware that there isn't a lot of activity there. I know I'm still a wannabe, but after having these thoughts for so long, I feel I need to either do something about it, or try to move away from it altogether.

Of course, I can't help but feel that if I walk away, that I'll be missing out on something potentially so exciting. If the reality comes anywhere close to some of the fantasies that I have, then I'll definitely be missing out on something special.
I know that there are dangers in persuing these fantasies, in trying to make at least some of them come true. But, like a moth to a flame, I find it difficult to stay away.

A quick bit of background:

I met my best friend when I was about 12. I moved to a new school when my dad got a new job in a different part of the country. It was difficult at school, as the new boy, with the odd accent. So I got picked on a bit. One group of boys were quite persistent in trying to provoke me. But after some months, another boy, Greg, one day stood up for me. He basically brought the harassment to a stop. We got friendly, realised we had common interests, but also complemented each other too. He was more physical than me, already in the school football team (soccer for any US readers). I was more academic. I helped him on the school subjects he found difficult, and he looked out for me against those boys that had picked on me early on. And gave me status with other boys too.
We became firm friends.

As we got older and discovered girls, he was the one with the confidence to approach them, me less so. Before long he was having sex with them. I wasn't having any luck.
There was one girl that I went out with briefly. That went nowhere, and soon I was trying to find another girlfriend. A while later my friend Greg started going out with her. He'd made a mental note of her when she was with me, and when he found out she'd dropped me, he persued her. It wasn't long before he was fucking her. He knew I'd not got anywhere with her, sexually. And I did wonder what things she'd said about me, to him.
I did imagine him with her, fucking her. Sticking his dick where mine could have gone. I'd known for a while that he was much bigger in the dick department than I was. I'm average I suppose, but he was quite a bit above average. I did see his dick close up, not long after he claimed to be sexually active with girls. But that's another story for later. But it was significant to my journey.

Anyways, jumping ahead, I went off to university, Greg getting a job. At university I met a girl, and finally lost my virginity. Greg was able to visit me at uni on quite a number of occasions. He came drinking with us on quite a few evenings, with the three of us getting drunk in local pubs. He never tried anything on with Lucy, my girlfriend. But he did tease me sometimes, saying things like, to let him know straight away if Lucy ever became available. We'd always been able to swap banter with each other, him often reminding me how big he was in the dick department. It was all very good natured, but I trusted him fully as regards Lucy. And he never gave me reason to doubt that trust.

But I was slowly developing fantasies that involved him and Lucy. I found that it turned me on something bad when I had those 'pervy' thoughts. I tried to block them out. But they became my go to thoughts when masturbating.

Since university, me and Lucy have got married, Greg being the best man at our wedding. We are all now 26 years old, and living in the same area. We still socialise a lot with Greg. He's still working his way through as many of the girls in our neighborhood as he can. And I know that he had a short affair with a married woman. Which obviously sent my fantasies back into hyperdrive.

Now, all my fantasies revolve around Greg fucking my wife.
Would he? He'd try to resist, and I'm sure he wouldn't do it behind my back. He could have tried before now, but hasn't. But if I gave him the green light I don't think his moral compass would guide him for too long.
Would Lucy be up for it? If asked straight out, she'd say "No way". But, she is quite open minded and sexually is ok with trying different things. I think she could be persuaded.

The reason I finally decided to join this forum was after reading the thread from anondesires, called 'Recently started getting fantasies'. It has elements of the same situation as me, but he has jumped in with both feet and progressed well into the cuckold stage. A large part of me wants to achieve what he has. But not necessarily via the same path. And perhaps not at that speed, which I'd find a bit scary.

I know that if I'm to make progress, then I'm going to have to have a conversation with my wife. I'm just trying to decide on the best way to take this forward.

To be honest, I'm not entirely sure why I'm posting here, writing down personal things. But I do feel the need to talk to people that understand this mind set, this strange desire to see the lady you love get fucked by someone else. And even better/worse, by your best friend.

I've written way more than I intended, but have still only given a brief idea of how I got to where I am.

I'll try to answer questions if anybody has any, but I don't get much opportunity to spend long sessions on here, so you might have to be patient. I'll try to give more detail of my past, if anyone's interested.

