Want my wife to cuckold me with my best friend.
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wannabecUKold
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Re: Want my wife to cuckold me with my best friend.
Good luck tonight. I hope MIL takes it well. Judge her mood carefully. She knows how dominant her daughter is. And she worries that you are being forced into this cuckolding. You may have to disclose how much it turns you on. And how much bigger Greg's cock is! Maybe aim to get her envious of her daughter, holding out the possibility she may get some too....
- coastalkid
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Re: Want my wife to cuckold me with my best friend.
There sure are a bunch of interesting characters! Nickie and the MIL are definitely unknowns. Not so much unknown as to "knowing" about John but as to how much of a part they are playing in this and what thrill they get out of it. Greg, Jessica and James are fairly transparent. Even Lucy is somewhat predictable given her present arc and from the posts from John.
Is the MIL involved in her own "lifestyle"? She clearly doesn't seem too conservative. John shared that Lucy shares thing with her Mom (Mum I guess). I wonder how far that sharing goes? I wonder how much Jessica (Lucy's sister right?) has run her mouth about things she knows? I wonder if James just likes getting his cock sucked or if he too has some interest in exploiting John's submissiveness? I wonder too about Greg and his feelings towards John?
I wonder a lot of things because this is a well written account. That's what happens when someone writes as well as John does. He seems to be happy. He's living out his fantasies. And, oddly, even though he is submissive he seems to be in some control of what he does or what happens to him. Everything he's done he's done willingly. No one has forced him to do anything. He knows he can say no.
The mystery behind Nickie and the MIL just get me! Hell, what about Lucy's Dad? He seems to be totally out of the picture, like with no impact on anything, weird! Thanks for sharing your account with us! I'm happy you're having the experience of a lifetime and having fun with it!
So, what do you have left on your "bucket list"? What would you like to happen that hasn't yet?
Is the MIL involved in her own "lifestyle"? She clearly doesn't seem too conservative. John shared that Lucy shares thing with her Mom (Mum I guess). I wonder how far that sharing goes? I wonder how much Jessica (Lucy's sister right?) has run her mouth about things she knows? I wonder if James just likes getting his cock sucked or if he too has some interest in exploiting John's submissiveness? I wonder too about Greg and his feelings towards John?
I wonder a lot of things because this is a well written account. That's what happens when someone writes as well as John does. He seems to be happy. He's living out his fantasies. And, oddly, even though he is submissive he seems to be in some control of what he does or what happens to him. Everything he's done he's done willingly. No one has forced him to do anything. He knows he can say no.
The mystery behind Nickie and the MIL just get me! Hell, what about Lucy's Dad? He seems to be totally out of the picture, like with no impact on anything, weird! Thanks for sharing your account with us! I'm happy you're having the experience of a lifetime and having fun with it!
So, what do you have left on your "bucket list"? What would you like to happen that hasn't yet?
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!
I get my denial the old fashion way, I married vanilla!
Re: Want my wife to cuckold me with my best friend.
Ok, I've just a bit of time to report back on yesterday evenings meeting with Lucy's mum.
We initially just made chit chat, while I made coffee (it just felt normal for me to do it).
Then we sat down in the lounge, and Lucy explained that we'd decided to "open up our marriage a little", and that she'd started having sex with Greg.
Her mum's reaction?
"Oh.....I thought you were going to tell me you were pregnant". And she said that with a hint of disappointment in her voice!
And I couldn't help wondering what her reaction would have been if Lucy had told her "I'm having sex with Greg, and he's made me pregnant!".
Anyway, she didn't lose her focus, and asked how long this had been going on. Then, was Greg the 'instigator'? That's to say, did Greg seduce her?
I stayed silent, but was a bit nervous in case Lucy said that, no, I was the one that started the process off. Which would probably have entailed a long explanation from me.
But Lucy explained that it "just sort of happened" a few weeks ago, after an evening of socialising at our house. And that we'd discussed it afterwards, and had agreed that Lucy could continue to have sex with him, on an occasional basis.
And that we thought it best that she should know. Because she'd likely find out eventually anyway. Plus, it might become obvious if Greg joins us on holiday later on.
Her mum did seek reassurance that this was "just a bit of fun" and that our marriage was secure. "And this isn't because sex between you two isn't working?"
