Want my wife to cuckold me with my best friend.

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

Post by ferrisandrews » Thu Aug 21, 2025 12:50 pm

We've had a couple of friends, one in particular, that we seriously considered approaching. In the end we decided that any mistakes made are more tolerable for those who aren't in our friends circle. It's not that it can't work, but the potential to more negatively affect you is higher.

I know that doesn't help but in the end you'll just have to weigh the risks.
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Re: Want my wife to cuckold me with my best friend.

Post by Dream Weaver » Thu Aug 21, 2025 1:00 pm

No matter what, people are going to find out. Maybe they will be cool with it. Frankly I think if they aren't cool with it, they don't deserve your friendship. That's the away I look at it.

That being said, if he's really your friend it won't be a huge deal. That's not to say it won't be stressful. I always favored the friend route over the stranger route. People I don't know are basically disgusting. LOL. My personal quirk.

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

Post by sconesy73 » Thu Aug 21, 2025 1:24 pm

Dream Weaver wrote:
Thu Aug 21, 2025 1:00 pm
No matter what, people are going to find out.
Not always! My partner S had a bull that was also one of our friends for over 20 years and none of our other friends had any idea. It worked perfectly and us all knowing each other helped because we all trusted each other.
Partner of S. Here's our story 😊

viewtopic.php?f=6&t=76276

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

Post by johnswan » Thu Aug 21, 2025 2:03 pm

Thank you ferrisandrews, Dream Weaver and sconesy73.
I know there are lots of views on the best or preferred ways to go about this. That's one thing I certainly learnt from reading this forum over the years, that there's no 1 way.
There are a number of reasons why I'd prefer it was my best friend, not the least of which is that I simply find that to be the hottest option. But to explain the reasons more fully would take a lot more time. I'll try and do that in a later post.

I do appreciate the comments. Thanks guys and gals.
Oh, and I know it's been mainly guys commenting so far, and please continue to do so.
But if there are any ladies who have comments I'd like to hear them too. Any ladies here that have been/are still the wife/girlfriend of a man that has introduced her into the cuckold lifestyle.....I'd love your perspective.
The title of my thread states "best friend".
And that's my preference for the person who id most like to cuck me.
It wouldn't be a case of "him or nobody". If Lucy said she was absolutely against it being Greg, but would consider someone else, then I'd settle for that. Who knows, maybe Greg could be included later, Lucy permitting. Or maybe Lucy doesn't want to do it in reality, then I'd settle for her having an imaginary man that fucks me, maybe a lover I'm forbidden to meet, or whatever we might decide would work. Or, if she turns up her nose at the whole idea? Well, I'll try my puppy dog look, and some fake tears and tug on her guilty conscience, and see how that goes. Sometimes it works😀.

If all else fails then I'll go into a sulk for a week or two, then we'll make up and get on with our lives.
I know I won't be able to stop my cuckold fantasies, but they'll just have to stay in my head.

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

Post by wannabecUKold » Fri Aug 22, 2025 12:36 am

johnswan wrote:
Tue Aug 19, 2025 2:55 pm

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.
Thanks JS. Lucy's reaction on the beach is very good news. Buy a season ticket for the beach! Seriously, if you did that for a week, I expect you'd end up watching another man touch her, and more. Bring that idea into your sex talk. Imagine, you get to recognise the same guys on the beach, you exchange words and nods, and a 'come hither' hand gesture, you invite a guy over, sun cream, erection, orgasm. All in the nice hot Spanish sun.
That is all very achievable. No repercussions. Holiday fun. Don't forget the factor 50 for those parts that don't usually see the sun.

'straight talk' - yes, the idea of blurting out what you want to an unsuspecting wife and getting a shocked defensive reaction. But it sounds like Lucy is quite open about her sex. As you remember Spain with her, you can put various sex scenarios to her, including sex with best friend. Let the thought settle in her head.

