For the Guys: Topic - "I wish I had <unfulfilled desire or missed chance goes here>"

[Milo9012]

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[J1biboi]

I wish I had sucked my friend when I had the chance.

We were alone in the basement of my friend’s parent's house listening to music and drinking beers. We were both in our twenties and getting buzzed.

He suddenly eased up in front of me and began slowly swaying his hips with a tremendous bulge in his jeans. He didn't say a word, but he was looking straight into my eyes with his hooded smoky eyes as he slowly gyrated.

His bulge, so tightly contained by his jeans, looked so f-ing hot I seriously considered lifting my hand up to it and rubbing it deeply, but I knew the guy, he was a jokester.

I told him to f__k off and stop acting like a queer and he quit swaying and drunlenly sat down.

The chances are he was setting me up to make fun of me later in front of friends as a fag, because I touched his dick.

On the other hand, he could have felt in that moment he would welcome a friend to pull out his cock and get him off.

I'll never know, but I wish I had touched it.

WOW! I'm not sure what I would have done in that situation but most likely I would have reached for his bulge. We were both in our twenties when I sucked my friend's cock, but I asked him if he would let me suck it!

 

[Milo9012]

.....

 

[J1biboi]

The risk of being called a fag and ostracized among my 'friends' was huge considering how well I knew the guy.

How well I know! In the part of the country where I live being known as a "queer" was the last thing you wanted. But when I drinking I would lose a lot of my inhibitions and I had wanted to see what it was like to suck a cock for a long time.

 

[Milo9012]

.....

 

[J1biboi]

You understand what was going through my mind. Man, I wanted to touch it so bad and later I couldn't get the image out of my mind; his jeans stretched so tight over it and outlining it so clearly.

He never mentioned it afterwards and neither did I. Maybe he didn't remember or was afraid I would tell everyone what he did.

PS, Love WV, BTW. Visited the Smokey Mountains. Beautiful state.

I can just imagine what you were feeling, wanting so bad to touch that bulge and feel that big cock in those tight jeans but afraid of what might be said afterward. I understand perfectly where you are coming from.

 

[Hitchiker69]

I wish I'd spent the weekend with the last guy I had a one night stand with. It would have been like a gay honeymoon, with non stop kissing, hugging sucking 69'ing and fucking. We could have stayed in his condo all weekend long and just enjoyed being young, virile, naked, hard horny gay men. We could have showered together, done mutual massages, stay naked all the time.
He was the first man I ever kissed, and he took my anal cherry, too.
But when I woke up in his bed after an excellent night of unrestrained sex I felt ashamed and I was very hung over, so I left and never saw him again

 

[Hitchiker69]

I wish I'd come back that Friday night to meet some of his friends at his apartment. After a night of 69'ing he invited me to come back and meet a few gay men friends of his. What might have happened I can only fantasise or imagine...a world of possibilities like being spit roasted or doing a daisy chain. But I chickened out and never saw him again

 

[Hitchiker69]

I wish I'd fucked more of the women who made it clear thta they were available at the last office job I worked. I was about 28 years old and recently divorced. My boss was a younger woman, tall and thin. Se got divorced and made it clear she wanted to have an affair, but I turned her down.. The young brunette upstairs threw a party for her work friends, including me. She had a hot tub which we all enjoyed while we drank. At the end of the evening, as people were leaving, a friend of hers took me aside and told me she was waiting upstairs in bed for me. The older, tall single woman in the next cubicle dropped hints that she wanted some of me.
There were others available to me...it was a huge company. But with just these few I would have slept with over half the women in my department

 

[Wonderer67]

In the 90s I was really into this woman I knew from college. She actually introduced me to s&m (bdsm wasn’t even a term then). For whatever reasons, it never worked out w us. But she had a friend, Chris who was flaming gay. A little over the top for me.

One night me, she, chris and her boyfriend were all at her place having a little party. She retired w her boyfriend to the bedroom leaving Chris and I together in the living room.

