Cuckold Quandary

BBCfan

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A quick recap of what's brought me to this query.

After being with wife for a few years she revealed that she had a FWB for many years that had Biggest of porn sized dicks and could pleasure her For hours and hours.

Finding out this information is definitely what initiated my strong cuckold interests with her.
When initially suggesting she rekindle with him she thought I was crazy and wanted nothing to do with it, And also he Was no longer living in the Same country anyway.

She however revealed when drunk 1 time that if we were ever broken up she would be open to rekindling with him. To her if she's in a relationship she is monogamous and that's that, and I do respect that but I have had a more open minded Perspective at times.

That leads me to my particular quandary.
I have been away for a few months on a job contract in another country, and she just revealed a couple days ago that he is back in town and reached out to her to try and Rekindle their friends with benefits arrangement.

I really don't know the details of how that went but she told me that she told him she's in a relationship and He should know she does not fool around.

Since hearing this it has certainly rekindled my interest in my cuckold fantasy surrounding this, which I thought had kind of died and gone away.

This is a letter that I'm wanting to send to her but very unsure if I should really go forward at this point , so I'm gonna post it here and any feed back would be appreciated.

"So I've been thinking about us and Our current situation.

I'm Blessed to have you as a Partner But even before I left for this work contract Our intimacy had been waning somewhat.

When you told me that He had reached out to you when he got back into town, and was interested in rekindling a friends with benefits type interaction, I was of course quite surprised.
I'm flattered that you turned down his requests and explained you're in a relationship and you don't fool around. You had my back and I respect that greatly.

The fact is though you also said once that if we ever parted ways you would be open to rekindling with him for fun. You know my open minded kink about this, but even beyond that I think this is actually an opportunity for us to grow closer.

Of course if the idea of rekindling with him has 0 appeal to you then please disregard this.
But if there was even a hint of interest in your mind, and the only reason you shut it down is because of our relationship then please consider what I'm about to say.

You already had an ongoing thing with him before we met for many years, So I am not threatened by rekindling with him, nor does it make me at all jealous, The idea of my partner having a immense pleasure and then sharing it with me is just one of the hottest things I can think about right now.

The fact I would give you a hall pass for this does not mean I want one in return, for where I am that has NO interest for me...you are my partner and I desire no 1 else. If you feel the same way then of course I understand and I apologize if you find this offensive that I'd even suggest it, but you know I'm a kinky guy.
To me this is just a wonderful opportunity that we could share something that would help us perhaps stimulate our intimacy with really not much risk

Someone that you're familiar with and when you guys previously hooked up it was always a secret, so it's not like he can't keep a secret about what would happen if it did happen.
I know a big part of this is that you'd be embarrassed to even propose something as you would think it's disrespectful to me or you would think he would lose respect for you.
You could simply propose to him that you mentioned to your partner that he reached out and your partner has been in open relationships and is open minded and said if you want a hall pass, he's OK with it as long as you are respectful about us and keep me in the loop of everything.

If he's respectful of the ground rules and you are at all interested I say go for it.
You know he's got the good dick you love, and he's got good game and you guys have had a great connection and I'm not threatened by it, because honestly I know he's just a fun boy toy kinda guy and I'm not at all worried that I would lose you as a partner.

I honestly think at this point it could enhance our connection and give us a higher realm of trust and understanding that most people don't even have a glimpse of.
Again I mean no disrespect by even suggesting this, it's not like I'm just suggesting you go have an affair with anyone. This is someone that you've had a long history with and you have a comfort with, and you have no interest in a loving partner type relationship with.

So although you told me you have no interest in doing this, I know you did tell me when drunk that you would be open to it, if it happened, if you were single, and so I'm just saying why wait for that. I would love to share this with you and have a fun Interesting experience that could really be something that we share together and could potentially elevate and rekindle our Intimacy in an exciting way."
 
A quick recap of what's brought me to this query.

After being with wife for a few years she revealed that she had a FWB for many years that had Biggest of porn sized dicks and could pleasure her For hours and hours.

Finding out this information is definitely what initiated my strong cuckold interests with her.
When initially suggesting she rekindle with him she thought I was crazy and wanted nothing to do with it, And also he Was no longer living in the Same country anyway.