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

Post by johnswan » Fri Aug 22, 2025 8:08 am

wannabecUKold wrote:
Fri Aug 22, 2025 12:36 am
But it sounds like Lucy is quite open about her sex.
Hmm, what do you mean by that phrase? 🤔😀😂
What exactly have you seen? Were you there on that beach? 😯😁

Yes, she's not afraid to talk about sexual issues, and my and her sexual wants and desires. Ok, I've kept the cuck thing under wraps so far. But there's plenty else we've dabbled with.
I do like a session, reasonably regularly, where I play sub, and she plays dom. I won't go into details now, but maybe in another post. And she isn't just indulging me. She admits she gets a kick out of it. The whole power exchange thing going on. And she doesn't wait for me to suggest it either.

If she'd been a prude, or a strictly missionary, lights out, shy to show her body type, she'd not be my wife.
Fortunately she was a first time lucky find for me. The first proper girlfriend I had, my first fuck. Just seemed to me to be a waste of time chasing after anyone else.

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

Post by wannabecUKold » Fri Aug 22, 2025 12:30 pm

johnswan wrote:
Fri Aug 22, 2025 8:08 am
wannabecUKold wrote:
Fri Aug 22, 2025 12:36 am
But it sounds like Lucy is quite open about her sex.
Hmm, what do you mean by that phrase? 🤔😀😂
Your phrase "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." That tells a lot: she lacks prudery and guilt. So she won't be shocked if you talk about your sex desires.

johnswan wrote:
Fri Aug 22, 2025 8:08 am

What exactly have you seen? Were you there on that beach? 😯😁
Yes, I was. I guessed it was her: you weren't there. I caught her eye and she naughtily moved her legs apart so I could see her pussy lips. Very pretty they were. She saw my cock swell. I walked on but looked back and saw her looking over at me. So I turned round and slowly approached her in a close pass. I let my cock swell vertical as I came close. She wasn't going to complain. She saw me and spread her legs wide right open, the naughty girl. I smiled and leant down and stroked her leg up to her thigh. She looked around. There was no-one around, so I crouched down and stroked her pubic mound. She bit her lip. Her nipples were aroused, and her face and neck were flushed. She used her foot to touch my cock. "You have to go" she said. "My husband will be back" "See you again" I said, and walked on.
The next thing I remember was waking up, sporting a large erection.

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

Post by johnswan » Fri Aug 22, 2025 1:53 pm

wannabecUKold wrote:
Fri Aug 22, 2025 12:30 pm
Yes, I was. I guessed it was her: you weren't there. I caught her eye and she naughtily moved her legs apart so I could see her pussy lips. Very pretty they were. She saw my cock swell. I walked on but looked back and saw her looking over at me. So I turned round and slowly approached her in a close pass. I let my cock swell vertical as I came close. She wasn't going to complain. She saw me and spread her legs wide right open, the naughty girl. I smiled and leant down and stroked her leg up to her thigh. She looked around. There was no-one around, so I crouched down and stroked her pubic mound. She bit her lip. Her nipples were aroused, and her face and neck were flushed. She used her foot to touch my cock. "You have to go" she said. "My husband will be back" "See you again" I said, and walked on.
Thanks for that wannabecUKold. 😁

Now I know why she was quite so wet when we got back to the hotel. Almost raped me as soon as we got in our room! 👍

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

Post by scaryflyer » Thu Aug 28, 2025 6:33 am

Hi johnswan,
I've also been following anons posts as they are dealing with his emotional turmoil about being cuck'd. I get the feeling he's on a rollercoaster journey which is out of his control, and you wish to avoid that.

There has been much advice on here, but I would suggest starting with a much softer approach, since you've already said Lucy enjoy's playing the Dom in the bedroom why not start a rollplay bedroom fantasy where you can introduce the cuckolding, step by step.

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

Post by johnswan » Thu Aug 28, 2025 10:23 pm

scaryflyer wrote:
Thu Aug 28, 2025 6:33 am
Hi johnswan,
I've also been following anons posts as they are dealing with his emotional turmoil about being cuck'd. I get the feeling he's on a rollercoaster journey which is out of his control, and you wish to avoid that.

There has been much advice on here, but I would suggest starting with a much softer approach, since you've already said Lucy enjoy's playing the Dom in the bedroom why not start a rollplay bedroom fantasy where you can introduce the cuckolding, step by step.
Thanks scaryflyer. Your suggestion of starting with a much softer approach is, for me I think, the right one.

