Want my wife to cuckold me with my best friend.

For cuckoldresses and the men who serve them.
Long Lurker 34
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Re: Want my wife to cuckold me with my best friend.

Unread post by Long Lurker 34 » Mon Nov 10, 2025 6:18 am

johnswan wrote:
Sun Nov 09, 2025 11:15 pm
Thank you to Dream Weaver, Wantsomefunto, Paullypippa and joel68 for your encouragement.

Yes, there is definite progress. Lucy does now seem comfortable with the general idea of sex with another man. But, as she has already said, she's only comfortable with it as a fantasy.
So, it's still got to be slow and gentle encouragement from me.
I'm trying not to push fantasies on her too often, with an 'another man' element, so that she doesn't think I'm obsessed with the idea. And also so that she doesn't feel that she's being pushed in that direction, and then get resentful about it. It's just a case of, when the time and circumstances are right, I'll try to offer up a new variation of these type of fantasies.

I'm going to have to try to get her to tell me more about her interest in an 'older man'. This might only be this one particular guy, or it might be a more general interest. I'm not sure, because she's never expressed any interest in that direction. She has mentioned this particular guy before, but only as a work colleague who was helpful to her. And no, not 'helpful' in that way!

Also, I was surprised and encouraged that she stated that, in my fantasy, I'd be locked in my cage!
Okay, I was sat directly in front of her, at the time, with the cage on for the first time, so that might have inspired her. My idea with the fantasy I had in mind, was that I'd go with her to this guys hotel room. Which I thought might be something that she'd find safer to do. And I was going to tell her that we'd both have sex with her. And see if she liked that idea.
But when she said "No. You'd have your cock cage on. You'd just have to watch"., I was rather caught by surprise, and had to continue the fantasy with me just watching!

One thing I introduced this time, was to ask her more questions as I told her the fantasy. I'd say things like "what did he do next?", or "what did you do next?", and so on, so as to get more ideas of what she wanted to happen, rather than me directing it all. Only thing with that approach is that I have to be quick to change the direction of the fantasy!

I'm hoping that soon she will have a fantasy of her own to tell me, on the same theme. In the past though, she's always wanted me to tell a fantasy, if that was the spark needed for some sex.

I've got a little story to tell, about our waxing session, on Saturday evening, that a friend/'colleague' of hers volunteered to do for us.
Nothing super sexy or cucky to it. But there were erotic elements! Inevitable I suppose, when you and your wife are naked and handled by another woman!

But I've no time today to add that, so I'll post it later.
JS
- I would say when you are out and about if there are 'older men' (perhaps you could define what she means by that) around you should watch her for any reactions too them. The furtive glance, crossing of legs, twirling of hair etc. That might give you a tiny bit more insight.

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

Unread post by johnswan » Mon Nov 10, 2025 7:29 am

Long Lurker 34 wrote:
Mon Nov 10, 2025 6:18 am
- I would say when you are out and about if there are 'older men' (perhaps you could define what she means by that) around you should watch her for any reactions too them. The furtive glance, crossing of legs, twirling of hair etc. That might give you a tiny bit more insight.
Yes, I'll certainly be more alert to anything concerning this. And try to have a conversation with her about it.
I think it might be just this one man in particular, who happens to be older.

I have to admit, that I've had fantasies where an older man fucks her, and actively cuckolds me.
Someone very self assured, authoritative. Someone who would firmly, but non-agressively, put me in my place. Very hot for me to think about!

TangoKing4u
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Re: Want my wife to cuckold me with my best friend.

Unread post by TangoKing4u » Mon Nov 10, 2025 12:08 pm

John, it sounds like a good time to feed into that fantasy and get a "Greg-sized" dildo. Then pleasure her with her "older, big dicked lover" while you're locked up. As you already include sph, include comments about how much better the big dick is compared to your "small" penis.

Regarding chastity, it takes a while to get use to wearing it. Start with a few hours at a time and work up to overnight, then a few days. By the time you get up to a week or two at a time, you'll have a better idea what kind of schedule works for you, and your wife will get use to using the dildo while you're locked.

Good luck, and keep us posted. E

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

Unread post by johnswan » Mon Nov 10, 2025 11:06 pm

TangoKing4u wrote:
Mon Nov 10, 2025 12:08 pm
John, it sounds like a good time to feed into that fantasy and get a "Greg-sized" dildo. Then pleasure her with her "older, big dicked lover" while you're locked up. As you already include sph, include comments about how much better the big dick is compared to your "small" penis.

Regarding chastity, it takes a while to get use to wearing it. Start with a few hours at a time and work up to overnight, then a few days. By the time you get up to a week or two at a time, you'll have a better idea what kind of schedule works for you, and your wife will get use to using the dildo while you're locked.