We assured her that wasn't the case. And Lucy smiled and told her that, far from it, that it had the effect of increasing both of our libido's. And she turned to me, saying "it's perked up your interest considerably, hasn't it?"
My internal voice was saying, ok Lucy, TMI already! Don't elaborate on that!
Her mum did say that she was surprised, and doubtless would think of some other questions later on. But, that she was pleased that we were having fun, and providing that we stayed sensible, then it could be beneficial to all three of us.
Then, because she's a medical professional, she asked about the risk of STI's, pointing out that Greg has had a number of girlfriends. We assured her that Greg is always faithful to each of them, while he's going out with them, so we considered the risk to be very low. She did ask about Nickie too, but again, we reassured her we were confident of Nickie's honesty, that Greg was her sole partner.
But her mum, with her medical cap on, said that she thought it wise that all four of us should get tested.
So we said we would investigate that, and arrange it as soon as we could.
And that was about it. We soon got on to talking about other subjects.
Her mum barely showed much surprise. Not because she wasn't surprised.
But, she deals with patients in her job, where she has to discuss sometimes complicated illnesses and surgery. She's told us before, about the strange and surprising things that people ask her. And how she has to show no real surprise or emotion about what they ask, so that patients don't feel that they shouldn't have asked, or that their questions were odd.
So, nothing too embarrassing, and we both agreed afterwards that it was the right thing to do.
As anticipated, her dad wasn't there. Which made things easier for me. I kinda felt that it would be more embarrassing for me, to admit in front of another male, that my wife was having sex with another man.
Sorry that I haven't got time to respond, at the moment, to some of the other interesting comments made. I'll try to do that later on.
We initially just made chit chat, while I made coffee (it just felt normal for me to do it).
Then we sat down in the lounge, and Lucy explained that we'd decided to "open up our marriage a little", and that she'd started having sex with Greg.
Her mum's reaction?
"Oh.....I thought you were going to tell me you were pregnant". And she said that with a hint of disappointment in her voice!
And I couldn't help wondering what her reaction would have been if Lucy had told her "I'm having sex with Greg, and he's made me pregnant!".
Anyway, she didn't lose her focus, and asked how long this had been going on. Then, was Greg the 'instigator'? That's to say, did Greg seduce her?
I stayed silent, but was a bit nervous in case Lucy said that, no, I was the one that started the process off. Which would probably have entailed a long explanation from me.
But Lucy explained that it "just sort of happened" a few weeks ago, after an evening of socialising at our house. And that we'd discussed it afterwards, and had agreed that Lucy could continue to have sex with him, on an occasional basis.
And that we thought it best that she should know. Because she'd likely find out eventually anyway. Plus, it might become obvious if Greg joins us on holiday later on.
Her mum did seek reassurance that this was "just a bit of fun" and that our marriage was secure. "And this isn't because sex between you two isn't working?"
We assured her that wasn't the case. And Lucy smiled and told her that, far from it, that it had the effect of increasing both of our libido's. And she turned to me, saying "it's perked up your interest considerably, hasn't it?"
Her mum did say that she was surprised, and doubtless would think of some other questions later on. But, that she was pleased that we were having fun, and providing that we stayed sensible, then it could be beneficial to all three of us.
Then, because she's a medical professional, she asked about the risk of STI's, pointing out that Greg has had a number of girlfriends. We assured her that Greg is always faithful to each of them, while he's going out with them, so we considered the risk to be very low. She did ask about Nickie too, but again, we reassured her we were confident of Nickie's honesty, that Greg was her sole partner.
But her mum, with her medical cap on, said that she thought it wise that all four of us should get tested.
So we said we would investigate that, and arrange it as soon as we could.
And that was about it. We soon got on to talking about other subjects.
Her mum barely showed much surprise. Not because she wasn't surprised.
But, she deals with patients in her job, where she has to discuss sometimes complicated illnesses and surgery. She's told us before, about the strange and surprising things that people ask her. And how she has to show no real surprise or emotion about what they ask, so that patients don't feel that they shouldn't have asked, or that their questions were odd.
So, nothing too embarrassing, and we both agreed afterwards that it was the right thing to do.