The roleplay in the bedroom idea I think is also a good one. We haven't really done any proper roleplay. Not in the sense of "You be this type of character and I'll be another". The nearest thing to roleplay is that she sometimes takes on a sort of schoolmistress attitude, and then I'll naturally adopt a naughty schoolboy thing. It's not as specific as that, but has that sort of vibe to it.

But I'm sure you are right in thinking that our Dom/sub sessions are the best way forward to introducing the idea of another man.
Our Dom/sub sessions aren't that frequent, average of two or three times a month, I'd guess.
Rest of the time is fairly conventional stuff.
Last edited by johnswan on Fri Aug 29, 2025 4:03 am, edited 1 time in total.

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

Post by 4incheslong » Fri Aug 29, 2025 2:16 am

What is your goal? Want to watch? Join in? Just let them have fun and be told about it? Have to remember you lose some control and have to ok with that.

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

Post by scaryflyer » Fri Aug 29, 2025 2:45 am

Hi johnswan,

I wouldn't suggest introducing the idea of another man in your roleplay just yet.
Maybe try something softer like a dildo which is larger than you and monitor her reaction, introdcing elements slowly. I also think that doing it occasionally like once or twice a month is enough to intodroduce the idea. Perhaps I'm being cautious, but I wouldn't want you to ruin your relationship over your cuckold fantasy, better it develops over time with Lucy buying into the fantasy.
Remember once done, it can never be taken back, so you both must be sure it's what you both want and more importantly enjoy.

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

Post by johnswan » Fri Aug 29, 2025 5:13 am

4incheslong wrote:
Fri Aug 29, 2025 2:16 am
What is your goal? Want to watch? Join in? Just let them have fun and be told about it? Have to remember you lose some control and have to ok with that.
I'd certainly want to watch. And to participate as a cuck, with any of the typical stuff that you read about on this forum.
If a straight threesome idea was offered then I'd settle for that. Of course, I'd probably try to subtly move things towards a more cuck type thing later on.

Yeah, the loss of some control thing I accept and is inevitable. In fact, that is part of the thrill, isn't it? It is for me.

I know I'm going to have to be flexible and adaptable. If I was to be too single minded I might well end up with nothing. And, of course, that flexibility and open mindedness is going to be required, to some degree, from my wife and my friend.

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

Post by johnswan » Fri Aug 29, 2025 5:18 am

scaryflyer wrote:
Fri Aug 29, 2025 2:45 am
Hi johnswan,

I wouldn't suggest introducing the idea of another man in your roleplay just yet.
Maybe try something softer like a dildo which is larger than you and monitor her reaction, introdcing elements slowly. I also think that doing it occasionally like once or twice a month is enough to intodroduce the idea. Perhaps I'm being cautious, but I wouldn't want you to ruin your relationship over your cuckold fantasy, better it develops over time with Lucy buying into the fantasy.
Remember once done, it can never be taken back, so you both must be sure it's what you both want and more importantly enjoy.
Thanks scaryflyer. Good advice there.
And wise words, especially about the 'no going back'.

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

Post by scaryflyer » Thu Sep 04, 2025 4:41 pm

Hey johnswan,
Have you made any progress in forming some kind of plan to introduce some cuckolding elements suggested?

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

Post by johnswan » Thu Sep 04, 2025 11:01 pm

scaryflyer wrote:
Thu Sep 04, 2025 4:41 pm
Hey johnswan,
Have you made any progress in forming some kind of plan to introduce some cuckolding elements suggested?
Nothing specific at the moment. :(
I've been mulling over some ideas, including things that people here have suggested.
It's just a case of picking the right moment to say something, and start the ball rolling.

Sorry that that's not a very interesting response. Hopefully I'll have something more concrete to report soon.

I mentioned previously that I wanted to give some background to explain something about how I've arrived at this desire. I've not really had the time to sit down and write anything. But I have been organising my thoughts, and hope to present them here, real soon.

Thanks for your continued interest.

Long Lurker 34
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Re: Want my wife to cuckold me with my best friend.

