Sharing a Girl with Best Bud

[eltoro45]

Group sex can be incredible, but if the friendship is too close, be careful. A few years ago, my buddy asked me to have a threesome with his wife. With my wife's blessing, I agreed. Turns out he was significantly smaller than me and busted after a couple minutes, leaving me to pump his wife in several positions for a good 20 minutes, giving her a couple orgasms, leaving him to furiously trying to wank his soft dick back to an erection.

It was fun, but awkward, and we haven't been as close since. Make sure the dynamic is right and everyone knows what to expect.

 

[deleted12954231]

Group sex can be incredible, but if the friendship is too close, be careful. A few years ago, my buddy asked me to have a threesome with his wife. With my wife's blessing, I agreed. Turns out he was significantly smaller than me and busted after a couple minutes, leaving me to pump his wife in several positions for a good 20 minutes, giving her a couple orgasms, leaving him to furiously trying to wank his soft dick back to an erection.

It was fun, but awkward, and we haven't been as close since. Make sure the dynamic is right and everyone knows what to expect.

Yeah, I think the size difference between us definitely has something to do with his reluctance. Obviously I didn’t ask if that was the reason, but he made a comment along the lines of ‘I’d wind up getting jealous, you know how I’m competitive.’ Pretty sure that had to do with me being the much bigger man. (We’ve been naked - but not hard - in front of each other and it’s a running joke between us that I have the bigger cock and he has the bigger balls)

 

[Lover man]

I guess group sex or threesomes can be an enjoyable experience if it's with the right person I suppose.

 

[MKey]

While your boy is thinkin it over, u can reach out to some other buds, don't think it's gonna be hard finding a dude willing. It's a fuckload of fun, just don't be afraid of friendly fire and remember, balls touching don't make you gay, lol.

 

[Lover man]

It would be loads of fun with the right person who felt the same way.

 

[ricd250584]

Yeah, I think the size difference between us definitely has something to do with his reluctance. Obviously I didn’t ask if that was the reason, but he made a comment along the lines of ‘I’d wind up getting jealous, you know how I’m competitive.’ Pretty sure that had to do with me being the much bigger man. (We’ve been naked - but not hard - in front of each other and it’s a running joke between us that I have the bigger cock and he has the bigger balls)

It just has to be something that happens in the moment, don’t try to force it
The times I’ve had it it just happened right place right time.
your buddy and your are obviously comfortable you’ve seen each other naked

if you really wanna plan it and your nervous of performing in front of each other I say have a few beers watch some porn and rub one out together
After that there are no surprises cause you’ve seen each other hard and seen each other bust
It can be a great experience

 

[Lover man]

I absolutely agree that it should happen when it feels right.

 

[lapdog2001]

My only experiences with more than just me and a woman, were very limited and not "successful". The first was a FWB and another of her male friends. We were all out in nature and found a nice sunny spot at the edge of a pond, with nobody else around or within site. She suggested some sunbathing, and since this was unplanned, no swimsuits, so we all stripped and laid out naked, with her in the middle. She suggested it might be fun if we both fucked her, and she reached over to 'check our interest' saying that I was getting hard very quickly. I would have been up for it but we had no condoms with us, she wasn't on birth control, and I wasn't sharing a pussy with a guy I barely knew without protection. So that was it, we just sunned ourselves, and nothing else happened.

The 2nd occasion was a women organized gang bang. I only 'knew' the woman who set it up by her online profile, postings, and some pictures of previous meetups where some attendees allowed themselves to be photographed. Two of the 4 women in attendance were attractive enough to me to be willing to fuck them, but there were just too many men there. My dick decided it was staying flaccid, even when I was essentially a voyeur to some great sex going on right in front of me. Performance anxiety? Most likely, although it was never an issues when I was one-on-one with a woman.

 

[Mike hung]

Get yourself off on a lad's holiday with your buddies to a party area like Kos or something, make sure you have half decent accommodation and just pick up some women, take them back and share them around. It's a pretty common thing, just part of life I always thought. Women on those types of holidays are there for the same reason, they just want to drink and have sex. One lad's holiday I went on we took a sex boat trip, that was fantastic, the organisers make sure the numbers are evenly matched then you all had a free bar and buffet aboard, all get naked, play a few games organised by the reps and then just all get on and fuck each other.

 

[deleted581546]

Get yourself off on a lad's holiday with your buddies to a party area like Kos or something, make sure you have half decent accommodation and just pick up some women, take them back and share them around. It's a pretty common thing, just part of life I always thought. Women on those types of holidays are there for the same reason, they just want to drink and have sex. One lad's holiday I went on we took a sex boat trip, that was fantastic, the organisers make sure the numbers are evenly matched then you all had a free bar and buffet aboard, all get naked, play a few games organised by the reps and then just all get on and fuck each other.