As anticipated, her dad wasn't there. Which made things easier for me. I kinda felt that it would be more embarrassing for me, to admit in front of another male, that my wife was having sex with another man.
Sorry that I haven't got time to respond, at the moment, to some of the other interesting comments made. I'll try to do that later on.
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wannabecUKold
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Re: Want my wife to cuckold me with my best friend.
Many thanks John for that prompt update.
Did you get aroused when Lucy said you two had decided to open your marriage? And ditto when she said it might become obvious on holiday - did she envisage her and Greg going off to bed together in front of MIL! It certainly makes it is easier to do that if it is common knowledge.
MIL will probably have further questions for you one-to-one. And more lingerie.
Did you get aroused when Lucy said you two had decided to open your marriage? And ditto when she said it might become obvious on holiday - did she envisage her and Greg going off to bed together in front of MIL! It certainly makes it is easier to do that if it is common knowledge.
MIL will probably have further questions for you one-to-one. And more lingerie.
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Southernman
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Re: Want my wife to cuckold me with my best friend.
John,
Thanks for the update. I guess it is to be expected that Lucy's mum's reaction was muted given her medical background. I do wonder if she will have additional questions for you if she comes home while you are cleaning at her home.
Would love to hear more of your conversations with Lucy in the past week or two about where you both want this to go.
When are Greg and Nickie expected back from holiday? What is the plan when they return? When is the Holiday that Lucy's mum booked and who is going on that one?
Where do James and Jessica fit into this dynamic and do they know as well?
Looking forward to your updates as usual.
Thanks,
Southernman
Thanks for the update. I guess it is to be expected that Lucy's mum's reaction was muted given her medical background. I do wonder if she will have additional questions for you if she comes home while you are cleaning at her home.
Would love to hear more of your conversations with Lucy in the past week or two about where you both want this to go.
When are Greg and Nickie expected back from holiday? What is the plan when they return? When is the Holiday that Lucy's mum booked and who is going on that one?
Where do James and Jessica fit into this dynamic and do they know as well?
Looking forward to your updates as usual.
Thanks,
Southernman
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venus-can99
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Re: Want my wife to cuckold me with my best friend.
Always the sensible one your MIL.Good point about STIs and testing and very good advice indeed. Hope you and Lucy are having a wonderful week
Something new viewtopic.php?f=13&t=75158
- coastalkid
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Re: Want my wife to cuckold me with my best friend.
Breaks from working on the garden are now going to be much more interesting.
Would you and Lucy still have had this discussion if the Dad was there? What is he like? How does his relationship with your MIL appear to you?
Would you and Lucy still have had this discussion if the Dad was there? What is he like? How does his relationship with your MIL appear to you?
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!
I get my denial the old fashion way, I married vanilla!
Re: Want my wife to cuckold me with my best friend.
Hi coastalkid.coastalkid wrote: Wed Jul 08, 2026 9:39 am Breaks from working on the garden are now going to be much more interesting.
Would you and Lucy still have had this discussion if the Dad was there? What is he like? How does his relationship with your MIL appear to you?
I'm not actually managing much work in the garden...at least not in clearing the jungly, overgrown area, other than cutting back the easy stuff. It's still a bit too warm for that. Just general garden maintenance at the moment.
Lucy didn't seem worried either way, when we discussed it prior to going, about her dad being there. And I definitely asked her about that, because I just felt that would be a more awkward situation, for me. You know, a man admitting to another man that his wife has a lover.
The age difference is also a thing for me, in that he's my father's age. And I've always felt, with older men, and women, that I'm still more of a boy than a man. Maybe that sounds a bit pathetic. But it's just that 'seniority' thing that you spend your formative years learning and internalising. I can imagine being 60 or 70 years old, and me still deferring to someone aged 80 or 90.
So the combination of him being older, and, obviously, male, would have made that chat more embarrassing for me.
Lucy didn't see much difference.
What is her dad like? Well, he's also in medicine, but is involved in some research work. So he's more serious, studious, more wrapped up in work than Lucy's mum is. Her mum runs the house, which means he doesn't have to.
Lucy always said that, when her and Jessica were children, mum would be the one that would hand out discipline (not physical discipline). She described it as a sort of reversal of the "wait till your father gets home", sort of threat that mums might typically use, with instead, him saying "your mother will deal with this!"