Post by Long Lurker 34 » Fri Sep 05, 2025 4:48 pm

johnswan wrote:
Thu Sep 04, 2025 11:01 pm
scaryflyer wrote:
Thu Sep 04, 2025 4:41 pm
Hey johnswan,
Have you made any progress in forming some kind of plan to introduce some cuckolding elements suggested?
Nothing specific at the moment. :(
I've been mulling over some ideas, including things that people here have suggested.
It's just a case of picking the right moment to say something, and start the ball rolling.

Sorry that that's not a very interesting response. Hopefully I'll have something more concrete to report soon.

I mentioned previously that I wanted to give some background to explain something about how I've arrived at this desire. I've not really had the time to sit down and write anything. But I have been organising my thoughts, and hope to present them here, real soon.

Thanks for your continued interest.
JS
- Not an issue. Let's face it, real life, at least for most people doesn't revolve around the LS or this web site and no one here is expected to be 'reporting' about happenings like the 24/7 news cycle.
- Relax, life happens at it's own pace. :up: :up: :D

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

Post by johnswan » Fri Sep 05, 2025 11:42 pm

Long Lurker 34 wrote:
Fri Sep 05, 2025 4:48 pm

JS
- Not an issue. Let's face it, real life, at least for most people doesn't revolve around the LS or this web site and no one here is expected to be 'reporting' about happenings like the 24/7 news cycle.
- Relax, life happens at it's own pace. :up: :up: :D
Thanks mate. 👍

I've been quite surprised by how much time it takes posting on here. Plus I've had some good long PM's which I've tried to do justice to, with a good long reply.

I just wish I could type faster!

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

Post by Wantsomefunto » Mon Sep 15, 2025 4:13 pm

Hi Johmswan!
I have been following and enjoying your thoughtful posts.
Your wife being with other men is such a powerful emotion.
Enjoy the journey.

I have a suggestion, not know what you two like, but something that helped ease us into things, was for me to take my wife out to bars to dance. I coaxed her to dance with guys as I watched. You said your wife isn’t shy to show off her nice breasts so coax her to wear low cut tank tops or open blouses.

Eventually for us I was able to get me wife to go into a bar alone, saying she was waiting for a friend from work to join her, I would come in later and be that friend. That way guys were not intimidated as much by me as when she said I was her husband. Dare her to flirt for you to watch and dance with guys. Bet her she can’t get a kiss or a phone number, give her a spa day if she is bad for you.

Just some simple things we tried. I have other suggestions if your interested.

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

Post by johnswan » Mon Sep 15, 2025 10:55 pm

Wantsomefunto wrote:
Mon Sep 15, 2025 4:13 pm
Hi Johmswan!
I have been following and enjoying your thoughtful posts.
Your wife being with other men is such a powerful emotion.
Enjoy the journey.

I have a suggestion, not know what you two like, but something that helped ease us into things, was for me to take my wife out to bars to dance. I coaxed her to dance with guys as I watched. You said your wife isn’t shy to show off her nice breasts so coax her to wear low cut tank tops or open blouses.

Eventually for us I was able to get me wife to go into a bar alone, saying she was waiting for a friend from work to join her, I would come in later and be that friend. That way guys were not intimidated as much by me as when she said I was her husband. Dare her to flirt for you to watch and dance with guys. Bet her she can’t get a kiss or a phone number, give her a spa day if she is bad for you.

Just some simple things we tried. I have other suggestions if your interested.
Thanks Wantsomefunto.

I've had quite a few suggestions as to how I might progress things, both here and by pm.
Thanks to all that have suggested things, or told about how it worked for them. They have all been useful.
I have given them consideration, and it's fuelled a few fantasies, I don't mind admitting. 😳

And now I've got a little store of scenarios in my mind, so that I'm better prepared, should any of those scenarios present themselves.

If you have other suggestions, Wantsomefunto, or anyone else, then please feel free to contribute.

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

Post by johnswan » Tue Sep 16, 2025 12:48 am

I'm finally getting around to writing something down concerning my background and current situation.

I thought I'd start with my current situation, and in another post fill in something of my previous thoughts and experiences.

Lucy and I are both 26. We met at university and got married not long after we left.
She doesn't know about my desire for her to cuckold me.

Our normal sex life is fairly conventional. Fortunately Lucy is open to new ideas, which is great. I've always seemed to have 'kinky' thoughts, right from my early awakenings to sexual things, when I was a teenager. It's difficult to know when my thoughts started to include things like cuckolding, because it seemed to be a slow progression rather than a sudden revelation.
But I have always been interested and aroused by other 'kinky' things, particularly by power play type stuff.

