Gay/BI One night stand, or affair?

Hitchiker69

Literotica Guru
Joined
Aug 18, 2006
Posts
1,563
As for M/M sex, I've only ever had one night stands with strangers, and I've never seen them again. This seems the best way to avoid complications, and having to make explanations or excuses. Also, that means nobody else will ever know what the 2 of us did that night. And I can hide remorse or shame, if I feel any. Plus there's no emotion or attachment to it, it's just sex and satisfaction, nothing more.

I've fantasized about cousins or co-workers who I suspect are gay, or my wife's gay friends, but I never acted on it. Too close, and I'm afraid a gay affair with someone I know would never remain a secret.

What's your experience?
 
Last edited:
college was 90% one night stands or cursing the trails. until I meet someone that showed and told me where to go for safer connections. This was the late 80's and early 90's. throughout college I was never in a "long-term" with another guy. I went straightish until my first marriage ended. I plied my knowledge at the sex toy shops and porn shop. Then I meet a married guy whos wife was into his Bisexuality. that was the longest M/M I ever had.
Jump ahead to the present day. I reconnected with guy I meet in late 2019... he's in the same situation...loving but sexless marriage. we have really good thing, though we don't meet much because real life gets in the way. There is very little sneaking around, we have so much in common. Hunting, fishing, we both like to and out of necessity have work on cars..truck and equipment. so we have some good excuses to get together...add in we have some of the same kinks
 
For me, it's been casual sex with other men. I have a few regulars, men who are also in sexless marriages. It's not a relationship, no emotional complications, just horny men who trust each other and help each other satisfy the urges.
I've had only one affair and it broke my heart. My Lit story,, Alex and Me, is presented as fiction, but it is 100% autobiography. Ever since then (that over 20 years ago), I've guarded my heart and kept everything casual, even with my regular sex buddies.
 
college was 90% one night stands or cursing the trails. until I meet someone that showed and told me where to go for safer connections. This was the late 80's and early 90's. throughout college I was never in a "long-term" with another guy. I went straightish until my first marriage ended. I plied my knowledge at the sex toy shops and porn shop. Then I meet a married guy whos wife was into his Bisexuality. that was the longest M/M I ever had.
Jump ahead to the present day. I reconnected with guy I meet in late 2019... he's in the same situation...loving but sexless marriage. we have really good thing, though we don't meet much because real life gets in the way. There is very little sneaking around, we have so much in common. Hunting, fishing, we both like to and out of necessity have work on cars..truck and equipment. so we have some good excuses to get together...add in we have some of the same links
I always had that kinda relationship so in with most of my friends! Trust and understanding plus it's one of my kinky things is giving blow jobs to my horny straight friends. I've had some very long relationships with most of them!
 
As for M/M sex, I've only ever had one night stands with strangers, and I've never seen them again. This seems the best way to avoid complications, and having to make explanations or excuses. Also, that means nobody else will ever know what the 2 of us did that night. And I can hide remorse or shame, if I feel any. Plus there's no emotion or attachment to it, it's just sex and satisfaction, nothing more.

I've fantasized about cousins or co-workers who I suspect are gay, or my wife's gay friends, but I never acted on it. Too close, and I'm afraid a gay affair with someone I know would never remain a secret.

What's your experience?
There can also be a sense of safety and security with a regular partner, there's an ease and a familiarity about sucking the cock, plus it reduces the fear of unwanted infection...
 
For me, it's been casual sex with other men. I have a few regulars, men who are also in sexless marriages. It's not a relationship, no emotional complications, just horny men who trust each other and help each other satisfy the urges.
I've had only one affair and it broke my heart. My Lit story,, Alex and Me, is presented as fiction, but it is 100% autobiography. Ever since then (that over 20 years ago), I've guarded my heart and kept everything casual, even with my regular sex buddies.
My experience is very similar to yours. I’ve had many one night stands, I met them via Gay Cruiseline phone chat, Scruff and the old fashioned way, a bar pick up.

I travelled a lot because of my career, so I got fucked in a lot of hotel rooms! I’ve been fucked by straight, bi and gay men.

I’ve also had several long term relationships as well and my heart has been broken because I was deeply in love.

For me at first, it’s all about getting some cock!
 
college was 90% one night stands or cursing the trails. until I meet someone that showed and told me where to go for safer connections. This was the late 80's and early 90's. throughout college I was never in a "long-term" with another guy. I went straightish until my first marriage ended. I plied my knowledge at the sex toy shops and porn shop. Then I meet a married guy whos wife was into his Bisexuality. that was the longest M/M I ever had.
Jump ahead to the present day. I reconnected with guy I meet in late 2019... he's in the same situation...loving but sexless marriage. we have really good thing, though we don't meet much because real life gets in the way. There is very little sneaking around, we have so much in common. Hunting, fishing, we both like to and out of necessity have work on cars..truck and equipment. so we have some good excuses to get together...add in we have some of the same kinks
That sounds perfect, I would love to have a guy friend I go shooting and fishing with that at the end of a long day you can build a camp, sit round the fire and talk about old girl friends, fantasies and desires. Get hard and stroke each other.
 
My first was a one time affair that was only oral.

My second guy had his own place that I visited 6 or 7 times. He popped my anal cherry on the second visit and I came back for more until the relationship cooled.
 
I have been a bi bottom for more than 30 yrs and have had many tops. I have had exclusive relationships with 3 tops that lasted from 1-3 years. There have been about 10 tops over the years that will call me once or twice per year needing an ass to fuck but the majority of the tops I have had were one time connections.
 
I prefer an ongoing arrangement with a trusted friend. In fact, I won't get with a guy unless he's friend material, i.e. likeable personality, and maybe a similar interest.
To me, that connection makes the sex way better.
That's just what I would really like. Up until more it's been mostly one time meetups, and some have been good, but couldn't be continued for various reasons. A few years ago I did see one person on three or four occasions, but I didn't like his views on most things, so he wasn't really friend material in the normal sense.
 
My first time with a friend was great and we stayed close for years with many, many shared blowjobs. We even included a couple other friends on occasion. Then he moved and I got married. I never knew how good I had it to have a FWB that I trusted, liked and maybe even loved?

Now, 30+ years later, I would love to have a FWB with shared interests for a friendship outside of sex, but that has been tough to find. I settle for the occasional one night stands (OK, one hour stands...) to satisfy my lust for cock, but really want a FWB. Why is it so hard to have a friend that shares his cock with me when we can???
 
I’ve been fortunate enough to a FWB for over 40 years. It all started by getting drunk and we ended up falling into the sac. He had a Penthouse Magazine beside his night table.

We started looking at the pictures, we were jacking off in front of each other. Then he grabbed my
 
I’ve been fortunate enough to have a FWB for over 40 years. It all started by getting drunk and we ended up falling into the sac. He had a Penthouse Magazine beside his night table.

We started looking at the pictures, first we were jacking off in front of each other. Then he grabbed my cock, I was surprised how much I liked it.

Then I grabbed his cock. Within minutes we sucking each other off…..again I was surprised how much I liked it. At the time, we had girlfriends….and we both got married.

During that time, our session got more intense, kissing, licking, rimming and fucking. By the time I was in my early 50’s I acknowledge that I was gay….he is still married and we still get together when we can (we live in separate cities).

It’s easier to have a FWB who you trust. But at the same time, I do enjoy being a slut and having one night stands. The best
 
I've had a few affairs with guys that were good friends and one that lasted a few years with a gay couple.
I have often wondered what it would be like to hookup with a gay couple.
How did you fit in with them, were you in the same role every time or did things get switched up?
 
Back
Top