Good luck, and keep us posted. E
Hi TangoKing4u.

Regarding dildos, Lucy does use them (she has a couple, but uses a favourite one most of the time).
However, they are what you might call 'standard size'. She doesn't normally use them for full, deep insertion. It's usually to stimulate her clit, or the area a bit inside, probably the 'famous' G spot. That's not to say they never go deep, but just that she doesn't thrust them in and out deeply to achieve orgasm, like you often see in porn vids.

She's never expressed a desire for a big, above average sized dildo. But, maybe a Xmas present idea, from me?

I have to say that the chastity cage I bought was more comfortable than I was expecting. But I've read a lot of comments elsewhere, that longer term wear can produce soreness and other discomforts.

To be honest, the thought of wearing it, for example, to go to work, doesn't really do anything for me. It would be hidden from view, so for me there wouldn't seem to be any point. I think for me, that the excitement comes from it being on view. And that means just to Lucy. If in future I was asked (told?) to reveal it to someone else, that would be exciting, depending on who it was.
I think it's the symbolism that does it for me.
Does that make sense?

Having said that, when we took it off after the first evening we tried it, Lucy took it and placed it in the drawer of her bedside table. I was assuming I'd keep it in mine. So I'll let her control it's use. If she wanted me to wear it for long periods then I'd try it. But I'm not that keen. But who knows?

Interesting username. Any explanation behind it?

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

Unread post by Wantsomefunto » Tue Nov 11, 2025 8:25 am

JohnS
Would be a good time to invite your big cock friend over for an evening this weekend. Se wife anything develops?

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

Unread post by MonaLisaOverdrive » Tue Nov 11, 2025 8:11 pm

Hi johnswan, just wanted to say congratulations. You've made fantastic progress.

The name of the game now is patience. You didn't get shot down immediately so now all it will take is some time, and the right guy.
It took my wife and I a couple of years of talking before she eventually took the leap and started sleeping with other people.

I think it's important to understand that what will need to happen is a fundamental shift in the way our wives see themselves. Going from seeing yourself as monogamous to non-monogamous is a massive shift in worldview. It's a complete shift in how you see yourself interacting with the world around you and your place within it. You've had years to get used to the idea, she has only had a few days.

You will need to give her the space to really adjust her mindset, and pushing too hard can undo all the progress you've made so far.

From what I've read though, it sounds like she's a natural and you will certainly get everything you wish for and a lot more :lol:

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

Unread post by johnswan » Wed Nov 12, 2025 2:18 pm

MonaLisaOverdrive wrote:
Tue Nov 11, 2025 8:11 pm
Hi johnswan, just wanted to say congratulations. You've made fantastic progress.

The name of the game now is patience. You didn't get shot down immediately so now all it will take is some time, and the right guy.
It took my wife and I a couple of years of talking before she eventually took the leap and started sleeping with other people.

I think it's important to understand that what will need to happen is a fundamental shift in the way our wives see themselves. Going from seeing yourself as monogamous to non-monogamous is a massive shift in worldview. It's a complete shift in how you see yourself interacting with the world around you and your place within it. You've had years to get used to the idea, she has only had a few days.

You will need to give her the space to really adjust her mindset, and pushing too hard can undo all the progress you've made so far.

From what I've read though, it sounds like she's a natural and you will certainly get everything you wish for and a lot more :lol:
Thanks MonaLisaOverdrive for your encouragement. I couldn't help but linger on your comment that it took two years for your wife to take the leap. Obviously I'd prefer it to be quicker than that. But, if that's what it takes, or longer, then I'm prepared to wait.
As you point out, I've had thoughts on being cuckolded for years. She's only had a few weeks.
She's got a lot of catching up to do!

I was exchanging some thoughts via pm with another member here. And I made a comment to him, that I really only thought about while I was typing. And that was that you should make the journey enjoyable, rather than just rushing to get to your destination. We've used that idea, literally, when going on holiday. We don't rush directly to where we're staying. We try to look for things along the route that might be worth visiting, perhaps somewhere to stop and eat. You get to your destination feeling better, and your holiday has begun when you leave your front door.

The things on our wishlists are keeping us occupied and are an enjoyment in themselves. Some of them have possible cuckold ideas in them, so they might be even more enjoyable later on, and something we are already getting comfortable with.

I appreciate the point about not pushing too hard. It's tempting to keep 'prodding and poking', bringing up the 'other man' idea as often as possible. But I am trying to hold myself back. And it would be nicer if some of the impetus was to naturally come from Lucy. That way I'd be more certain that it was something that she desired, rather than something she was doing to simply satisfy my wants.

Patience, patience, and a little more patience....

Glad that it seems to have paid off for you.