Which brings me to our current situation.
Over the years I've encouraged Lucy to indulge in some sessions of sex, where she is more dominant with me. This started with just small things, but has developed over time, to something more explicit.

Our regular sex is fairly vanilla, and is what we indulge in most frequently. But, maybe an average of twice a month (it varies a lot) we have what we call a 'special session'. This is where we understand from the start that Lucy will act dominant, and I'll act submissive. I enjoy being submissive during these sessions. I'm not naturally submissive. But I've found that sometimes it's quite 'freeing' to let go of any control, and just let someone else (Lucy) take over.

We loosely grade these sessions as soft, medium or hard, mentioning beforehand what our preference is. If Lucy has had a bad day at work, she might request/suggest a hard session. If I'm not in the mood, then we negotiate the level so that we are both 'on the same page'. To be honest I rarely want to downgrade the level. And I'm more likely to suggest upgrading it.

So what is the difference in levels? We don't have set rules for what each level consists of. The soft, medium and hard labels are more just an indication.

A soft session would be something where she takes the initiative, tells me what she wants, what I need to do. Typically she'll be on top, riding my cock. Basically fucking herself, without regard to what I want or would prefer. Just using my cock. Or she might lay down and tell me to lick her pussy. If it was a vanilla sex session she would ask me to do it. But during a Dom/sub session she will just tell me, command me.

A medium session might involve some light spanking or me being tied up. She might get more verbal with me, including some SPH comments or deriding my lack of ability to please her.

A heavy or hard session is where she ramps it up somewhat. Over time we've included some more intense things. I've encouraged her to push things, to push me. Early on she found it difficult to push boundaries, always checking if I was ok with something she said or did. Now she is much surer of what she wants, and doesn't ask me if I'm ok. If I was struggling with something I'd let her know, and she will dial it back or stop it.

Over time we've incorporated more things into the hard sessions.

One of the things is water sports, or golden showers. We did play with this a bit at university, but it was a bit difficult sometimes, due to circumstances. And it was sometimes me peeing on her. Now it's exclusively her peeing on me. Sometimes we use the shower, but she really likes me to kneel in the bath, so that she can stand over me properly. I find this activity to be intensely hot. Yeah, and I'm not just referring to the activity being 'hot'. Her pee is always surprisingly hot in temperature.

Another thing might be that I'm tied with my wrists behind my back and kneeling in front of her, naked. She might then pick on something that has happened during the week (she sometimes makes things up!) and moans at me about it. It might be a mundane thing, like not cleaning something up or putting something away. But she might talk about my shortcomings, sexually. Obviously SPH is dialled up to the max (I'm actually average size in that department). I might end up over the sofa, being spanked hard with her hairbrush, as punishment. We don't do anything too extreme. Our general principle is that she can redden my arse, but not do anything that wouldn't disappear after an hour or two. She did discover that a certain cream she has had an ingredient that is gently warming to your skin, in normal use. She used this, one time, on me after she'd given me a spanking. She didn't realise that the warming effect would be much more intense on a reddened bottom! So that became another 'weapon' in her arsenal. Painful, but safe.

The thing that I found most difficult to do, was when she told me one time to pick up her used panties and put them on. I thought she was joking at first. But she sensed my real reluctantce and just became very stern, demanding that I do it. For some reason this was a thing that I found very difficult. It just felt so shaming, so embarrassing. Especially as she was just stood there, arms folded, waiting for me to cooperate. I did actually refuse. It sort of took me by surprise. But finally she gave me an ultimatum. I still hadn't cum at this point, and she threatened that, if I refused to put them on, then the session would finish. And that, if I wanted to cum, that I'd be doing it by myself.
So I gave in and reluctantly picked up her panties and pulled them up my legs. It was such an intense mix of excitement and embarrassment. I remember breathing heavily, and my hands shaking slightly as I did it. And then standing there, head bowed while she surveyed me. I daren't look her in the face, such was my embarrassment. But she insisted I look at her. And when I did, she was smiling, knowing how uncomfortable I felt.