Thanks for reading.
I really do appreciate that you provided all of this background info. But based on what you wrote, this would be a very, very bad idea to execute in real life. Yes, I realize that you and your best friend are close, but I think you're confusing cuckolding and watching your wife fuck someone else - and making that guy ur best friend.

This has disaster written all over it.

But you have the right idea. Which is odd

So yes, your wife will only fuck a guy who is ur friend, but you need to make a "new" friend whose only purpose is to fuck ur wife. If that makes sense? I have become friends with a lot of husbands who had this desire, and the only reason the wife ended up fucking me was because I was not a total stranger - at least in her eyes. The fact that the husband presented me as a friend, made the wife trust me. And because she trusted me, she wasn't nervous about talking to me.

And since the hubby was supportive, she was more open to being open.

if that makes sense.

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Re: Want my wife to cuckold me with my best friend.

Post by Firesuite » Mon Aug 18, 2025 5:51 pm

One general idea for introducing the idea of non-monogamy in general to your wife is by you getting a copy of Esther Perel's book "Mating in Captivity" ... its one of those books that has been translated into a variety of languages. Have a read of it and suggest your wife reads it too.
Perhaps rather than jumping in cold straight into suggesting your wife sleeps with your best friend... or conversely getting your best friend to hit on your wife without her knowing. You can start by non-monogamous shared fantasies with your wife in bed whilst having sex... take it from there, let it grow organically. You could take the initiative and share your own fantasies about her fucking someone else.
You might be surprised... perhaps there is someone already hitting on her that you don't know about? Perhaps she really would be open to the idea of fucking Greg? Or not? My suggestion would be to be open, be flexible and put your wife's sexual desire first... fan its flames but don't try to direct where the fire goes too much... you might find the flames go out if you do.
Those are my thoughts for what they are worth. At the very least you might find it a lot of fun to share sexual fantasies about her fucking other men whilst you and her are having sex together... It's a safe starting point and you never know, opens the door to potential happenings of her own liking at her own pace when she is ready!
Best of luck and please keep us posted of your progress.

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Re: Want my wife to cuckold me with my best friend.

Post by joel68 » Mon Aug 18, 2025 6:12 pm

Can you describe you guys? You, your friend, and Lucy?

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Re: Want my wife to cuckold me with my best friend.

Post by jane » Mon Aug 18, 2025 8:11 pm

Well if you tell your wife, just be careful what you wish for

johnswan
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Re: Want my wife to cuckold me with my best friend.

Post by johnswan » Mon Aug 18, 2025 10:47 pm

Wow! Just logged in again this morning and 6 replies already. I nearly didn't bother logging in, as I thought I might need to wait a day or two.

Teensy1 (like the username!), thanks for that story. A pity your friend didn't persue things further. I can imagine that he must have been very embarrassed cumming in his pants. Did you realise that at the time?

"Have you ever asked Lucy whether she is attracted to Greg? If so, why not have him over for drinks, make yourself scarce for a while and let hormones do the rest."
They (Lucy and Greg) get on well. He's fun to be with, and has good stories to tell. Lucy says that she doesn't really approve of the way he treats women. That's her feminist side talking. But it doesn't stop her from asking about his latest. He has gotten used to talking about his relationships and over time he knows he can be quite graphic and somewhat crude. Lucy sometimes admonishes him. But she knows he's not a bad guy. She tells me that he's just oversexed. I'm pretty sure that she gets hot hearing about his adventures. I think I've been the beneficiary of that, when we've got in bed later.
I know he fancies Lucy, but to be honest (and no disrespect to my wife) he pretty much fancies anything female. He's told me, privately, that I'm a very lucky guy. But he's always been careful to not say anything explicit to her. That doesn't stop him from being flirty with her though. But it's all taken in good fun. I know Lucy likes to flirt with him too. She doesn't like to come across as a wallflower or a prude. Which she definitely isn't.

johnswan
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Re: Want my wife to cuckold me with my best friend.

Post by johnswan » Mon Aug 18, 2025 11:04 pm

Sorry, these replies are going to take ages. The forum is mega slow this morning, and I keep getting 'Bad gateway' messages. I might have to finish replying later.

But, to njprofessor, I understand what you are saying, and I'm not rushing into this. I have refrained from saying anything to Lucy, so far.