She however revealed when drunk 1 time that if we were ever broken up she would be open to rekindling with him. To her if she's in a relationship she is monogamous and that's that, and I do respect that but I have had a more open minded Perspective at times.

That leads me to my particular quandary.
I have been away for a few months on a job contract in another country, and she just revealed a couple days ago that he is back in town and reached out to her to try and Rekindle their friends with benefits arrangement.

I really don't know the details of how that went but she told me that she told him she's in a relationship and He should know she does not fool around.

Since hearing this it has certainly rekindled my interest in my cuckold fantasy surrounding this, which I thought had kind of died and gone away.

This is a letter that I'm wanting to send to her but very unsure if I should really go forward at this point , so I'm gonna post it here and any feed back would be appreciated.

"So I've been thinking about us and Our current situation.

I'm Blessed to have you as a Partner But even before I left for this work contract Our intimacy had been waning somewhat.

When you told me that He had reached out to you when he got back into town, and was interested in rekindling a friends with benefits type interaction, I was of course quite surprised.
I'm flattered that you turned down his requests and explained you're in a relationship and you don't fool around. You had my back and I respect that greatly.

The fact is though you also said once that if we ever parted ways you would be open to rekindling with him for fun. You know my open minded kink about this, but even beyond that I think this is actually an opportunity for us to grow closer.

Of course if the idea of rekindling with him has 0 appeal to you then please disregard this.
But if there was even a hint of interest in your mind, and the only reason you shut it down is because of our relationship then please consider what I'm about to say.

You already had an ongoing thing with him before we met for many years, So I am not threatened by rekindling with him, nor does it make me at all jealous, The idea of my partner having a immense pleasure and then sharing it with me is just one of the hottest things I can think about right now.

The fact I would give you a hall pass for this does not mean I want one in return, for where I am that has NO interest for me...you are my partner and I desire no 1 else. If you feel the same way then of course I understand and I apologize if you find this offensive that I'd even suggest it, but you know I'm a kinky guy.
To me this is just a wonderful opportunity that we could share something that would help us perhaps stimulate our intimacy with really not much risk

Someone that you're familiar with and when you guys previously hooked up it was always a secret, so it's not like he can't keep a secret about what would happen if it did happen.
I know a big part of this is that you'd be embarrassed to even propose something as you would think it's disrespectful to me or you would think he would lose respect for you.
You could simply propose to him that you mentioned to your partner that he reached out and your partner has been in open relationships and is open minded and said if you want a hall pass, he's OK with it as long as you are respectful about us and keep me in the loop of everything.

If he's respectful of the ground rules and you are at all interested I say go for it.
You know he's got the good dick you love, and he's got good game and you guys have had a great connection and I'm not threatened by it, because honestly I know he's just a fun boy toy kinda guy and I'm not at all worried that I would lose you as a partner.

I honestly think at this point it could enhance our connection and give us a higher realm of trust and understanding that most people don't even have a glimpse of.
Again I mean no disrespect by even suggesting this, it's not like I'm just suggesting you go have an affair with anyone. This is someone that you've had a long history with and you have a comfort with, and you have no interest in a loving partner type relationship with.

So although you told me you have no interest in doing this, I know you did tell me when drunk that you would be open to it, if it happened, if you were single, and so I'm just saying why wait for that. I would love to share this with you and have a fun Interesting experience that could really be something that we share together and could potentially elevate and rekindle our Intimacy in an exciting way."
I think you're trying to be open as honest as you can be but I'm not sure that a letter would be the way to do it and I don't think getting her drunk talking about it is a way to do it you both have to be sober straight and able to have some privacy where you can verbalize what you want maybe set some guidelines what she expected if she was to do it what you be doing it for her own pleasure which you be doing it the pleasure him or to pleasure you what you be doing it one time would you be involved would you want to hear about it what exactly would you want to know about her doing it cuz it's almost like you want to know every little detail or are you trying to hint that being able to see pictures or be in the same room viewing it as it's happening cuz that can be a big drawback to everything she could be mentally thinking cheating on my husband and he's sitting there and not doing anything the boy toy can be saying I'm taking his wife and look what a wimpy is I'm not saying that you are or he will but there's always the potential maybe you should sit down with both of them and talk it over
 
Not a letter. Cold and impersonal. If you can't talk to her openly about this, that waves too many red flags.
I agree. It was a way initially for me get my thoughts down in a linear way, but have reconsidered my approach.
Definitely has to be talking openly, which I know we can do.
Thanks for your honest feedback.
 