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

Unread post by Long Lurker 34 » Wed Nov 12, 2025 4:42 pm

johnswan wrote:
Wed Nov 12, 2025 2:18 pm
MonaLisaOverdrive wrote:
Tue Nov 11, 2025 8:11 pm
Hi johnswan, just wanted to say congratulations. You've made fantastic progress.

The name of the game now is patience. You didn't get shot down immediately so now all it will take is some time, and the right guy.
It took my wife and I a couple of years of talking before she eventually took the leap and started sleeping with other people.

I think it's important to understand that what will need to happen is a fundamental shift in the way our wives see themselves. Going from seeing yourself as monogamous to non-monogamous is a massive shift in worldview. It's a complete shift in how you see yourself interacting with the world around you and your place within it. You've had years to get used to the idea, she has only had a few days.

You will need to give her the space to really adjust her mindset, and pushing too hard can undo all the progress you've made so far.

From what I've read though, it sounds like she's a natural and you will certainly get everything you wish for and a lot more :lol:
Thanks MonaLisaOverdrive for your encouragement. I couldn't help but linger on your comment that it took two years for your wife to take the leap. Obviously I'd prefer it to be quicker than that. But, if that's what it takes, or longer, then I'm prepared to wait.
As you point out, I've had thoughts on being cuckolded for years. She's only had a few weeks.
She's got a lot of catching up to do!

I was exchanging some thoughts via pm with another member here. And I made a comment to him, that I really only thought about while I was typing. And that was that you should make the journey enjoyable, rather than just rushing to get to your destination. We've used that idea, literally, when going on holiday. We don't rush directly to where we're staying. We try to look for things along the route that might be worth visiting, perhaps somewhere to stop and eat. You get to your destination feeling better, and your holiday has begun when you leave your front door.

The things on our wishlists are keeping us occupied and are an enjoyment in themselves. Some of them have possible cuckold ideas in them, so they might be even more enjoyable later on, and something we are already getting comfortable with.

I appreciate the point about not pushing too hard. It's tempting to keep 'prodding and poking', bringing up the 'other man' idea as often as possible. But I am trying to hold myself back. And it would be nicer if some of the impetus was to naturally come from Lucy. That way I'd be more certain that it was something that she desired, rather than something she was doing to simply satisfy my wants.

Patience, patience, and a little more patience....

Glad that it seems to have paid off for you.
JS
- Clearly the two of you have spoken about your 'wish'. Have you guys ever tried or thought about having a particular day or event where she might dress (meaning attire, hair, makeup nails, etc) more 'aggressively' than her normal style in an effort to see what sort response she causes? Not in to pick up a guy or meet any one, just to see 'reactions' to her. Hand in hand with that, potentially you obviously not being by her side, trailing her at a distance or sitting watching etc.

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

Unread post by johnswan » Wed Nov 12, 2025 11:40 pm

Long Lurker 34 wrote:
Wed Nov 12, 2025 4:42 pm
JS
- Clearly the two of you have spoken about your 'wish'. Have you guys ever tried or thought about having a particular day or event where she might dress (meaning attire, hair, makeup nails, etc) more 'aggressively' than her normal style in an effort to see what sort response she causes? Not in to pick up a guy or meet any one, just to see 'reactions' to her. Hand in hand with that, potentially you obviously not being by her side, trailing her at a distance or sitting watching etc.
Hi Long Lurker 34.

Yes, we've been trying to plan a weekend away, expressly to do something like that. But it's proving to be a bit difficult, due to various work and family commitments. We were thinking of somewhere that was a decent distance away, so that she wouldn't be recognised. And somewhere with something worth visiting during the day.
But we might have to settle for just one night away.
I'd like to take her to a busy bar and see how much attention she gets. We've been looking at some clothes to buy for her to wear, that are as revealing as she'd dare to wear.
I came across some skorts, basically a pair of shorts with a skirt around them. The benefit is that they can be very short, so that it looks like you are wearing a very short skirt, but behind them your modesty is preserved by the shorts part. Some of these are very short. Like, the bottom of the skirt comes just below the crotch! Very sexy, and very eye catching! 😛
Or there's the option of leggings that are skin tight. And you can buy some that are quite thin, more like thicker than normal tights.
She is keen to try this, providing I'm there, or at least within eyesight.
So yes, working on it!

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

Unread post by Long Lurker 34 » Thu Nov 13, 2025 5:08 am

johnswan wrote:
Wed Nov 12, 2025 11:40 pm
Long Lurker 34 wrote:
Wed Nov 12, 2025 4:42 pm
JS
- Clearly the two of you have spoken about your 'wish'. Have you guys ever tried or thought about having a particular day or event where she might dress (meaning attire, hair, makeup nails, etc) more 'aggressively' than her normal style in an effort to see what sort response she causes? Not in to pick up a guy or meet any one, just to see 'reactions' to her. Hand in hand with that, potentially you obviously not being by her side, trailing her at a distance or sitting watching etc.
Hi Long Lurker 34.