She has made me put her panties on a few times since, and it's a 'command' that I hate, but also love. It's difficult to explain. But I'm just so surprised by the power that a lacy, obviously feminine article of clothing can have. It makes me feel so submissive, so under her power.

So that's a brief run through where we are currently at, sex wise.

I must stress that, in normal life neither of us is particularly dominant or submissive. We try to agree things together and allow equal say on matters.

These 'special sessions' are typically a way to de- stress. We both find them very relaxing afterwards, very therapeutic.

As you might be able to see, Lucy is quite capable of getting what she wants. She's open to new ideas and isn't afraid to explore her sexuality. The same applies to me.

However, when it comes to cuckolding, then I am quite advanced in my ideas and desires. Whereas Lucy hasn't expressed anything that might suggest that she has similar ideas, be it hot wifing or cuckolding, or any variation of. Inevitably I'm wary of opening up to her about my thoughts on this area. But I know that, sooner or later, I will have to. It's just such a hot and exciting area for me.
It was partly my motivation for becoming a member here, that I wanted to 'put it out there'. And in doing so I am hoping that it will give me the motivation to persue this into reality, rather than it just remains a fantasy in my head.

Maybe, writing about it here will give me the 'shove' I need to push me over the line.

Inevitably the above is only a quick rundown of things we get up to. I'm happy to answer questions.

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

Post by wannabecUKold » Tue Sep 16, 2025 6:29 am

johnswan wrote:
Tue Sep 16, 2025 12:48 am
She has made me put her panties on a few times since, and it's a 'command' that I hate, but also love. It's difficult to explain. But I'm just so surprised by the power that a lacy, obviously feminine article of clothing can have. It makes me feel so submissive, so under her power.

So that's a brief run through where we are currently at, sex wise.
A, ahem, "brief run" indeed.

Give us your fantasy of how you see this being achieved:

- blurt out desire, get reaction
- watch porn, read OHW together, get reaction
- find sexual-minded friend(s) to play with
- take her to an erotic masseur
- go sex clubbing, you submissive
- go to top hotel bar, let her get picked up
- go to nudist beach, let her show off
- go to nudist beach, you wearing a cock cage, she gets picked up
- go on sex cruise, get her laid.

It seems to me that your sex life is a private one. Realistically you need to open it out so she gets used to being sexy/nude in front of other people.
Until that happens, she will be too enclosed, too shy. She won't like it.

She has demanded you wear her lingerie: that is a place to start. Be rather more enthusiastic next time - take her panties without being asked and put them on. Leave them on after playtime. Wear her panties when you go out. Put her bra on, her tights, her skirt, her dress. You are young enough that you will look pretty in her clothes. Let her put lipstick and makeup on you, and let her shave your pubic hair. So you become her bestie female friend. Then let you be seen by an actual female friend. This way, you are becoming unmanly. And it is an easy suggestion by you from there to suggest she needs a manly mate.

Alongside this get her to dress more and more slutty sexual. You wear her panties, she wears none. Or get her to take her panties off in a restaurant. hand them to the waiter. Let her blush with shame. Do the same with her bra. Then order her to follow the waiter and ask him where the toilet is. Get her felt up by him. And so on.

john jasson
2 Bit Whore
Posts: 1270
Joined: Sun Oct 23, 2011 1:34 am

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

Post by john jasson » Tue Sep 16, 2025 10:03 am

johnswan wrote:
Tue Sep 16, 2025 12:48 am


The thing that I found most difficult to do, was when she told me one time to pick up her used panties and put them on. I thought she was joking at first. But she sensed my real reluctantce and just became very stern, demanding that I do it. For some reason this was a thing that I found very difficult. It just felt so shaming, so embarrassing. Especially as she was just stood there, arms folded, waiting for me to cooperate. I did actually refuse. It sort of took me by surprise. But finally she gave me an ultimatum. I still hadn't cum at this point, and she threatened that, if I refused to put them on, then the session would finish. And that, if I wanted to cum, that I'd be doing it by myself.
So I gave in and reluctantly picked up her panties and pulled them up my legs. It was such an intense mix of excitement and embarrassment. I remember breathing heavily, and my hands shaking slightly as I did it. And then standing there, head bowed while she surveyed me. I daren't look her in the face, such was my embarrassment. But she insisted I look at her. And when I did, she was smiling, knowing how uncomfortable I felt.

