Best Friend fucking your wife for her first time fucking another guy
Best Friend fucking your wife for her first time fucking another guy
Hi all,
My wife is turning 40 later this year. We have previously discussed her becoming a hotwife but we have not taken the leap yet. Throughout our discussions on the topic over the years, she has admitted to fancying my best friend and to wanting to fuck him and having a threesome with him and me.
This is something I have thought about a lot since she said it and it is something that I would also like to happen. I believe that he would be up for it too, although I have not discussed it with him. I am now considering making all this happen for her before her birthday.
My dilemma is whether a best friend is a good option for her first time fucking another guy and becoming a hotwife.
I am interested in your opinions and I am especially interested in the experiences of those that have done this (solo or MFM).
Thanks.
My wife is turning 40 later this year. We have previously discussed her becoming a hotwife but we have not taken the leap yet. Throughout our discussions on the topic over the years, she has admitted to fancying my best friend and to wanting to fuck him and having a threesome with him and me.
This is something I have thought about a lot since she said it and it is something that I would also like to happen. I believe that he would be up for it too, although I have not discussed it with him. I am now considering making all this happen for her before her birthday.
My dilemma is whether a best friend is a good option for her first time fucking another guy and becoming a hotwife.
I am interested in your opinions and I am especially interested in the experiences of those that have done this (solo or MFM).
Thanks.
Re: Best Friend fucking your wife for her first time fucking another guy
Yes, we did this. Have pm'd you, Paul
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Her number1
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Re: Best Friend fucking your wife for her first time fucking another guy
It all depends on the relationship between you, your wife, and your friend.
Many people will tell you not to do friends or acquaintances, but they have worked well for us. The real key is whether the three of you are emotionally mature enough to remain friends before, during, and after. True friends can.
Only you can answer whether y'all are true friends.
Many people will tell you not to do friends or acquaintances, but they have worked well for us. The real key is whether the three of you are emotionally mature enough to remain friends before, during, and after. True friends can.
Only you can answer whether y'all are true friends.
Our story viewtopic.php?f=5&t=43932#p750847
Re: Best Friend fucking your wife for her first time fucking another guy
My best friend (we were each others best man at our weddings) and a good friend to both of us was her first other guy a few times to start things off for us. We were in our later 20s at the time. Now all mid 60s and although nothing ever happened after those first few times we all still remain good friends.
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luvwives999
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Re: Best Friend fucking your wife for her first time fucking another guy
Wife and I had a MMF with my best friend 3 months after we were married, I was 23, she 21. She then proceeded to have sex with him on the side for 2 years till he got transferred out of town. I am now 72. He and I talk all the time, although we live very far from each other. I have told him about all of our "adventures", and he has seen all of her nude pictures and videos. The funny thing is, we have never discussed his sleeping with my wife.
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Re: Best Friend fucking your wife for her first time fucking another guy
Exactly as Her number 1 says!Her number1 wrote: ↑Mon Feb 24, 2025 5:33 pmIt all depends on the relationship between you, your wife, and your friend.
Many people will tell you not to do friends or acquaintances, but they have worked well for us. The real key is whether the three of you are emotionally mature enough to remain friends before, during, and after. True friends can.
Only you can answer whether y'all are true friends.
We have kept it in general outside our social circle. Of some dear friends we simply know though they are great people they cannot get their heads around having sex with anyone other than one's partner. When it comes to not so close friends and acquaintances, we have never been certain about their sexual openness.
What could be more satisfying than seeing the woman you love in pleasure and satisfaction, closely followed by the afterglow when she comes back home?
Keep calm and shag on!
Keep calm and shag on!
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sandy691196
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Re: Best Friend fucking your wife for her first time fucking another guy
Was your best friend married at that time?noreaster wrote: ↑Mon Feb 24, 2025 6:47 pmMy best friend (we were each others best man at our weddings) and a good friend to both of us was her first other guy a few times to start things off for us. We were in our later 20s at the time. Now all mid 60s and although nothing ever happened after those first few times we all still remain good friends.
Later how was the equation you and your wife shared with that friend's wife?