But she's very open to sexual variations, and already knows that I have a lot of kinky ideas. Which she likes and is happy to indulge me with. She loves that I'm not vanilla. She sometimes refers to me as "my little kinkster".
I think that, at worst, she would just say no. And if that was the case I'd just have to learn to accept it and keep things in the realms of fantasy. I wouldn't want to push her into something she wouldn't want to do. Not that she'd let me anyway. She has her own mind and isn't afraid to say no.
But, eventually, I know I need to come clean about my fantasies/desires. It's just finding the right time and method.

johnswan
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Re: Want my wife to cuckold me with my best friend.

Post by johnswan » Mon Aug 18, 2025 11:23 pm

Fire suite, I'll try and find the book you mentioned.

I think you are right about not trying to direct things too much. I've read lots of threads in the Cuckold forum where it's actually only about the cuck and his desires. I know it can be difficult when you have a strong itch that needs to be scratched. But you have to remember that there's two people involved, hopefully three. And they won't all be arriving at the situation from exactly the same perspective. It's not just about the cuck. It's easy to get a sort of tunnel vision about this kink.
Thanks for your perspective.

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Re: Want my wife to cuckold me with my best friend.

Post by johnswan » Mon Aug 18, 2025 11:27 pm

joel68 wrote:
Mon Aug 18, 2025 6:12 pm
Can you describe you guys? You, your friend, and Lucy?
Hi joel68, I will take some time, later, to give some description of us. I know it helps people to visualise. But I'm running out of time now. Bear with me, and thanks for asking.

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Re: Want my wife to cuckold me with my best friend.

Post by johnswan » Mon Aug 18, 2025 11:33 pm

jane wrote:
Mon Aug 18, 2025 8:11 pm
Well if you tell your wife, just be careful what you wish for
Hi Jane, and thanks for your comment. I'm going into this with my eyes, and mind, wide open. I know there might be unintended consequences. But life is like that. You sometimes need to take calculated risks. Wouldn't life be boring otherwise? :shock:

I have learnt a lot from this forum over the years. And I think I'm going forward with that extra knowledge, all the better prepared.

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Re: Want my wife to cuckold me with my best friend.

Post by wannabecUKold » Tue Aug 19, 2025 12:30 am

Terrible idea, in the cold light of day! If done badly, could damage your relationships with wife and friend.

But of course you masturbate about it.

I would suggest a very casual approach, a slow burn. Nudity. Get your wife used to getting her clothes off. Topless then total. Go to places like the south of France where being naked is normal. At 26 she will have a body that in later years she will yearn for and wished she had shown off. Get boudoir photographs of her for her (or your) birthday. Also visit the best swingers clubs (like the one in Belgium often mentioned here, forgotten the name) where she can get naked without pressure.

You too must get used to being naked too. Shaved fully to show off your cock and your sexual attitude.

Then the best friend. It will be easy to get him on holiday with you. In the right place you can all get naked together. Get some fun photos. Play around naked. Play strip poker. So that your girl sees his cock. He sees her whole body. And you're all cool about it.

You also need to chat to your friend. How much do you in fact chat or are you just blokes who do things together? What are his views on sex and fidelity and your wife? Or is he a club guy for whom sex is smutty jokes? No use. He needs to be open to admitting his sexual desires and hearing yours.

Chat too with your wife, so she understands the sort of sexual being you are - for whom sex should be a normal non-taboo topic and action.
You want to create an ambience where being sexual is normal not shoved under the carpet.

Others have suggested a straight talk with your wife that you want him to fuck her. But only if you can judge that the reaction will not be horrified or disgusted, but instead intrigued and curious. Your sex life needs to be in a good place and your sex communications good too. That said, once the idea is spoken, she won't forget it. It will sit in her mind, and her reaction to him will be influenced by the thought. Same for the friend in the opposite direction after you speak to him. Then they will take the opportunities to be naked and sexual together.

Good luck

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Re: Want my wife to cuckold me with my best friend.

Post by surry » Tue Aug 19, 2025 2:02 am

Talk to your wife and Greg. Get Greg to kiss her hello and goodbye. Tell Greg and Lucy they look together. If she thinks Greg is over sexed, that means she wants him to fuck her. Tell Greg what she said, and tell Lucy maybe she should try to satisfy him. Once they innocently start to flirt, it won't be long before they are fucking. With my wife, our best friend was like Greg. We talked about sex, and I showed him naked pictures of my wife. I told my wife, and she said, "Did he like it?" She was not mad. Then it happened. He and my wife were on the couch and started kissing. I went to the bathroom, and when I came out, they were gone. I found them in the bedroom fucking. It was wonderful. As long as you three can discuss it and still remain friends. Set some rules.