That sounds like my kind of holiday.

 

[Sagittarius84]

He says his only hesitation is being nervous about performing in front of me. Not me specifically, but just another guy in general.

That is your best friend talking. Assuming he isn't the least bit bicurious, and is confident enough in his sexuality to at least be open to a "devil's threesome" I think he has an understandable concern about the other guy being bi and what may be expected of him(or happen to him in the moment), but at the same time doesn't want to offend his best friend or appear close minded or homo/biphobic when expressing his boundaries. As far as finding the right girl, I'd imagine there's issues there in that a cishet woman will knowingly engage with a bi guy alone, may expect or initiate stuff with a hetero guy during a threesome that crosses those boundaries. I forsee a paradox where the right girl for him may not want you present because of your sexuality, and the right girl for you may expect things of him he isn't comfortable with.
Maybe with all those factors present, this particular construct isn't the best threesome experience to start out with, I suspect he'd have less reservations about the whole thing if the other guy was hetero as well...but I think he's also self aware enough to know how that would come across to you and the 3rd party, so he'll never freely admit it.

 

[nakidagain]

yes my straight married buddy in the Navy met a girl in Italy. I just stroked him while he fucked her but I did get to fuck her with his cum in her. On the Island of Capri.

thats so hot.love fucking a woman full of another guys cum.

 

[Longwood8]

The guy I had a 3way with is my friend. We had a phase of wanting to do threesomes. We would go to a bar or club and our strategy was to flirt with girls and find one that was into flirting with us both.

That's how our 3somes came about. We have had several together. They were mostly tag teams and one fucking while the other is sucked. We did do dp and felt each other thrusting. He is an ass guy so he would be in her ass while I was in her pussy. Our balls did touch and parts of our shafts, but we didn't do stuff to each other. Our focus was on the girl.

 

[BATMANG111]

Excellent thread and understandable!
I've had several threesome's with a few close buddy's.
It's been a in a few different ways.
A buddy's gf Because she wanted to try bigger (me) and also spit roasted.
Picked up a lady in bar while out with a buddy at a training. Gave her long(him) and thick(me).
Married Friend wanted to get his wife stretched out lots of fun several times overs a few years. First time of DP he was in her ass and I in he vagina. She told me she'd never Orgasm and Cum like that before.

 

[Lover man]

It would be awesome to have a threesome with a close friend just to see what it feels like

 

[weysally]

It would be awesome to have a threesome with a close friend just to see what it feels like

from my point of view, it is awesome,

 

[Lover man]

from my point of view, it is awesome,

It must be a wonderful experience if one is lucky to do so.

 

[ricd250584]

Anybody else done it

 

[superenigmatic]

I had the pleasure of sharing a guys wife after he had advertised for a guy to fuck his wife as it was always a dream of his to see her get fucked by another guy.
We shared over a 100 emails as he wanted to be sure they got the right type of guy, that wanted a mature guy who would be respectful and go at there pace.
It was the first time for all 3 of us and on the first meeting we both fucked her, spit roasted her which was a amazing experience. We all became very good friends despite them both being half my age and i had further meetings with them (5 in total) and had some great fun, all in all a truly wonderful experience .
The last meeting he videoed it and i have pics and videos in my profile.

 

[S_Dick]

Group sex can be incredible, but if the friendship is too close, be careful. A few years ago, my buddy asked me to have a threesome with his wife. With my wife's blessing, I agreed. Turns out he was significantly smaller than me and busted after a couple minutes, leaving me to pump his wife in several positions for a good 20 minutes, giving her a couple orgasms, leaving him to furiously trying to wank his soft dick back to an erection.

It was fun, but awkward, and we haven't been as close since. Make sure the dynamic is right and everyone knows what to expect.

Yeah, I’d say, tread with caution. I had a similar experience, where my roommate was dating, a girl, kind of a friends with benefits thing nothing serious. They were kind of on the way out and one night he suggested the three of us have a threesome. It is sort of organically happened, but we were all drunk on the couch one night and we ended up hooking up. He and I had seen each other naked plenty, but this was the first time we were both fucking the same girl in the same room. It was very clear that I was , not only longer, but considerably thicker than he was. And I think it made him pretty self-conscious. He came pretty quickly, and I was still fucking her for quite a bit after.

What made it worse, she ended up telling some of her friends that I was pretty hung, and that I had him beat. He wasn’t small by any means, but I was just bigger. So among her friends, it was known that I was the big guy and he was the small guy. Which sucked for him because he was about 6 inches taller than me in height. Which I think also made him pretty self-conscious. All in all kind of a rough experience and I don’t think we’re as close as we used to be.