Yes, we've been trying to plan a weekend away, expressly to do something like that. But it's proving to be a bit difficult, due to various work and family commitments. We were thinking of somewhere that was a decent distance away, so that she wouldn't be recognised. And somewhere with something worth visiting during the day.
But we might have to settle for just one night away.
I'd like to take her to a busy bar and see how much attention she gets. We've been looking at some clothes to buy for her to wear, that are as revealing as she'd dare to wear.
I came across some skorts, basically a pair of shorts with a skirt around them. The benefit is that they can be very short, so that it looks like you are wearing a very short skirt, but behind them your modesty is preserved by the shorts part. Some of these are very short. Like, the bottom of the skirt comes just below the crotch! Very sexy, and very eye catching! 😛
Or there's the option of leggings that are skin tight. And you can buy some that are quite thin, more like thicker than normal tights.
She is keen to try this, providing I'm there, or at least within eyesight.
So yes, working on it!
JS
- I have to say that, personally, I find leggings too ....... everydayish. Where I am you see them everywhere. My preference would be hose and not pantyhose. When you see a woman wearing stockings it always strikes me that more effort has been put into her appearance. But that's me.

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

Unread post by johnswan » Thu Nov 13, 2025 6:04 am

Long Lurker 34 wrote:
Thu Nov 13, 2025 5:08 am
JS
- I have to say that, personally, I find leggings too ....... everydayish. Where I am you see them everywhere. My preference would be hose and not pantyhose. When you see a woman wearing stockings it always strikes me that more effort has been put into her appearance. But that's me.
Agreed about the leggings. She does wear, sometimes, stockings and suspenders, which I absolutely love. But it's getting the right combination to match with them, not making it look too formal, but not too 'slutty'.
Decisions, decisions......🤔

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

Unread post by BallSpanking » Thu Nov 13, 2025 7:18 am

johnswan wrote:
Wed Nov 12, 2025 11:40 pm
I'd like to take her to a busy bar and see how much attention she gets. We've been looking at some clothes to buy for her to wear, that are as revealing as she'd dare to wear.
I came across some skirts, basically a pair of shorts with a skirt around them. The benefit is that they can be very short, so that it looks like you are wearing a very short skirt, but behind them your modesty is preserved by the shorts part. Some of these are very short. Like, the bottom of the skirt comes just below the crotch! Very sexy, and very eye catching! 😛
Or there's the option of leggings that are skin tight. And you can buy some that are quite thin, more like thicker than normal tights.
She is keen to try this, providing I'm there, or at least within eyesight.
So yes, working on it!
I love your wife is so accommodating of your suggestions, even more that her acceptance is well thought through.
Perhaps, if this weekend away comes together, you could propose she wear a tiny, wispy G-string under her short mini ... For two reasons, 1- To help her preserve a sense of modesty, barely, by covering her labia (barely) with a barely-there fabric. 2- You could tell her G-trings help in holding in the Alpha's cum, and keeps it from oozing down her inner thigh too obviously ... 😉
Schwiiiiing ... Thud! (Projectile erection becomes vicious uppercut KO!)

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

Unread post by johnswan » Thu Nov 13, 2025 8:40 am

BallSpanking wrote:
Thu Nov 13, 2025 7:18 am
I love your wife is so accommodating of your suggestions, even more that her acceptance is well thought through.
Perhaps, if this weekend away comes together, you could propose she wear a tiny, wispy G-string under her short mini ... For two reasons, 1- To help her preserve a sense of modesty, barely, by covering her labia (barely) with a barely-there fabric. 2- You could tell her G-trings help in holding in the Alpha's cum, and keeps it from oozing down her inner thigh too obviously ... 😉
Re the G-string....."tiny, wispy", "barely", "barely" and "barely"....Hmmm, hardly seems worth the bother, does it? 😛
I like your description though.....👍
She doesn't actually own any G strings, so maybe something else to add to the shopping list.

Mmmm, I can just picture her lovely bum in a G string....or should that be "out of a G string"?