I think you're trying to be open as honest as you can be but I'm not sure that a letter would be the way to do it and I don't think getting her drunk talking about it is a way to do it you both have to be sober straight and able to have some privacy where you can verbalize what you want maybe set some guidelines what she expected if she was to do it what you be doing it for her own pleasure which you be doing it the pleasure him or to pleasure you what you be doing it one time would you be involved would you want to hear about it what exactly would you want to know about her doing it cuz it's almost like you want to know every little detail or are you trying to hint that being able to see pictures or be in the same room viewing it as it's happening cuz that can be a big drawback to everything she could be mentally thinking cheating on my husband and he's sitting there and not doing anything the boy toy can be saying I'm taking his wife and look what a wimpy is I'm not saying that you are or he will but there's always the potential maybe you should sit down with both of them and talk it over
Yeah, great points overall.
Thank you.
A female friend gave me some great advice too.

She said I need allow her to do it just for her if she wants...not be involved in any way even knowing or having to know anything about the details, as it will likely deter her if I have too many guidelines or desires concerning it becoming about my wishes instead of strictly hers.

She said especially initially, and let her open up about it in a way she is comfortable with if she wants to.
Good advice I think.
 
You draft letter is filled with assumptions, guidelines and ground rules. If such an arrangement is to be put in place you need to sort out the details together collaboratively not just based upon what works for you. That needs to be done in conversation.

Raising the possibility via written word so as to avoid any shock or immediate awkwardness is ok - i.e. you both get ample opportunity to think about it before discussing. But that should be nothing more than a few sentences stating a desire to discuss the matter.

And if you do sit down to talk about it you need to hear what her desires are as much or more as express your assumptions and limitations. For instance, what if she doesn't want to "keep you in the loop of everything." It is ok to want to know what is going on in general but I doubt she wants to be compelled to update you on evener little detail immediately so as to assuage any insecurities you may have.
 
A quick recap of what's brought me to this query.

After being with wife for a few years she revealed that she had a FWB for many years that had Biggest of porn sized dicks and could pleasure her For hours and hours.

Finding out this information is definitely what initiated my strong cuckold interests with her.
When initially suggesting she rekindle with him she thought I was crazy and wanted nothing to do with it, And also he Was no longer living in the Same country anyway.

She however revealed when drunk 1 time that if we were ever broken up she would be open to rekindling with him. To her if she's in a relationship she is monogamous and that's that, and I do respect that but I have had a more open minded Perspective at times.

That leads me to my particular quandary.
I have been away for a few months on a job contract in another country, and she just revealed a couple days ago that he is back in town and reached out to her to try and Rekindle their friends with benefits arrangement.

I really don't know the details of how that went but she told me that she told him she's in a relationship and He should know she does not fool around.

Since hearing this it has certainly rekindled my interest in my cuckold fantasy surrounding this, which I thought had kind of died and gone away.

This is a letter that I'm wanting to send to her but very unsure if I should really go forward at this point , so I'm gonna post it here and any feed back would be appreciated.

"So I've been thinking about us and Our current situation.

I'm Blessed to have you as a Partner But even before I left for this work contract Our intimacy had been waning somewhat.

When you told me that He had reached out to you when he got back into town, and was interested in rekindling a friends with benefits type interaction, I was of course quite surprised.
I'm flattered that you turned down his requests and explained you're in a relationship and you don't fool around. You had my back and I respect that greatly.

The fact is though you also said once that if we ever parted ways you would be open to rekindling with him for fun. You know my open minded kink about this, but even beyond that I think this is actually an opportunity for us to grow closer.