He's a nice man, and I've had good discussions with him, particularly if I get him talking about his medical work.
Their sex life? Hmm, I'm not sure. As far as I'm aware it's normal. But that's a bit like trying to determine your own parents sex lives....it's just a bit difficult (and weird!) to think about.
Re: Want my wife to cuckold me with my best friend.
I'm not sure, in the UK, about STI testing. So that's going to be a bit of a learning curve. It's something we've never had to think about.venus-can99 wrote: Wed Jul 08, 2026 9:04 am Always the sensible one your MIL.Good point about STIs and testing and very good advice indeed. Hope you and Lucy are having a wonderful week
I think Greg has some experience, but not because he ever caught anything, just a precautionary thing.
I don't know about Nickie.
I'm assuming that it would be a "no questions asked" type situation, in regard to with who and when etc. Might be embarrassing for me, to have to say that I was checking because my wife could have theoretically given me something.
Re: Want my wife to cuckold me with my best friend.
Sign up for an online pharmacy account at somewhere like Superdrug, and you can order various tests that arrive in the post. You do them at home and post the samples back to the lab. It costs, but it's easy and convenient. There are clinics too of course.
You can view your results online, which means you can also show them to a partner - with a link (I think) or on your phone
You can view your results online, which means you can also show them to a partner - with a link (I think) or on your phone
Re: Want my wife to cuckold me with my best friend.
Aroused? Er, not exactly. A bit apprehensive, more than anything. I just didn't want the conversation to get into the detail of things. In particular, about what exactly I was doing while Lucy and Greg were having sex!wannabecUKold wrote: Wed Jul 08, 2026 1:27 am Many thanks John for that prompt update.
Did you get aroused when Lucy said you two had decided to open your marriage? And ditto when she said it might become obvious on holiday - did she envisage her and Greg going off to bed together in front of MIL! It certainly makes it is easier to do that if it is common knowledge.
MIL will probably have further questions for you one-to-one. And more lingerie.
As you say, I'm expecting some one to one questioning from her mum.
Probably not more lingerie! Which, incidentally, Lucy has come around to the idea of me wearing. And some of which she has snuck into her own wardrobe. There are some nice, classy, more expensive pieces from that little haul.
In particular, a nice pair of satin, cream coloured French Knickers (Tap pants, US?), that I find really sexy on Lucy. But sexy on me too!
Greg and Lucy on the holiday? We did start discussing that. Which was a bit inconclusive, because it's some weeks away yet. Plus it's still not 100% that Greg can go.
And we don't really know Jessica's two female friends, and their reaction to seeing Lucy being amorous with me....then Greg!
We didn't finish discussing it because both of us got horny talking about various possibilities....and had to fuck!
Re: Want my wife to cuckold me with my best friend.
Wow! A reply in less than 20 minutes!leggysman wrote: Wed Jul 08, 2026 2:53 pm Sign up for an online pharmacy account at somewhere like Superdrug, and you can order various tests that arrive in the post. You do them at home and post the samples back to the lab. It costs, but it's easy and convenient. There are clinics too of course.
You can view your results online, which means you can also show them to a partner - with a link (I think) or on your phone
Thanks leggysman. I'll look into that.
I'm surprised you've got the time to reply, with you busily beating back the hordes of bots etc!
And, I'll just take the opportunity to thank you for your work. It's much appreciated.
Re: Want my wife to cuckold me with my best friend.
Ah, yeah. I had that discussion with my doctor. Trust me. 5 mins of social weirdness is worth being safe. The doc never questioned it. Just said ök". Bit like Lucy's mum.johnswan wrote: Wed Jul 08, 2026 2:36 pmI'm not sure, in the UK, about STI testing. So that's going to be a bit of a learning curve. It's something we've never had to think about.venus-can99 wrote: Wed Jul 08, 2026 9:04 am Always the sensible one your MIL.Good point about STIs and testing and very good advice indeed. Hope you and Lucy are having a wonderful week
I think Greg has some experience, but not because he ever caught anything, just a precautionary thing.
I don't know about Nickie.