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MarknSusan
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Re: Best Friend fucking your wife for her first time fucking another guy
Her number1 says it well.Her number1 wrote: ↑Mon Feb 24, 2025 5:33 pmIt all depends on the relationship between you, your wife, and your friend.
Many people will tell you not to do friends or acquaintances, but they have worked well for us. The real key is whether the three of you are emotionally mature enough to remain friends before, during, and after. True friends can.
Only you can answer whether y'all are true friends.
Almost all of our sexual relationships were with good friends and they have all been great experiences. We found it creates a special bond even after the sex encounters don’t happen (usually because they got into another monogamous relationship or health issues).
We began decades ago in our 20’s and her first experience was with her first love who is also one of my best friends from high school.
Re: Best Friend fucking your wife for her first time fucking another guy
As mentioned in response to questions like this elsewhere...
How did we start? It was incredibly sexy, soooooo hottt, and suuuuuch a turn on!!! But our first time wasn't like a lot of the others. There wasn't any hinting or apprehension about what to say. It was more like lightning had struck that night...
For years I had searched for whatever it might be that my shy wife might enjoy in terms of sex. She was painfully withdrawn about such things. Her seeming lack of desire and disinterest in sex actually put a big strain on our marriage. No talk of fantasies or other such openness. But one night, much to my surprise and joy, she was loosened up enough to reveal herself to me. From the start of that moment, to being shared, took only a couple hours for my hotwife to appear.
It was a regular week night. Me, my buddy, and my petite wife had all been in the living room listening to music and casually talking over a few beers and more in the late '80's. In the course of our conversation, he told a story about how he was involved in a threesome some years ago in college.
Later on that same evening, we went out to the hot tub. After a while, when he got out to get a drink and make a pit stop, she told me, "His story really turned me on." She was clearly loosened up, and I quickly responded with an approving "Mmmmmmmm!" In only a matter of seconds, I was slipping my hard dick into her and quickly gave her a good filling.
By the time my buddy came back to the tub, she was already filled with my cum. He had barely sat down and I lifted her bottom up to where her pussy was above water and said, "Ok, I just got done. Now it's your turn." She, somewhat shocked, asked, "Are you sure? Are you sure you want to do this?" I said, "Absolutely!".
I had her balanced in my hands, floating in the water with her pussy easily visible. Her arm around my neck, my left hand under her shoulders, my right hand under the small of her back. He got down in the water, positioned his face between her spread legs, and started to eat her as I held her in place. I cautioned him about her just being filled with my cum, but he continued to tease her clit and maybe even savor a bit of my remnant. She was cooing her pleasure when he stood up, positioned his hips between her legs, and slid into her VERY ready and willing pussy.
He didn't last long, and when he took his seat again, we all sat there, in a sort of pleasurable shock about how exciting the last couple of minutes actually were. Within 5 minutes, she said, "I want to do that again", and went over to stand next to him in the tub and asked, "How long has it been since you had a blow job?" Before he could even respond, she was already sucking on him as she leaned over, got him just a little hard, and moved her ass to press against him and reached down between her legs to stuff him into her pussy. Sadly, he couldn't muster the erection, and our evening came to a close shortly after.
And that's how it started, and why for us, it took only a couple of hours, if even that, to start our hotwife life.
BUT!!! Because of the way it started, there were no discussions about rules or the what-if scenarios. The result was she called him, my supposed "buddy", the next day and they began a 4 1/2 year clandestine affair. Now, please understand, him being a friend wasn't the cause. Us not having discussion was what needed to but didn't happen.
JR
How did we start? It was incredibly sexy, soooooo hottt, and suuuuuch a turn on!!! But our first time wasn't like a lot of the others. There wasn't any hinting or apprehension about what to say. It was more like lightning had struck that night...
For years I had searched for whatever it might be that my shy wife might enjoy in terms of sex. She was painfully withdrawn about such things. Her seeming lack of desire and disinterest in sex actually put a big strain on our marriage. No talk of fantasies or other such openness. But one night, much to my surprise and joy, she was loosened up enough to reveal herself to me. From the start of that moment, to being shared, took only a couple hours for my hotwife to appear.