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

Unread post by Topnotch » Fri Nov 14, 2025 3:14 am

John have you thought about inviting your friend over for a meal. Let's just say it's a meal that you're preparing. You realize that you forgot to pick up something at the store, so you will need to run and pick it up. Leaving them for about 20 minutes or so. Giving them a chance to do a little bit of flirting. Just a random thought

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

Unread post by scaryflyer » Fri Nov 14, 2025 5:39 am

Hey johnswan,
I suggest you keep things simple on your trip, perhaps Lucy can lock you in your cage for the weekend, or at least when you go out for the evenings while she is wearing the skimpy sexy clothing. You can watch other guys reaction to Lucy while knowing your locked and under her control :whip:

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

Unread post by johnswan » Fri Nov 14, 2025 11:03 pm

Topnotch wrote:
Fri Nov 14, 2025 3:14 am
John have you thought about inviting your friend over for a meal. Let's just say it's a meal that you're preparing. You realize that you forgot to pick up something at the store, so you will need to run and pick it up. Leaving them for about 20 minutes or so. Giving them a chance to do a little bit of flirting. Just a random thought
Hi Topnotch. They've been alone together on odd occasions before, for short periods of time. But I'm not aware of any real flirting having gone on.
Greg is just too respecting of us being married to do anything that might cause us problems.
It's going to take a very explicit signal to him that flirting, and more, with Lucy is acceptable.... actually desired. But that possibility is a long way off yet. Sigh!

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

Unread post by johnswan » Fri Nov 14, 2025 11:09 pm

scaryflyer wrote:
Fri Nov 14, 2025 5:39 am
Hey johnswan,
I suggest you keep things simple on your trip, perhaps Lucy can lock you in your cage for the weekend, or at least when you go out for the evenings while she is wearing the skimpy sexy clothing. You can watch other guys reaction to Lucy while knowing your locked and under her control :whip:
Hi scaryflyer. We've only just started with the cage, and I've only worn it once.
Lucy has sort of commandeered it, in that she has put it in the drawer of her bedside table. I'm just waiting to see when she wants to use it again.
If I'm more used to wearing it by the time we go on our little trip, then I'll definitely ask her to take it with us.

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

Unread post by johnswan » Sat Nov 15, 2025 12:07 am

I've been meaning to post something about last weekend, when a friend/ 'colleague' of Lucy's came to our house to give me and Lucy a waxing session.
Her friend, Nickie, does waxing for a salon that does this and other beauty treatments (manicures, pedicures etc). She had agreed to see us privately, as a favour. The idea was that she will show us how to do the waxing, and tell us what things to buy, so that we can do it ourselves in future. We can't really afford to spend money on regular waxing sessions, which might be once a month. They are quite expensive.

So Nickie arrived last Saturday (8th Nov), with her various bits and pieces. We chatted a bit while the wax heated up. Then Lucy went first, having her pussy waxed. For as long as I've known Lucy she's always shaved her pussy, so I've little recollection of her ever having even a slightly hairy pussy. But Nickie had told us to stop shaving for at least a fortnight before having the waxing done. The hairs have to be ideally about a centimetre long, for the wax to grip to.
Nickie used some spray that is a liquid that helps degrease the skin and hair, do that the wax grips better. It was quite erotic watching Nickie spray and clean Lucy's pubic area!
Then she started the waxing, with me watching closely, and Nickie explaining what she was doing and why. It's a fairly simple process, but there is obviously a technique to it that requires some practice to get right.
Basically the waxer has to use one hand to stretch the skin around the area where the wax has been applied. Then the wax is ripped back against the direction of hair growth, hopefully removing all the hairs. By stretching the skin, you are minimising the pull of the wax against the skin, thus minimising the pain.
It was interesting to watch, close up, as another female manipulated my wife's pussy, right in front of me! I was wearing just loose shorts, but was getting a semi, I have to admit.
And though it was painful for Lucy, I couldn't help but notice that she was getting wet between her inner pussy lips, which Nickie had to gently wipe now and again. Lucy later confirmed that she found the whole situation quite arousing!

Though I also found it arousing, I was aware that it would shortly be my turn to be waxed.
We had a short break after Lucy was done. Her pussy looked beautiful, albeit quite red!

A couple of weeks previously Lucy had shaved my cock and balls, bum, chest and underarms. So, potentially, I was up for having that lot waxed. I decided to get the worst part, in terms of possible pain, over first. So opted for Nickie to do my cock and balls, and up to my belly button. My hair had grown back sufficiently since I'd been shaved. But it has been quite uncomfortable, being very stubbly. The problem with shaving is that it produces a sharp end to each hair, where the razor cuts it. And those multiple sharp ends can produce an unpleasant surface. Lucy has been complaining about my chest hair stubble, in particular, as it presses against her bare boobs.

So, with me now naked and in position, Nickie sprayed the degreaser lotion around my cock and balls, and rubbed it in, and wiped it off. I could feel myself getting slightly aroused. Which I know is only natural, having a good looking young woman manipulating my cock and balls.
Nickie is, I think, slightly younger than Lucy and me. She's petite, slim, probably a 32C bust. Normally, at the salon she works at, she'd wear a sort of gown, pseudo medical type look. But as this was a private session, she was in her ordinary clothes. She had a reasonably tight t shirt on, but was obviously braless. Her nipples were very obvious! So that didn't help the state of my cock!
I decided to close my eyes, and try to think of something else.