I'm assuming that it would be a "no questions asked" type situation, in regard to with who and when etc. Might be embarrassing for me, to have to say that I was checking because my wife could have theoretically given me something.![]()
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Watchinu69
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Re: Want my wife to cuckold me with my best friend.
Sorry Johnswann- I may have missed it, but why did you & your side feel the need to tell your mother in law that your wife is fucking your best friend? Fur the life of me I can't figure out how you all couldn't manage an adult sex life without her finding out. Please share again if I missed it. Thanks in advance
Re: Want my wife to cuckold me with my best friend.
It wasn't so much my need. I won't be speaking to my parents about it, and Lucy is ok with that. My point of view, re my parents is that, if they find out, they find out. I'd just then reassure them that we were just having fun, nothing to worry about etc.Watchinu69 wrote: Wed Jul 08, 2026 5:08 pm Sorry Johnswann- I may have missed it, but why did you & your side feel the need to tell your mother in law that your wife is fucking your best friend? Fur the life of me I can't figure out how you all couldn't manage an adult sex life without her finding out. Please share again if I missed it. Thanks in advance
It was Lucy who felt it important to discuss things with her mum. And she wanted me there to show that we were both ok with what we were doing.
I know that, for a lot of people, discussing your sex life with your parents seems odd, perverse even.
But, what can I say? Her mum is different. Her family are a bit different.
And I don't actually mind her mum knowing. Yeah, there's a certain amount of embarrassment involved. But I'm up for that!
drang2 explained the thinking behind this decision, quite elegantly, a couple of days ago. I'd refer you back to that post.
"Fur the life of me I can't figure out how you all couldn't manage an adult sex life without her finding out."
I'm sure we probably/possibly could. And, now that she knows, what's the downside of that?
Re: Want my wife to cuckold me with my best friend.
So are you and Lucy discussing what you want to go down when Greg gets back to town?
Anything you both want to happen the next time he fucks her?
And is Lucy, or you fur that matter, texting him?
Have you guys talked at all about Jessica finding out? It seems to me she is a wild card in all of this.
Anything you both want to happen the next time he fucks her?
And is Lucy, or you fur that matter, texting him?
Have you guys talked at all about Jessica finding out? It seems to me she is a wild card in all of this.
Re: Want my wife to cuckold me with my best friend.
Hi John,
Here's a long shot:
You mentioned earlier that Lucy, Jessica, and your mother-in-law communicate very openly (without mentioning Nickie).
That brought me back to last December. Your mother-in-law seemed surprisingly open-minded—and even a bit intrigued—about you wearing panties. She made a point of confirming that you were willingly part of this “game,” not being pushed into it. At one point, she said, “It’s okay that you want to wear feminine things. Lucy’s father… well, we won’t go into that.” I can’t help but wonder how much Lucy actually knows about what she was about to reveal.
Have you ever considered—or even asked Lucy—whether, when your mother-in-law sat with you on her bed and Lucy left you two alone, that moment wasn’t entirely accidental? Whether Lucy might have been, consciously or not, giving her mother the space to get closer to you… maybe even to test something?
You mentioned that you wouldn’t let anything happen—but now that everything seems more out in the open, do you think Lucy might not only accept it, but possibly even enjoy the idea of her mother becoming part of that dynamic?
Here's a long shot:
You mentioned earlier that Lucy, Jessica, and your mother-in-law communicate very openly (without mentioning Nickie).
That brought me back to last December. Your mother-in-law seemed surprisingly open-minded—and even a bit intrigued—about you wearing panties. She made a point of confirming that you were willingly part of this “game,” not being pushed into it. At one point, she said, “It’s okay that you want to wear feminine things. Lucy’s father… well, we won’t go into that.” I can’t help but wonder how much Lucy actually knows about what she was about to reveal.
Have you ever considered—or even asked Lucy—whether, when your mother-in-law sat with you on her bed and Lucy left you two alone, that moment wasn’t entirely accidental? Whether Lucy might have been, consciously or not, giving her mother the space to get closer to you… maybe even to test something?
You mentioned that you wouldn’t let anything happen—but now that everything seems more out in the open, do you think Lucy might not only accept it, but possibly even enjoy the idea of her mother becoming part of that dynamic?
Re: Want my wife to cuckold me with my best friend.