She has made me put her panties on a few times since, and it's a 'command' that I hate, but also love. It's difficult to explain. But I'm just so surprised by the power that a lacy, obviously feminine article of clothing can have. It makes me feel so submissive, so under her power.

So that's a brief run through where we are currently at, sex wise.

I must stress that, in normal life neither of us is particularly dominant or submissive. We try to agree things together and allow equal say on matters.

These 'special sessions' are typically a way to de- stress. We both find them very relaxing afterwards, very therapeutic.

As you might be able to see, Lucy is quite capable of getting what she wants. She's open to new ideas and isn't afraid to explore her sexuality. The same applies to me.
Your wife is open minded about sexuality and that’s great.
Why not challenge yourself initially, rather than her?

Use the old dream gambit to put yourself out there. You find dressing in her underwear difficult. So tell her you had a wet dream and woke up at the edge of orgasm. Say that Greg was over and the 3 of you were naked, playing around in the bedroom, until she made you stand in the corner and put on her panties. Tell her you were embarrassed but excited as hell. That leaves plenty of loose ends for a conversation.
Good luck!
Me: You’re probably a better fuck than his wife.
Her: I’m probably a better fuck than most people’s wives.
Our crazy journey: viewtopic.php?f=5&t=65359

elina
OHW Addict
Posts: 1994
Joined: Sun Mar 05, 2023 1:29 am

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

Post by elina » Wed Sep 17, 2025 1:06 am

Dear Johnswan

I just found your thread today, thank you for sharing.

I think you and Lucy are doing great, it is wonderful to see how you are allowing the sessions where She is dominating you to evolve for both of you to become more comfortable with opening up to each other. I am a natural submissive and my Wife is gradually becoming more dominant, although it has been a lot of Two steps forward, one step back; and sometimes thress steps back. It is a separate story.

What is interesting in your context is that for the considerable fraction of FLR relationsships where the Lady is cuckolding Her devoted husband, there are two ways in to this situation: Sometimes this starts with cuckolding, and evolves into the Lady taking a more and more dominant postion over Her husband. At other times, it starts with Female Domination and when the Lady is firmly in control, She decides to cuckold Her hubby.

Either way, what I strongly reccommend for you is to in all communications with Lucy, tell Her how much you love and adore Her, and that the longer you are with Her, the more you understand that the most important thing to you is that She is happy. (From what I read on your post, I think this is the truth - if you don't currently fully agree, then think for a little while and see if you still don't agree).

Threat your Wife as a Queen and try to please Her and serve, most of all, become the perfect pussy licker for Her. Don't ask for sex, ask if you can be allowed to lick Her pussy.

Next I strongly reccommend that you buy Elise Sutton's first two books; "Female Domination" and "The Femdom Experience". Maybe you can agree with Lucy, that you from now on starts your Femdom sessions with Lucy reading a chapter from this book while you are nude on your knees like a good submissive massaging Her feet. Once She finnishes the chapter (you should have read it before) you can have a conversation if what is described there is maybe something the two of you would eventually like to explore (more of)...

The books are very much written by a Female to encourage Ladies to take control of their husbands and in a few chapters, you will also get around to cuckolding. Like the good submissive I think you are, I think you should simply tell Lucy that your priority is to see Her happy.......

She may not latch on to it right away, but it is bound to start a thought process with Her.....

Sincerely
elina

johnswan
Experienced
Posts: 157
Joined: Fri Aug 15, 2025 10:17 pm

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

Post by johnswan » Wed Sep 17, 2025 1:56 pm

wannabecUKold wrote:
Tue Sep 16, 2025 6:29 am
She has demanded you wear her lingerie: that is a place to start. Be rather more enthusiastic next time - take her panties without being asked and put them on.
Hmmm, 🤔.

I've only quoted the above piece from your post, and I'll refer back to that later.....

As for your other advice, I'm not sure on what journey that would take us on! 😯
Certainly a very interesting one, I'm sure. But perhaps not one suited to us.
Still, it did conjure up some entertaining images in my mind.

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