Then the waxing started. And yes, it is painful. I very soon had a completely flaccid cock!
But I wasn't going to complain about the pain. Lucy hadn't complained, so I was determined to say nothing, just grin and bear it.

When Nickie had done all around my cock, she did my balls, which meant her stretching the skin there. I don't think even Lucy has handled me so much, in that area!

Then, she said that she needed to do the hair that was going up the base of my shaft. She turned to Lucy and explained that it's easier if the man is "more aroused", because she doesn't then need to stretch the skin so much. And it's easier, because a flaccid cock flops around, getting in the way. She also explained that she doesn't normally ask, in the salon, for obvious reasons. Sometimes a man is aroused anyway.

I have to emphasise, that in the salon, none of the waxers ever ask a male to get themselves erect, or offer to make them erect!

Lucy asked "So you'd prefer if he was erect?" Nickie nodded. And Lucy looked at me with a big grin on her face. "Shall I give you a hand, or are you going to do it yourself?"
I didn't know what to say! I decided that it was best if Lucy helped me. So I closed my eyes again and Lucy started to rub me. I was quickly erect! Next, Nickie told me she'd use some more of the cleaning spray on me, which she did. Then wiped me clean, which stimulated me more.
There isn't a lot of hair on my shaft, so it didn't take long for her to do. And it wasn't too painful. But it was very stimulating as she handled my stiff cock. If she'd have asked me if I wanted her to wank me off, I'd have immediately said yes! Fuck it....I'd have done it myself if they'd wanted me to!

She asked me if I wanted my bum and chest doing, but I declined, as I'd had enough pain for one day.

Afterwards Nickie stayed and had dinner and a few glasses of wine with us. Lucy and Nickie talked a lot about their respective jobs. Lucy went self employed with her work, a couple of years ago, and Nickie wants to do the same. So they had a lot to talk about.

We've now bought the various bits that Nickie recommended, and I've had a little bit of practice on the hair on my upper thigh, while we wait for our pubic hair to grow back to the right length for waxing again. As soon as we get the time, and feel confident enough, I'm going to do my chest hair, or Lucy's going to do it for me.

So, an interesting evening. We learnt a lot, and both had a nice little erotic experience. Lucy agreed that Nickie is very attractive!

If anyone has any questions about waxing, I'm not an expert, obviously, but I'd be happy to try and answer.
Last edited by johnswan on Sat Nov 15, 2025 1:08 am, edited 1 time in total.

wannabecUKold
Pervert
Posts: 695
Joined: Thu Feb 23, 2023 1:51 am

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

Unread post by wannabecUKold » Sat Nov 15, 2025 12:25 am

Thank you. Fascinating. Pity Nickie didn't wank you off.
So Nickie, 32C, came braless in a tight shirt, showing her nipples. Surely she must have hoped for some fun too? With you and/or with Lucy. You must get her back. Lucy is attracted to her. Some girl on girl action would be fun. Maybe Lucy can offer to do Nickie's pubic hair.

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

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

Unread post by johnswan » Mon Nov 17, 2025 11:25 pm

Hmmm..... Posts since the one above seem to have disappeared. And this has happened on other threads.

If you look at the dates of posts in every sub forum, there are none from late Saturday, Sunday 16th, and Monday till about 8pm. All disappeared.

I think I'll temporarily refrain from posting more.
Maybe do a back up of all the posts here.

Oh, and when you post, wait for the standard '504 Gateway Time Out' message, then reopen the site. Sigh....

joel68
OHW Addict
Posts: 1501
Joined: Tue May 29, 2007 4:33 am

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

Unread post by joel68 » Tue Nov 18, 2025 6:30 am

Wow. I did look at it. There was one other thread that had some posts after the OP posted that were here before and now have completely disappeared.

Very odd.

Also, when I post, oftentimes it says that there was another post made prior to mine and I may want to amend mine. But when I refresh the board and check, there was no other post made.

Dream Weaver
Pervert
Posts: 502
Joined: Fri Jun 26, 2009 10:06 pm

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

Unread post by Dream Weaver » Tue Nov 18, 2025 11:55 am

johnswan wrote:
Mon Nov 17, 2025 11:25 pm
Hmmm..... Posts since the one above seem to have disappeared. And this has happened on other threads.

If you look at the dates of posts in every sub forum, there are none from late Saturday, Sunday 16th, and Monday till about 8pm. All disappeared.

I think I'll temporarily refrain from posting more.
Maybe do a back up of all the posts here.