Hmmm...drang2 wrote: Thu Jul 09, 2026 3:49 am Hi John,
Here's a long shot:
You mentioned earlier that Lucy, Jessica, and your mother-in-law communicate very openly (without mentioning Nickie).
That brought me back to last December. Your mother-in-law seemed surprisingly open-minded—and even a bit intrigued—about you wearing panties. She made a point of confirming that you were willingly part of this “game,” not being pushed into it. At one point, she said, “It’s okay that you want to wear feminine things. Lucy’s father… well, we won’t go into that.” I can’t help but wonder how much Lucy actually knows about what she was about to reveal.
Have you ever considered—or even asked Lucy—whether, when your mother-in-law sat with you on her bed and Lucy left you two alone, that moment wasn’t entirely accidental? Whether Lucy might have been, consciously or not, giving her mother the space to get closer to you… maybe even to test something?
You mentioned that you wouldn’t let anything happen—but now that everything seems more out in the open, do you think Lucy might not only accept it, but possibly even enjoy the idea of her mother becoming part of that dynamic?
"You mentioned that you wouldn’t let anything happen"
"her mother becoming part of that dynamic?"
Are you asking if I'd like Lucy's mum to seduce me?
Yes, I would like that.
But...... that might be a mistake, if by "seduce", I meant full sex. Lots of complications, lots of areas that could go wrong, cause lots of trouble.
Of course, "seduce" could be just some flirting, some touching, some innocent fun. I don't see any real problem with that.
Or some level in between?
Perhaps you could elaborate?
- coastalkid
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Re: Want my wife to cuckold me with my best friend.
I still think your MIL would be an excellent "cuck sitter".
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!
I get my denial the old fashion way, I married vanilla!
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diet_dew_86
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Re: Want my wife to cuckold me with my best friend.
Back when you begrudgingly told Lucy about the long ago incident when you had seen Greg's erection she had replied that she wanted to confirm his dimensions with Nickie. Do you know if that talk happened before your ruined orgasm session with them? Do you get the sense that Nickie is a size queen?
Re: Want my wife to cuckold me with my best friend.
Just sit and watch TV together, or something?coastalkid wrote: Thu Jul 09, 2026 11:10 am I still think your MIL would be an excellent "cuck sitter".
Congrats on the 'Moderator' position.
Re: Want my wife to cuckold me with my best friend.
The "I'll have to confirm his dimensions with Nickie" comment was, I think, aimed at me, to make me squirm. Because she would then have to explain to her why she was asking, thus revealing my teenage contact with Greg's cock. Which she found funny, and was ribbing me about us being "a couple of gay teens". Which she thought Nickie would find funny too!diet_dew_86 wrote: Thu Jul 09, 2026 1:28 pm Back when you begrudgingly told Lucy about the long ago incident when you had seen Greg's erection she had replied that she wanted to confirm his dimensions with Nickie. Do you know if that talk happened before your ruined orgasm session with them? Do you get the sense that Nickie is a size queen?
I presume she did actually talk to Nickie about it, but I couldn't say when.
Nickie a size queen? I don't know. But she's had a number of boyfriends, and started her sex life quite young, something I found out during our chat last week, while Lucy and Greg were upstairs. She said aged 15. And was very promiscuous for a while. So she might have learnt to be more choosy, over the years.
Is it ok to ask a girl if she's a size queen?
And if she says she is, what are my chances?
Re: Want my wife to cuckold me with my best friend.
Hi John,johnswan wrote: Thu Jul 09, 2026 9:28 am
Hmmm...I think you are choosing your words carefully here.
"You mentioned that you wouldn’t let anything happen"
"her mother becoming part of that dynamic?"
Are you asking if I'd like Lucy's mum to seduce me?
Yes, I would like that.
But...... that might be a mistake, if by "seduce", I meant full sex. Lots of complications, lots of areas that could go wrong, cause lots of trouble.
Of course, "seduce" could be just some flirting, some touching, some innocent fun. I don't see any real problem with that.
Or some level in between?
Perhaps you could elaborate?
Back in December, Lucy must have been aware of the risks when she asked you to wear panties at your mother-in-law’s place.