Of course if the idea of rekindling with him has 0 appeal to you then please disregard this.
But if there was even a hint of interest in your mind, and the only reason you shut it down is because of our relationship then please consider what I'm about to say.

You already had an ongoing thing with him before we met for many years, So I am not threatened by rekindling with him, nor does it make me at all jealous, The idea of my partner having a immense pleasure and then sharing it with me is just one of the hottest things I can think about right now.

The fact I would give you a hall pass for this does not mean I want one in return, for where I am that has NO interest for me...you are my partner and I desire no 1 else. If you feel the same way then of course I understand and I apologize if you find this offensive that I'd even suggest it, but you know I'm a kinky guy.
To me this is just a wonderful opportunity that we could share something that would help us perhaps stimulate our intimacy with really not much risk

Someone that you're familiar with and when you guys previously hooked up it was always a secret, so it's not like he can't keep a secret about what would happen if it did happen.
I know a big part of this is that you'd be embarrassed to even propose something as you would think it's disrespectful to me or you would think he would lose respect for you.
You could simply propose to him that you mentioned to your partner that he reached out and your partner has been in open relationships and is open minded and said if you want a hall pass, he's OK with it as long as you are respectful about us and keep me in the loop of everything.

If he's respectful of the ground rules and you are at all interested I say go for it.
You know he's got the good dick you love, and he's got good game and you guys have had a great connection and I'm not threatened by it, because honestly I know he's just a fun boy toy kinda guy and I'm not at all worried that I would lose you as a partner.

I honestly think at this point it could enhance our connection and give us a higher realm of trust and understanding that most people don't even have a glimpse of.
Again I mean no disrespect by even suggesting this, it's not like I'm just suggesting you go have an affair with anyone. This is someone that you've had a long history with and you have a comfort with, and you have no interest in a loving partner type relationship with.

So although you told me you have no interest in doing this, I know you did tell me when drunk that you would be open to it, if it happened, if you were single, and so I'm just saying why wait for that. I would love to share this with you and have a fun Interesting experience that could really be something that we share together and could potentially elevate and rekindle our Intimacy in an exciting way."
I really really hope you get to
Share him.
 
You draft letter is filled with assumptions, guidelines and ground rules. If such an arrangement is to be put in place you need to sort out the details together collaboratively not just based upon what works for you. That needs to be done in conversation.

Raising the possibility via written word so as to avoid any shock or immediate awkwardness is ok - i.e. you both get ample opportunity to think about it before discussing. But that should be nothing more than a few sentences stating a desire to discuss the matter.

And if you do sit down to talk about it you need to hear what her desires are as much or more as express your assumptions and limitations. For instance, what if she doesn't want to "keep you in the loop of everything." It is ok to want to know what is going on in general but I doubt she wants to be compelled to update you on evener little detail immediately so as to assuage any insecurities you may have.
I agree with all your points.
I think it was a way for me to gather my thoughts.

I ended up talking to her. Nice open conversation about it, expressing just how excited I was about the idea since hearing he reached out to rekindle things.

I told her if she's even a bit curious or even just wants to go out for dinner with him to catch up she has my blessing.

I also mentioned I didn't need to be kept in the loop or even hear details, just the knowing she was having a great time being pleasured again by his amazing cock and presence was thrilling beyond measure for me.
I also shared I had zero jealousy or insecurity and had no interest in a " hall pass" for myself.

She said she has no interest at all.
Since then we have joked about it and I let her know just knowing he wanted to again had given me a lot of food for fun masturbatory thought about her and him.

She actually shared a pic of a huge black dick with me yesterday and said he sent it to her as a tease.
I knew she was just playing along with me, and it wasn't true but was still VERY exciting to receive that.

Who knows what could happen. At least she knows I love and support her either way so perhaps it will lessen her aversion to the idea and she could find herself fantasizing about it sometime.
Hope springs eternal 😄
 
So small development in my cuckold wannabe situation.

Wife asked yesterday if I've been tempted to get a hooker while I've been away.

I said not even a bit. I said I find it more exciting to think about her and Jeffrey hooking up again and masturbate to that often, which is far more exciting to me right now.