Oh, and when you post, wait for the standard '504 Gateway Time Out' message, then reopen the site. Sigh....
There was a similar situation with another thread (I completely forget who - but some European guy and his gf. I really long thread too, like, years long), and it was just weird tech issues. So I wouldn't worry about it like somebody is deleting it or anything. It's just flaky tech. Very rare, but it happens.

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

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

Unread post by johnswan » Tue Nov 18, 2025 1:47 pm

Dream Weaver wrote:
Tue Nov 18, 2025 11:55 am
johnswan wrote:
Mon Nov 17, 2025 11:25 pm
Hmmm..... Posts since the one above seem to have disappeared. And this has happened on other threads.

If you look at the dates of posts in every sub forum, there are none from late Saturday, Sunday 16th, and Monday till about 8pm. All disappeared.

I think I'll temporarily refrain from posting more.
Maybe do a back up of all the posts here.

Oh, and when you post, wait for the standard '504 Gateway Time Out' message, then reopen the site. Sigh....
There was a similar situation with another thread (I completely forget who - but some European guy and his gf. I really long thread too, like, years long), and it was just weird tech issues. So I wouldn't worry about it like somebody is deleting it or anything. It's just flaky tech. Very rare, but it happens.
Yeah, my worry was that the forum was starting another bout of 'Bad Gateway' and all that other shit. But it's been as per normal today. Except the '504 Gateway Time out' thing, which is every time you post. Annoying!

Gulfcpl
Player
Posts: 333
Joined: Thu Mar 02, 2023 9:16 am

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

Unread post by Gulfcpl » Tue Nov 18, 2025 3:22 pm

johnswan wrote:
Tue Nov 18, 2025 1:47 pm
Dream Weaver wrote:
Tue Nov 18, 2025 11:55 am
johnswan wrote:
Mon Nov 17, 2025 11:25 pm
Hmmm..... Posts since the one above seem to have disappeared. And this has happened on other threads.

If you look at the dates of posts in every sub forum, there are none from late Saturday, Sunday 16th, and Monday till about 8pm. All disappeared.

I think I'll temporarily refrain from posting more.
Maybe do a back up of all the posts here.

Oh, and when you post, wait for the standard '504 Gateway Time Out' message, then reopen the site. Sigh....
There was a similar situation with another thread (I completely forget who - but some European guy and his gf. I really long thread too, like, years long), and it was just weird tech issues. So I wouldn't worry about it like somebody is deleting it or anything. It's just flaky tech. Very rare, but it happens.
Yeah, my worry was that the forum was starting another bout of 'Bad Gateway' and all that other shit. But it's been as per normal today. Except the '504 Gateway Time out' thing, which is every time you post. Annoying!
It’s a free site. What did it cost you?