It was a regular week night. Me, my buddy, and my petite wife had all been in the living room listening to music and casually talking over a few beers and more in the late '80's. In the course of our conversation, he told a story about how he was involved in a threesome some years ago in college.
Later on that same evening, we went out to the hot tub. After a while, when he got out to get a drink and make a pit stop, she told me, "His story really turned me on." She was clearly loosened up, and I quickly responded with an approving "Mmmmmmmm!" In only a matter of seconds, I was slipping my hard dick into her and quickly gave her a good filling.
By the time my buddy came back to the tub, she was already filled with my cum. He had barely sat down and I lifted her bottom up to where her pussy was above water and said, "Ok, I just got done. Now it's your turn." She, somewhat shocked, asked, "Are you sure? Are you sure you want to do this?" I said, "Absolutely!".
I had her balanced in my hands, floating in the water with her pussy easily visible. Her arm around my neck, my left hand under her shoulders, my right hand under the small of her back. He got down in the water, positioned his face between her spread legs, and started to eat her as I held her in place. I cautioned him about her just being filled with my cum, but he continued to tease her clit and maybe even savor a bit of my remnant. She was cooing her pleasure when he stood up, positioned his hips between her legs, and slid into her VERY ready and willing pussy.
He didn't last long, and when he took his seat again, we all sat there, in a sort of pleasurable shock about how exciting the last couple of minutes actually were. Within 5 minutes, she said, "I want to do that again", and went over to stand next to him in the tub and asked, "How long has it been since you had a blow job?" Before he could even respond, she was already sucking on him as she leaned over, got him just a little hard, and moved her ass to press against him and reached down between her legs to stuff him into her pussy. Sadly, he couldn't muster the erection, and our evening came to a close shortly after.
And that's how it started, and why for us, it took only a couple of hours, if even that, to start our hotwife life.
BUT!!! Because of the way it started, there were no discussions about rules or the what-if scenarios. The result was she called him, my supposed "buddy", the next day and they began a 4 1/2 year clandestine affair. Now, please understand, him being a friend wasn't the cause. Us not having discussion was what needed to but didn't happen.
JR
Hubby of Hotwife from late summer '88 to late winter '93. A fun 4 1/2 year run.
Re: Best Friend fucking your wife for her first time fucking another guy
He was not married at the time. It stopped with him when he got serious about someone whom he eventually married and is still with.sandy691196 wrote: ↑Tue Feb 25, 2025 1:10 amWas your best friend married at that time?noreaster wrote: ↑Mon Feb 24, 2025 6:47 pmMy best friend (we were each others best man at our weddings) and a good friend to both of us was her first other guy a few times to start things off for us. We were in our later 20s at the time. Now all mid 60s and although nothing ever happened after those first few times we all still remain good friends.
Later how was the equation you and your wife shared with that friend's wife?
I’m not sure what you mean about equation but as far as I know she isn’t aware that anything ever happened between him and my wife. The two of them did join us naked in our hot tub years later and we sat next to each others wife and there was definite playing under the water by all of us but it never went any further than that.
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sandy691196
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Re: Best Friend fucking your wife for her first time fucking another guy
Ahhh..
This playing under the water thing is interesting!
I wonder how it stops at that!
This playing under the water thing is interesting!
I wonder how it stops at that!
Re: Best Friend fucking your wife for her first time fucking another guy
My best friend was screwing my exwife before we married and continued afterwards. It worked out well.
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wordlover2000
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Re: Best Friend fucking your wife for her first time fucking another guy
Nope. Wouldn't have worked out well for us, for a number of reasons. We played exclusively with likeminded people we found through ads and clubs. Keeping our personal friends separated strictly from our "sex friends" kept things clear, sane...and very hot.