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Re: Want my wife to cuckold me with my best friend.

Post by Teensy1 » Tue Aug 19, 2025 2:41 am

My wife and I both noticed that my friend creamed himself. The stain was unmissable and he was embarrassed. But both of them noticed that I had an erection, too, Later my wife sheepishly said that when he began humping her and squeezing her breasts that her natural instincts took over. She observed that I didn’t stop them, that I must have enjoyed watching because I got hard, I admitted that I was turned on and that I wouldn’t have minded if they’d kept going. That’s when I knew that I wanted to be a cuck. We didn’t see him for a couple of years after that and by then he was married. She and I had talked about him and she said that she would have liked to fuck him if I was ok with it but since he had a wife, who she liked, that she never would. So it ended there. Lucy clearly is intrigued by Greg since she asks about his conquests. I’d casually ask her if she ever might be interested in having sex with him and see what she says. If she isn’t I’m sure she’ll let you know. If she says she might be I would let her know that you wouldn’t mind. Then let it proceed from there the next time he’s around. It needs to be Lucy’s idea. She can’t feel that she’s being pushed into it to satisfy your fantasy. If Lucy wants to fuck him she’ll find a way to make it happen. Yhe question then would be what effect it will have on your marriage and whether you’re prepared for it to be negative. One thing you remember, since you’ve obviously got the itch: once a cuck, always a cuck. Good luck!

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Re: Want my wife to cuckold me with my best friend.

Post by johnswan » Tue Aug 19, 2025 2:55 pm

Hi wannabe cuckold, and thanks for your long post. I don't really have time to give a detailed response to what you have written, so my apologies. Hopefully, as I give some more detail in future posts, I will effectively respond much better to what you've said.
Just a few comments for now. Lucy has always been comfortable going topless on the beach, if it's appropriate/acceptable. I've always encouraged this, unsurprisingly. She has the boobs to show off, a 34 or 36 D, DD, or E. I've given a range of sizes, as those are the different bra sizes she mostly has. It seems that bra sizes, cups etc vary tremendously. However, let's just say that she is proud of them and doesn't mind showing them off, where appropriate. We have also tried a naturist beach a few times. We were on one part of the beach in Spain, and went for a little walk, finding that we were soon in a naturist area of the beach. I asked Lucy if she was happy to stay in that area. She was, and stripped off faster than I did. I was concerned about getting an erection, so laid on my front for a while, until I was more confident of not making an exhibition of myself!
What did surprise me a bit, was that the men walking along the beach weren't shy in looking at the various women laid out (and maybe the men for all I knew!). Some of them were quite blatant in staring! I did mention this to Lucy, and she said she'd already noticed it. After a while I noticed that she'd positioned herself with one foot pulled nearer to her, with her knee high up, and slightly apart. It's a bit difficult to describe the precise position, but it had the effect of allowing her pussy lips to peel slightly apart. I confirmed with her, later on, that the position was deliberate. She said to me that, seeing as we were naked on the beach, by choice, then we couldn't really complain if people looked at our bodies. Just as we could look at them. Essentially she just enjoyed displaying herself as much as possible. It certainly raised our libido that evening!
So she's comfortable about showing her body, when she wants to. Oh, and I persuaded her, very soon after meeting her, to shave her pussy, something which she has continued to do.

"Others have suggested a straight talk with your wife that you want him to fuck her. But only if you can judge that the reaction will not be horrified or disgusted, but instead intrigued and curious."

I'm not sure about a 'straight talk', if you mean laying it all out in front of her in one go. Maybe you aren't quite suggesting that. Either way, I'm sure that I'll need to take it step by step. I'd be more comfortable that way, able to gauge reaction before moving the discussion forward later on. I'm confident that her reaction won't be "horrified or disgusted". She's never reacted negatively to any of the other non-vanilla sexual things I've suggested. Of course, this might be a step too far (her fucking someone else), so I think it's wise to take it in small steps. That way, if I think I'm getting any resistance or reluctance, I can slow things down or stop and think again.
If she's reluctant or unwilling to do things in reality, then I'd be ok with just incorporating talk of another man within shared fantasies.