She seemed surprised I still was thinking about it.
She then brought up the movie " Indecent proposal" and said remember how things went in that situation.
I said I didn't think it was at all similar, he is a lover already many times.

She then asked me where I'd want him to come if he was fucking her again.
I said the hottest thought is if he comes deep in your pussy.
She was surprised and I then said I'd want to fuck her right after.

She said, but she'd be all stretched right after from his immense thickness.

I shared that was a huge turn on for me to think about being able to feel the difference.

She asked if I was stroking my cock, which I of course was and felt harder than I've been in ages.

I then said, I know inside is likely too naughty for her, so where would she like him to come?

She said he used to often come on her neck and tits which she liked, so probably that.

I then asked what position would she like to fuck him in again.
She replied, definitely missionary as he is too big for most other ones to be comfortable or maybe on her side too as that was enjoyable with him and he liked it a lot.

I asked if she thought it might be hard to handle him initially again after so long.
She said he would have to go super super slow and only a tiny bit at a time till she was able to stretch out for him again.

She asked if I wanted to guide him in initially.
I said that would be hot but I know he'd not be into that at all, so I would not want to spoil both your fun. I'd rather not be involved.

I said I think it would be better if I wasn't there. I'm fine just knowing your enjoying yourself and you could tell me about it if you wanted. That would be enough for me.

She then had an important call and had to go, I was bursting with excitement anyway and finished very soon after the call ended.

I have since looked up the plot of that movie to see if she was trying to send a message about her reason for hesitation.

I think her reason might be Fear of my possible jealousy and she may enjoy it so much and want to do it more.
I would totally expect her to and I hope it would become ongoing.

Regardless it has given me a way to bring it up again through the movie plot segue.

I know it's not much but it's the most exciting development I've had in years.
 
Indecent proposal was a movie that bears no reality with life.

You are doing the right thing with talking to her about it, she is reciprocating by telling you details about him and opening the door to letting you see him.

Who knows where this will lead, the one thing you want to do is to keep the conversation going and always be NON judgemental towards her and expect the same from her. Tell her why this thought excites you, let her in on your kink, you might be surprised at the reception she gives you.

Enjoy and respect her, hopefully her big dick fuck friend also understands that she is spoken for and knows when to make a graceful exit for the evening after all parties are sexually satisfied.

😉
 
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I've backed off talking about it for the last little while.
She let it slip a few days ago that he is pursuing her pretty relentlessly.

I'm still away on work but should be coming back soon.
We had some stuff happen recently that caused some talk about potentially separating,
I asked her if we did separate would she hook up with him again.

She said likely she would after a bit.
I Told her I didn't understand why she wouldn't do it with my blessing now, if she would do it later if we separated.

It seems we're both not wanting to separate so we're gonna work through things. It was kind of a minor issue that got blown out of proportion. She thought I'd fooled around on her while I was away, but I did not and so once she realized that was the case it was OK.

But the conversation eventually led to her asking if I was really sure that I wanted her to go through with it.

I said I'm a 100% sure and I think it would actually add a great spark to our relationship and intimacy by sharing this experience. Not that we are lacking intimacy when together but, but things do get a bit routine after time.

She then shared what excited her most about the potential about reconnecting with him, the nature of their interaction that excited her most. We discussed how potentially we might make that happen again.

I was masturbating while we talked about it and she enjoyed that...it was super hot.

I shared that her interacting with him again and being pleased and pleasured by Him again and taking his massive dick again, knowing how much she loves his big dick is the hottest thing I can think about.

I told her I want her to make me wait until I'm with her again till I can have an orgasm and she can tell me all about it.

She said I'm very weird but she seemed more turned on by the idea than she had before.
I for one busted the biggest nut I had in ages while we talked about it.

We are supposed to talk again tonight so hopefully it can come up again and we can discuss it further.
 
Quandary is over.
After last few months of her getting my turned on by role play more and more, and also some LONG in depth discussion, she agreed to move forward and reconnect with her former absolute STUD BBC FWB from before we started dating.

Still kinda shocked by her agreement to try it, but THRILLED she is going forward as a hotwife with this guy.
 
Quandary is over.
After last few months of her getting my turned on by role play more and more, and also some LONG in depth discussion, she agreed to move forward and reconnect with her former absolute STUD BBC FWB from before we started dating.