Re: Best Friend fucking your wife for her first time fucking another guy
over the years we have become very close with some of Hannahs Bulls
never played with my friends outside the lifestyle though
they know we play we're not afraid to talk about it but there is a level of maturity and understanding you need to open up sexually
most people will never get there
never played with my friends outside the lifestyle though
they know we play we're not afraid to talk about it but there is a level of maturity and understanding you need to open up sexually
most people will never get there
looking for submissive Vixens whom enjoy being Dominated
will be as rough as she needs
no Bi play
I do enjoy MfM though taking her by myself or having him watch
will be as rough as she needs
no Bi play
I do enjoy MfM though taking her by myself or having him watch
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tailchasers
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Re: Best Friend fucking your wife for her first time fucking another guy
My closest friend Adam has been fucking Mrs Tail for 10 years or so. Used to be weekly they'd hook up, now a couple times a year. When she wants a good hard fucking she reaches for him.
Re: Best Friend fucking your wife for her first time fucking another guy
This is a great thread.
My best friend is a guy I met in grad school. He’s still my best friend. We met when I was a newly married 22-year-old and we had classes together. He was single and we became regular study partners, often at our house. We were young and always horny, and it didn’t take long before one thing led to another and he and I shared Sarah. We had several more 3 ways over the next year and there were several times when he and my wife would meet up for sex, just the two of them. Things never turned weird or awkward between us. If anything, I think sharing my wife with him made our friendship closer.
When we graduated and went our separate ways, we remained friends, but never had shared sex again. However, I did find it interesting that when he would visit Sarah and me in Florida, we would all be comfortable getting naked together in the pool. That comfort with each other’s nakedness remained even though the sexual component was gone. He was married by then and that changed things.
My other good friends I subsequently made were mostly from business connections and the idea of them being sexual with Sarah was out of the question. A lot depends on what point in life you find yourselves.
My best friend is a guy I met in grad school. He’s still my best friend. We met when I was a newly married 22-year-old and we had classes together. He was single and we became regular study partners, often at our house. We were young and always horny, and it didn’t take long before one thing led to another and he and I shared Sarah. We had several more 3 ways over the next year and there were several times when he and my wife would meet up for sex, just the two of them. Things never turned weird or awkward between us. If anything, I think sharing my wife with him made our friendship closer.
When we graduated and went our separate ways, we remained friends, but never had shared sex again. However, I did find it interesting that when he would visit Sarah and me in Florida, we would all be comfortable getting naked together in the pool. That comfort with each other’s nakedness remained even though the sexual component was gone. He was married by then and that changed things.
My other good friends I subsequently made were mostly from business connections and the idea of them being sexual with Sarah was out of the question. A lot depends on what point in life you find yourselves.
Re: Best Friend fucking your wife for her first time fucking another guy
I thought at one time that it would be a real turn on if my (hot)wife and my best friend fucked. Alas, it never happened.
I fucked my wife's best friend numerous times, always with my wife's prior, informed consent. It eventually ended the friendship. This woman eventually remarried, and my wife and she redeveloped their long standing friendship. The friendship between the woman and me has never recovered.
As Clarke Kent wrote several decades ago, never involve a friend, relative nor coworker in a hotwife relationship.
I fucked my wife's best friend numerous times, always with my wife's prior, informed consent. It eventually ended the friendship. This woman eventually remarried, and my wife and she redeveloped their long standing friendship. The friendship between the woman and me has never recovered.
As Clarke Kent wrote several decades ago, never involve a friend, relative nor coworker in a hotwife relationship.
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Carrienlarry
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Re: Best Friend fucking your wife for her first time fucking another guy
Our first time sort of was when hubbys friend was in town and I walked in on him jerking off. And hubby had me finish stroking him off and had him cum on my boobs.
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CuckedbyNikki
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Re: Best Friend fucking your wife for her first time fucking another guy
Although he wasn't the first guy but having him as one of our guys is the best decision we've ever made.
Re: Best Friend fucking your wife for her first time fucking another guy
I have started two former GFs on the 'hotwife' route this way - nice to be able to reassure her the guy is trustworthy and has reasons to be discreet.
it was two different GFs some time apart and different friends of mine. In both cases it was no more than a brief fling but paid off for everyone.
it was two different GFs some time apart and different friends of mine. In both cases it was no more than a brief fling but paid off for everyone.
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Re: Best Friend fucking your wife for her first time fucking another guy
Welcome to the forum mjar_65.