We'll have to see. Thanks again for your post. I appreciate the time that goes into the posts that people are making.

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Re: Want my wife to cuckold me with my best friend.

Post by johnswan » Tue Aug 19, 2025 3:04 pm

Thanks Teensy1 for your explanation of what happened with your friend. It's good that this was one of the inspirations for you to take the cuckolding idea forward.
It's surprising how sometimes quite small incidents can have such big consequences on your later life. Good that things have worked out for you.
I thank you also for your other comments and pointers on how I might best progress things. It's appreciated.

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Re: Want my wife to cuckold me with my best friend.

Post by hornedhubby » Tue Aug 19, 2025 3:48 pm

You are posting your story on the cuck side of OHW and mentioned the anon thread, which goes from zero to Warp 5 pretty much right away.

You are a young couple. You value your best friend.

Your ramp to sharing your wife does not have to be a steep or drastic. Rather than turn your best friend into your wife's bull, why not work toward a threesome?

All three of you may find that to be a more comfortable transition, one that you can build upon if it clicks or laugh off if it doesn't.

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Re: Want my wife to cuckold me with my best friend.

Post by coastalkid » Tue Aug 19, 2025 4:15 pm

johnswan wrote:
Mon Aug 18, 2025 11:33 pm
jane wrote:
Mon Aug 18, 2025 8:11 pm
Well if you tell your wife, just be careful what you wish for
Hi Jane, and thanks for your comment. I'm going into this with my eyes, and mind, wide open. I know there might be unintended consequences. But life is like that. You sometimes need to take calculated risks. Wouldn't life be boring otherwise? :shock:

I have learnt a lot from this forum over the years. And I think I'm going forward with that extra knowledge, all the better prepared.
I totally understand NOT wanting to miss out on an amazing experience. It's a good thing that you've spent a good deal of time on this forum. I've learned a lot here too!

You've had a chance to read and see the full spectrum of how people do their lifestyle by being a member here. You've probably read how there's always some inevitable progression and evolution that goes along over time. You'll be more ready and can anticipate those scenarios. It's hard to read posts here and not think about what you would do in this or that persons position. Surely you've already done a good bit of that.

Calculated risks are only "calculated" because you've had time to consider and weigh out the possible outcomes. In ways the best friend and wife scenario outwardly seem risky for a multitude of reasons but, these are also people that you've known better and longer than others. You may feel more comfortable with someone you trust that understands your risk/vulnerable position.

There's another thread on the Cuckold forum that is a bf and gf and he's being cucked by his best friend. It's titled, "Recently started getting fantasies. How to cope with it?" viewtopic.php?f=6&t=76073. You should check it out.
Hope is not a strategy but it's still good to have! Especially if you don't have a strategy!
I get my denial the old fashion way, I married vanilla!

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coastalkid
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Re: Want my wife to cuckold me with my best friend.

Post by coastalkid » Tue Aug 19, 2025 4:20 pm

johnswan wrote:
Mon Aug 18, 2025 11:33 pm
jane wrote:
Mon Aug 18, 2025 8:11 pm
Well if you tell your wife, just be careful what you wish for
Hi Jane, and thanks for your comment. I'm going into this with my eyes, and mind, wide open. I know there might be unintended consequences. But life is like that. You sometimes need to take calculated risks. Wouldn't life be boring otherwise? :shock:

I have learnt a lot from this forum over the years. And I think I'm going forward with that extra knowledge, all the better prepared.
I totally understand NOT wanting to miss out on an amazing experience. It's a good thing that you've spent a good deal of time on this forum. I've learned a lot here too!

You've had a chance to read and see the full spectrum of how people do their lifestyle by being a member here. You've probably read how there's always some inevitable progression and evolution that goes along over time. You'll be more ready and can anticipate those scenarios. It's hard to read posts here and not think about what you would do in this or that persons position. Surely you've already done a good bit of that.

Calculated risks are only "calculated" because you've had time to consider and weigh out the possible outcomes. In ways the best friend and wife scenario outwardly seem risky for a multitude of reasons but, these are also people that you've known better and longer than others. You may feel more comfortable with someone you trust that understands your risk/vulnerable position.