Once her mother became aware of it, she suggested that you try on the panties she had given you, right there in front of her while you were alone in her bedroom. To me, that moment hinted at a certain curiosity or level of interest. You declined, of course, but still, it felt like a meaningful first step, handled quite smoothly by everyone involved.
Now, given how openly Lucy communicates with her mother—and how she has included you in that openness—it seems likely that your mother-in-law is aware of how your relationship is evolving.
At this point, Lucy’s mother, Jessica, James, Nickie, and Greg are all, in one way or another, part of this new dynamic within your relationship.
You might feel that being seduced by—or becoming intimate with—your mother-in-law would be crossing a line or could create complications down the road. That’s something only you and Lucy can truly assess and decide.
However, when I asked whether Lucy might not only accept it but possibly even enjoy the idea of her mother becoming part of that dynamic, I didn’t necessarily mean it in the most extreme sense. It could simply be about her participating in a way similar to Jessica or Nickie. After all, you’ve mentioned finding them attractive too, and that hasn’t gone all the way.
How far each person goes ultimately depends on the boundaries you and Lucy choose to set. Still, your mother-in-law already knows quite a lot and seems to accept you as you are. In a way, that alone already places her within the dynamic of your relationship.
The real question is how far you and Lucy are willing to let your mother-in-law’s involvement go. And perhaps—emphasis on perhaps—just as Lucy encourages you to be more open with James, she might also be curious to see you open up in other directions. Who knows? Could it be something worth discussing with Lucy?
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3532734dreamer
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Re: Want my wife to cuckold me with my best friend.
And if she says she is, what are my chances?johnswan wrote: Thu Jul 09, 2026 2:08 pmThe "I'll have to confirm his dimensions with Nickie" comment was, I think, aimed at me, to make me squirm. Because she would then have to explain to her why she was asking, thus revealing my teenage contact with Greg's cock. Which she found funny, and was ribbing me about us being "a couple of gay teens". Which she thought Nickie would find funny too!diet_dew_86 wrote: Thu Jul 09, 2026 1:28 pm Back when you begrudgingly told Lucy about the long ago incident when you had seen Greg's erection she had replied that she wanted to confirm his dimensions with Nickie. Do you know if that talk happened before your ruined orgasm session with them? Do you get the sense that Nickie is a size queen?
I presume she did actually talk to Nickie about it, but I couldn't say when.
Nickie a size queen? I don't know. But she's had a number of boyfriends, and started her sex life quite young, something I found out during our chat last week, while Lucy and Greg were upstairs. She said aged 15. And was very promiscuous for a while. So she might have learnt to be more choosy, over the years.
Is it ok to ask a girl if she's a size queen?
And if she says she is, what are my chances?![]()
I think we already had our answer:
Nickie looked for a few moments, like she was trying to make up her mind. "Well, you said 'play with'. So John's little one would be the best to 'play' with. But Greg's man sized one would obviously be the best for some serious action!" Which made Lucy giggle.
Sorry johnswan, but no "serious action" for you. She might play with you though, perhaps as an adult might play with a child sized toy, until they became bored with it...
Re: Want my wife to cuckold me with my best friend.
Well, Before Lucy fucked Greg the saturday (two weeks ago now?) She had you nude, comparing your little shaved willy with Greg's manly hairy cock. By then that cock had already filled Her pussy to Her full satisfaction so clearly She has establised this a few weeks ago.johnswan wrote: Thu Jul 09, 2026 2:08 pmThe "I'll have to confirm his dimensions with Nickie" comment was, I think, aimed at me, to make me squirm. Because she would then have to explain to her why she was asking, thus revealing my teenage contact with Greg's cock. Which she found funny, and was ribbing me about us being "a couple of gay teens". Which she thought Nickie would find funny too!diet_dew_86 wrote: Thu Jul 09, 2026 1:28 pm Back when you begrudgingly told Lucy about the long ago incident when you had seen Greg's erection she had replied that she wanted to confirm his dimensions with Nickie. Do you know if that talk happened before your ruined orgasm session with them? Do you get the sense that Nickie is a size queen?
I presume she did actually talk to Nickie about it, but I couldn't say when.
Also making you confess to your previous interaction with Greg's cock in front of Nickie....
No where to hide anymore.
Sincerely
elina