Still kinda shocked by her agreement to try it, but THRILLED she is going forward as a hotwife with this guy.
This can open up a lot of good things in your relationship. Not only will she gets some good sex but the sex between the two of you may become even better. If you are apt to have to go away for week again, it could be a big blessing for her to be able to get what she needs while you are away.
 
This can open up a lot of good things in your relationship. Not only will she gets some good sex but the sex between the two of you may become even better. If you are apt to have to go away for week again, it could be a big blessing for her to be able to get what she needs while you are away.
Thanks for your comment.
The sex between us has been completely transformed...we're both so excited by the idea now she is on board. We're like teenagers :giggle:
She really prefers to do it together, but I think it will work better initially if she is alone with him until things get more comfortable?
 
Thanks for your comment.
The sex between us has been completely transformed...we're both so excited by the idea now she is on board. We're like teenagers :giggle:
She really prefers to do it together, but I think it will work better initially if she is alone with him until things get more comfortable?
Well, it’s new for both of you, and the other person needs to know that you are also part of the equation. If he sees her alone he may just things that things between them are back to where they were all those years ago.

It may be a good idea to clarify with her and him what are all of your expectations. He won’t have any surprises and will get agree or not.

;)
 
Thanks for your comment.
The sex between us has been completely transformed...we're both so excited by the idea now she is on board. We're like teenagers :giggle:
She really prefers to do it together, but I think it will work better initially if she is alone with him until things get more comfortable?
I would let her decide how she would want to start. She might be more comfortable if you shared the experience and feel less like she is cheating. If it is going to be a shared experience might as well get into it. Once you both become comfortable than some alone time might be good for her. Also you need to consider what the guy would want. Some guys are reluctant to have sex in front of the husband.
 
Thanks for your comment.
The sex between us has been completely transformed...we're both so excited by the idea now she is on board. We're like teenagers :giggle:
She really prefers to do it together, but I think it will work better initially if she is alone with him until things get more comfortable?
Has it happened yet?
 
Has it happened yet?
No, They have messaged back-and-forth a couple times.
Next week they are potentially at an event together so will be interesting to see if that unfolds.

I do write in great detail about it on another forum. I could PM you the name of it if you're interested.

Thanks for your interest.
 
I can only say that if I were you--and believe me, I do understand the cuckold fetish--I would most definitely not go through with this. First of all, once your wife rediscovers the joy of that huge cock, it's not as if she's going to just forget it. There will be no place to go for you two at that point.
More to the point, and I would urge you to think about this with brutal honesty, why in the world would your wife have mentioned this to you in the first place, if she wants to preserve the marriage? And when she then told you that if you and she were not together, she would start fucking this other guy again...
I think you and your wife need to sit down and have a very honest conversation, specifically about how long she has actually been thinking about this guy. If he gave her the greatest sex of her life, has she been lying to you all along about being happy with the sex you and she have? Deliberately not telling you about the other guy and his huge cock? There are deeper concerns at work here, in my opinion.
 
I can only say that if I were you--and believe me, I do understand the cuckold fetish--I would most definitely not go through with this. First of all, once your wife rediscovers the joy of that huge cock, it's not as if she's going to just forget it. There will be no place to go for you two at that point.
More to the point, and I would urge you to think about this with brutal honesty, why in the world would your wife have mentioned this to you in the first place, if she wants to preserve the marriage? And when she then told you that if you and she were not together, she would start fucking this other guy again...
I think you and your wife need to sit down and have a very honest conversation, specifically about how long she has actually been thinking about this guy. If he gave her the greatest sex of her life, has she been lying to you all along about being happy with the sex you and she have? Deliberately not telling you about the other guy and his huge cock? There are deeper concerns at work here, in my opinion.
Thanks for your concern.
There's lots I haven't shared about finer details of this, but I have addressed all the points you bring up.
Just the fantasy has renewed our passion and so if it never goes further that is fine.
I am very confident in our relationship and if this guy or any guy came between that, then it really wasn't as secure as I thought anyway.
Again, I appreciate your input.
 
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