There's another thread on the Cuckold forum that is a bf and gf and he's being cucked by his best friend. It's titled, "Recently started getting fantasies. How to cope with it?" viewtopic.php?f=6&t=76073. You should check it out.
Hope is not a strategy but it's still good to have! Especially if you don't have a strategy!
I get my denial the old fashion way, I married vanilla!

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Re: Want my wife to cuckold me with my best friend.

Post by johnswan » Tue Aug 19, 2025 11:02 pm

hornedhubby wrote:
Tue Aug 19, 2025 3:48 pm
You are posting your story on the cuck side of OHW and mentioned the anon thread, which goes from zero to Warp 5 pretty much right away.

You are a young couple. You value your best friend.

Your ramp to sharing your wife does not have to be a steep or drastic. Rather than turn your best friend into your wife's bull, why not work toward a threesome?

All three of you may find that to be a more comfortable transition, one that you can build upon if it clicks or laugh off if it doesn't.
Hi hornedhubby, and thanks for your comment.
Yes, I wasn't sure whether to post in this forum or in the Wannabe one. I sort of feel more at home here in the Cuckold forum, this having been my 'go to' section when opening the site. And I seriously want to progress things to my being cuckolded. And, by finally plucking up the courage to join this site after many years lurking, I hope that this might spur me on to turn fantasy into reality.

Yes, the 'anon' thread was my final catalyst for joining. Up until I started reading his thread I had prevaricated about joining, thinking that I didn't really have much to contribute.
His thread has been quite inspiring. However, I am quite alarmed by how fast things have developed for him. Ok, it's pleasing from an audience member point of view, but it must be difficult to keep control of things when events move so fast. I realise, of course, that once the 'cat is out of the bag' (to use an old expression) you might not be able to control things. That's why I'd prefer to take things more slowly, do as much prep as possible and not let things go crazy. Ok, better said than done, I know. But better to try.
I know that a slower burn thing is not as exciting for the guys, or girls, here to read. But, I'm not doing this for people's entertainment.
Having said that, I do quite like the voyeuristic/exhibitionistic element to my posting here, about my wife, my sex life and my sexual desires.

You mentioned about starting as a threesome thing. And if that's the way that I feel Lucy might prefer, then I'd go with that. Having said that, my preference would be that Lucy is at least aware of how I would prefer things to go, which is with a cuckolding dynamic.

I did briefly mention, in my New Members Intro thread, that Lucy and I have some sex sessions where I'm submissive and she's dominant. She is comfortable with that, and does actually enjoy being dominant. We are both quite competitive, and she enjoys having the opportunity, now and then, to 'put me in my place'. i think her dominant side might come in handy in the future😀
I'll try to expand on those dom/sub sessions more fully, when time allows.

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Re: Want my wife to cuckold me with my best friend.

Post by johnswan » Tue Aug 19, 2025 11:16 pm

coastalkid wrote:
Tue Aug 19, 2025 4:15 pm
I totally understand NOT wanting to miss out on an amazing experience. It's a good thing that you've spent a good deal of time on this forum. I've learned a lot here too!

You've had a chance to read and see the full spectrum of how people do their lifestyle by being a member here. You've probably read how there's always some inevitable progression and evolution that goes along over time. You'll be more ready and can anticipate those scenarios. It's hard to read posts here and not think about what you would do in this or that persons position. Surely you've already done a good bit of that.

Calculated risks are only "calculated" because you've had time to consider and weigh out the possible outcomes. In ways the best friend and wife scenario outwardly seem risky for a multitude of reasons but, these are also people that you've known better and longer than others. You may feel more comfortable with someone you trust that understands your risk/vulnerable position.

There's another thread on the Cuckold forum that is a bf and gf and he's being cucked by his best friend. It's titled, "Recently started getting fantasies. How to cope with it?" viewtopic.php?f=6&t=76073. You should check it out.
Thanks coastalkid, I agree with what you've said. This forum has been an education as well as an inspiration. Ok, there are many threads that have inspired my own fantasies and I've had a lot of fun (ahem😳) reading and thinking about them.
But, over time, I've come to realise the dangers, pitfalls etc, that are involved. And these are not to be ignored or taken lightly. As people sometimes say, "think with the brain in your head, not the one in your dick".