Koolaide4fun
Prepubescent
Posts: 3
Joined: Wed Jan 06, 2021 12:18 am

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

Unread post by Koolaide4fun » Tue Nov 18, 2025 5:27 pm

Not that it would work for you but it's an idea to think about. I had a friend I grew up with that went in military immediately after graduation. He never was popular with girls he was the d&d rotc type nerd but he was good enough athlete to get scholarship as a defensive back he was free safety on high school team.
I had went to college forgot about him until I had graduated and was working for an advertising agency featured in commercials and using my marketing degree to get acting gigs. We had an account with huge military surplus warehouse who did these real funny commercials we needed an army n Air Force a marine and a navy solider for commerical they need to have there dress uniform it was the last day b4 moving on to different thing for the ad when a guy called and asked if we had a navy seaman for our casting I said no and I also need a Marine by 6 pm it was to film 2morrow I said it pays 250.00 only 2 speaking roles the army and Air Force guys will due it. The guy said he was friends with a marine he will call back in 5 mins an hour later he is meeting the others at the surplus store to rehearse the next day the director scheduled to comericals at same time so I went to help with the surplus ad it went off with out a hitch.
After I was telling everyone to pack up I had plans meeting a couple for lunch when The navy guy walked up and said big Phil as turning I said it's Mr. Phil now he was apologizing when I recognized him said he was fresh out of the navy and he was married and had 1 kid adding adopted. Asked did I ever settle down I told him why settle down when men will bring there wife to me to fuck. He laughed and asked about getting a beer I left my number with him and thought no more about it. A few days later he called asked where I worked out what gym I told him he said would I meet him there to workout we really pushed each other in high school I said sure told him the time and we had a great work out. While sitting in steam room he asked me if rumor in high school was true that I fucked that young female volleyball and softball coach who was still in college who was married to Mr. Kirkland the head of math department. I told him yes but to ensure he would not tell on me or her I had super 8 mm video no sound of him sucking my cock as he asked if a lot of the married women I fuck have husbands that suck my cock I pushed towel off and leaned back reaching down I grabbed my cock why would you ask would you suck my cock to see me fuck your wife. Looking at the floor he said yes Mr. Phil have you ever convinced a wife to bring her husband into being a cuckold instead of me asking her and introducing her to you. How about I tell her the director of commerical was friend from high school he wants to meet you and take us out to eat. I had only looked at floor in front of me 1 time b4 he was there watching my stroke my cock. I told him as I lifted my balls start licking here pointing under my balls not to far from my asshole I dropped my balls on his face and said stroke my cock I had a bottle of cold water and poured over his hand pulling by his ear so my heavy ball sac is now where he can kiss lick and suck my cock. I said you have worshiped a mans set of balls b4 you ever suck a cock like mine. He said no Sir in the navy he had female officer who would humiliate him and make him clean her lovers and her cum filled pussy. I ask does your wife work he said she does party planning but works from home 45 mins later I'm driving him home while he sucks my cock on his knees in passenger seat face in my lap. We pulled up at his house his wife was outside I had seen her thankfully for him I had very dark tinted windows she was maybe 8 feet from my car when I pulled him off my cock grabbing the sucker I had opened and licked a few times. I told him she can't see it pointing to his wife I told him catch that precum with your sucker put my cock away pointing out she's going to see my cock print in these nylon running shorts they were very lose around legs and had a pouch for avg 5 inch dick and balls not my 9 inch beer can thick cock and 2 handfuls of balls. I made sure he had the same color and size as I did white. I told him when you get out almost run around car and kiss your wife then tell her she has to me Mr. Phil from your high school class then open the door make sure she is where she sees me sitting in seat then step back while I get out of car I will introduce myself you be sure to stand beside me while I ask her if she and her little hubs would meet me for supper I will send a car. Then tell her how about I see if your little hub lied to me he said you would need to go shopping for a dress I take her hand and say keep up lil petey. 20 mins later I have picked out dress thigh highs and heals. I tell her she will be most beautiful lady at restaurant sexy3st also then say are we clear on what you are to wear she said yes I pointed that only that if it's not on that bed your not to wear it. I then asked lil petey do I need to choose your clothes also he said no Sir. I told him go get your jumper cables I will drive you back to your car. I walk up to Gina his wife and said I forgot the panties show me 3 of sexiest pair picking up the sheer neon pink g string they were stripper panties they fastened on top corners then only a string I grab them make him dress first in front of you if he don't put these on tell him call me. Phil. 3 mins later I walk out and with her looking out window I told her if she had any doubts what he wanted to walk down to park I will have window down. Sure enough 20 mins later I see her walking up I'm backed into treeline and can't be seen he is on his knees I'm leaning against my car legs spread and him hanging over and over choking Everytime I try to take my cock from him he begs please Mr. Phil. The thick saliva hangs from his chin and both cheeks his lip is busted and his eye is almost swollen shut from when I slap my cock across his face for dragging a tooth finally he is taken it all I hold him on it till he is frantic for air I'm out long enough to get 1/2 draw of air and I fuck his face balls slapping on his face then hold till he is frantic then not allow full breath saying you begged for me to cum on your mouth fuck your face try and hold my cock until you black out I will cum for you. I looking right at Gina your wife when I fuck your face then hold you tapping trying to pull back when for 1st 15 times I pulled you back only to slam cock back in your throat not allow a breath then when your given up hope of breathing I say stick your tongue out lick my balls I tilt his head and allow just faint airway to open then I push him to the ground I wipe up pee cum pouring out my cock and tell him crawl around car and get in knees in seat face in my seat wait eyes closed I lean in tell him open your cocksucker and shove the pink 5 backs in your wearing these tonight and dressing in front of your wife she turns walks away I sit in car my shorts in his wife's hand í say kiss and lick boy the next thing my cock will be in is your wife btw your getting my cum in all three holes I stop and tell him I'm waiting outside your to sit up walk up to door tell the guy Mr. Phill sent me said you know what I need I leave and after 15 minutes John walks back into room tell you why did you put shorts back on he quickly has wrapped rope around your hands and around ankles the stell bar in middle of back has your tiny clit and hips sticking out while hands and feet tied in like 1 min you felt cold steel ring around tiny clit and then your 2 inch boy clit is pushed that and another luck James hands you a mirro. The open hand slap across face with command did I say stop sucking it takes 2 of my load lil I mean no peter Mr. Phil will give your wife the keys to this with instructions on how to be a key holder he pulls rope and your untied James says Mr. Phil promised you a mouth full of cum he pushes you to knees it's not Mr Phil but your going to learn to love it as a substitute boy. Open up in about 3 mins cum is spurting right down throat in to belly then all over face then back in belly again then all over face again he said I got more for you 3 mins later he's covered in cum and told your cars out back go hime

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