Re: Best Friend fucking your wife for her first time fucking another guy
All of her lovers have been someone we knew either through social activities or work. Her first was my best buddy when I was stationed overseas in the military. After he left going back to the states, her next one was another army buddy and we also had a threesome with him. Her third was another guy I had known in the army who had married her sister. We also swapped with them. The rest were neighbors, friends or people we met at work, hers and mine. Except for one guy who was much younger that had hit on her in Walmart and a couple we played with for several years who we met on the internet but they became friends. So I would say that the friends or acquaintances thing worked well for us.
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SheLikesWhenIWatch
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Re: Best Friend fucking your wife for her first time fucking another guy
I asked my best friend to fuck my wife.
He turned us down because he was afraid of how it would affect us all.
We then turned to her coworker who was more than happy to oblige.
My best friend has since met a girl and married her, and I’m SURE he has told her that we offered my wife’s pussy to him. His wife is super strait-laced, and tells him that we’re debaucherous and living sinfully. My friend, knowing what’s happening now, I’m pretty sure, wishes he’d taken us up on the offer. The topic STILL comes up as a private aside when we’re alone and he feels he can safely inquire about our sexlife two decades later. (I tell him the truth, that she’s still ballin’ and havin’ a blast with her cute, tight body.)
My wife (and I) have moved on, so she tells me to let him know he had his shot and he didn’t take it. She’s not interested anymore.
I KNOW he’s thinking of my wife’s sweet pussy occasionally when he fucks his own wife, now, wishing he hadn’t been so sanctimonious.
Tough shit, buddy! Her pussy could have been yours, but you had to have “ethics” and all!
He turned us down because he was afraid of how it would affect us all.
We then turned to her coworker who was more than happy to oblige.
My best friend has since met a girl and married her, and I’m SURE he has told her that we offered my wife’s pussy to him. His wife is super strait-laced, and tells him that we’re debaucherous and living sinfully. My friend, knowing what’s happening now, I’m pretty sure, wishes he’d taken us up on the offer. The topic STILL comes up as a private aside when we’re alone and he feels he can safely inquire about our sexlife two decades later. (I tell him the truth, that she’s still ballin’ and havin’ a blast with her cute, tight body.)
My wife (and I) have moved on, so she tells me to let him know he had his shot and he didn’t take it. She’s not interested anymore.
I KNOW he’s thinking of my wife’s sweet pussy occasionally when he fucks his own wife, now, wishing he hadn’t been so sanctimonious.
Tough shit, buddy! Her pussy could have been yours, but you had to have “ethics” and all!
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regularcouple
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Re: Best Friend fucking your wife for her first time fucking another guy
This is our experience. So many people advised us against involving a friend but after 4 years of meeting guys at clubs and having 11 one-offs, with a few repeat meets outside of a club with 3 of the 11, my wife really wanted to develop a connection with a guy for a long-term fwb, especially without condoms as she hates them.CuckedbyNikki wrote: ↑Sun Mar 02, 2025 9:32 amAlthough he wasn't the first guy but having him as one of our guys is the best decision we've ever made.
We had hoped to develop that connection with a guy from a club, and the 3 guys that we met again after a really good one-off at a club were all great guys. One guy, we met twice at his place and twice at ours. The other two guys we met once at hotels, and one of those was an overnight stay with a social evening in the bars where we all got on really well. However, we just felt that there was something missing and after a lot of discussion and planning, we decided to approach my best friend, although it was more difficult than we had anticipated.
After 2 years of our unsuccessful heavy hints, we eventually took the initiative and created a situation where it happened with my best friend as a one night stand, and then we pursued it from there. He believes that the one night stand was spontaneous,and he has no idea that we pre-planned it as a solution for being dissatisfied with guys from clubs as he doesn't know about our previous experiences. We are happier that he feels that it 'just happened' as we prefer not to be labelled or seen as part of ENM lifestyle. It took our Stag & Vixen kink to a whole new level and we discovered a cornucopia of experiences that would never have been possible with the strangers from clubs.
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MatureCouple
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Re: Best Friend fucking your wife for her first time fucking another guy
@regularcouple, please tell us how you created the "one night stand" with your best friend and what ensued... we love details...