You mentioned the thread 'Recently started getting fantasies.....'. This is the thread that inspired me to finally join the forum. So, thanks go to you 'anon'.

luvwives999
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Re: Want my wife to cuckold me with my best friend.

Post by luvwives999 » Wed Aug 20, 2025 12:27 am

My wife did, our story here viewtopic.php?t=76161&p=1556438#p1556438

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Re: Want my wife to cuckold me with my best friend.

Post by allways » Wed Aug 20, 2025 11:45 pm

Hi Johnswan; There are quite a few stories on here that I believe are pure fantasy..... However our story is genuine but stranger than many of the fantasy stories you read on here but 100% true. Your young. You have a lifetime to accomplish this if you so desire. Looking back on the mistakes I made, (It almost cost us our marriage) I was using my little head rather than my big head in pushing the cuckolding. In the end it worked out because the guy I focused on was ideal. Happily married, a gym junky, hung and genuinely just a nice guy that the wife still loves to be around after 25 years of playing.
My message is go slowly and communicate gradually. Make her realise this turns you on but you will never look at another woman and its ok if she doesn't want to go there, She will if you don't push and it is her that wants it.

In every marriage there are times when the lust and enjoyment wanes. The great part of being cuckolded is if played right the reclaiming reignites the lust that you had earlier in the relationship.Routine can lead to not appreciating that you have. Sharing your wife can be a spark. To do that you both have to be happy and that requires constantly communicating honestly. In other words baring your soul.That my friend takes a lot of effort.

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Re: Want my wife to cuckold me with my best friend.

Post by allways » Wed Aug 20, 2025 11:47 pm

Hi Johnswan; There are quite a few stories on here that I believe are pure fantasy..... However our story is genuine but stranger than many of the fantasy stories you read on here but 100% true. Your young. You have a lifetime to accomplish this if you so desire. Looking back on the mistakes I made, (It almost cost us our marriage) I was using my little head rather than my big head in pushing the cuckolding. In the end it worked out because the guy I focused on was ideal. Happily married, a gym junky, hung and genuinely just a nice guy that the wife still loves to be around after 25 years of playing.
My message is go slowly and communicate gradually. Make her realise this turns you on but you will never look at another woman and its ok if she doesn't want to go there, She will if you don't push and it is her that wants it.

In every marriage there are times when the lust and enjoyment wanes. The great part of being cuckolded is if played right the reclaiming reignites the lust that you had earlier in the relationship.Routine can lead to not appreciating that you have. Sharing your wife can be a spark. To do that you both have to be happy and that requires constantly communicating honestly. In other words baring your soul.That my friend takes a lot of effort.

johnswan
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Joined: Fri Aug 15, 2025 10:17 pm

Re: Want my wife to cuckold me with my best friend.

Post by johnswan » Thu Aug 21, 2025 8:30 am

allways wrote:
Wed Aug 20, 2025 11:45 pm
I was using my little head rather than my big head in pushing the cuckolding. In the end it worked out because the guy I focused on was ideal. Happily married, a gym junky, hung and genuinely just a nice guy that the wife still loves to be around after 25 years of playing.
My message is go slowly and communicate gradually. Make her realise this turns you on but you will never look at another woman and its ok if she doesn't want to go there, She will if you don't push and it is her that wants it.
Thank you allways for your thoughtful post. Glad that things didn't end badly for you.
Your post inspired me, knowing that there are people that have navigated this 'affliction' 😁, and lived to tell the tale.
I wonder if there is a website for 'cuckold obsession' survivors somewhere, to help those with this terrible disease! ,😀. Only joking!

More seriously, I wholeheartedly endorse your advice to give priority to the big brain, not the little one in your dick. Oh, and no offence to those that give the little brain priority. We are all adults, and must make our own choices.

I've no intention of rushing this. And if you are a 'rusher' then good for you, your choice, your call.

Apologies in advance for any readers who are hoping for a 100mph dash to full on cuckoldry within weeks. This might not be the thread for you. In fact, there's no guarantee that this thread will ever report any actual cuckolding. I certainly hope it will, and I'll happily report it here.

But me and Lucy are thoughtful and careful people. But, we do take risks.....just calculated ones, knowing what the dangers might be.

If you like to watch a car crash, you'll need to go elsewhere. Sorry.

But it is my strong intention and desire to persue the path to being a cuck.

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