Talk got sexual. He asked me if I would fuck him. He was quite feminine and I was aroused but couldn’t bring myself to do it.

I didn’t nearly have the understanding of what bisexuality was back then. I thought if I was gay I was gay or if I was straight, I was straight.

For years, I wondered what if I took the plunge? I did fantasize about it many times.

 

[EdgySubMic]

How well I know! In the part of the country where I live being known as a "queer" was the last thing you wanted.

While I was in high school, my bullies sometimes called me various slang words for gay, queer, and fag in our local language. I didn’t know what those words meant (no internet back then) and just let it be. It was just another humiliation to endure – and not knowing made it less humiliating in my mind anyway. A much more frequent one was that they claimed I was a girl, even though I’m not in the least effeminate, and that they had given me a female nickname.

Close to graduation (note to forum police: everybody involved had turned 18 by then), the worst bully of them all proposed a deal: If I’d follow him to a secluded corner of the school yard and prove to the already waiting gang that I was male, they’d stop calling me by my nickname. I did what I’d always done and ignored the “kind” offer. In just 2 months I’d be rid of those assholes. Besides, I knew them all too well after 6 (and for a few of them 12) years and I knew they’d never honor their part of the deal.

I’ll never know what exactly they had in mind that I should have done and/or what they then would have done with or to me, but once I finally realized several years later that I am indeed a submissive gay who craves humiliation, I wished I’d gone ahead with the offer and I fantasized several different versions of how that could have gone. It’s not as if it would have made any difference in terms of openly being called a gay or a fag back then anyway.

 

[Hitchiker69]

I wish I would have let my bisexual roommate suck me off. He would often drop comments about how he wanted to suck me, and I'd already had some gay experience. Later I had another, younger bisexual roommate, a young surfer dude. He would have been a lot of fun to play with. And I can think of another roommate I bet I could have seduced into letting me suck him

 

[Hitchiker69]

I wish I'd taken advantage of the opportunities for gay sex I had when I lived in Sydney. I didn't know it but I'd moved into a vey gay neighborhood, and there were gay bars nearby. There was also a gay crusing park near me. I could have enjoyed lots of cock as often as I wanted. I only sucked about 6 or 8 cocks while I was there, but so many more were available

 

[confort]

I wish I had found out sooner how much I love sucking cock.

 

[SPARTAN047]

Accepted a few mistresses' BDSM ideas and suggestions even if I didn't want all of them. And performed them.

 

[Carson19820]

When I was younger and single, I wished I had acted on signs that the wife of a couple I was friends with was giving me. Looking back she was all but handing it to me on a silver platter but I blew it off because it would have "been the wrong thing to do".

Damn she was beautiful...

 

[Milo9012]

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[BiDrew42]

When I was in high school, there was this guy that everyone knew was gay. For this reason he was ostracized by most of the guys in my ass-backward part of North Carolina. We weren't friends, but I never treated him the way other guys did because I had been having sex with another of my male school mates for almost three years, and other males for the past year or so. One night after a get together at a friend's house, I drove several people home including the gay guy. It worked out that he was the last person I would be dropping off. The next to last guy, the biggest jock at our school (and the guy I fantasized about the most!), said as he got out of the car, "Now don't you fags blow each other on the way!" I told him to fuck off but the gay guy just looked at me and shrugged, used to the comments.

A couple of minutes later, he said, "I would love to blow you, and I promise no one will ever know." My cock instantly sprang to attention, and I seriously considered it, but ultimately decided against it. "I'm flattered," I said, "but I'm not into guys." Other than my long time lover, all of my other gay encounters were with guys who didn't attend our high school. For some reason I believed it was too risky to have sex with other males that attended the same school as me. He gave me a knowing smile, and said the offer was there if I ever changed my mind.

To this day, I regret not accepting.

 

[Milo9012]

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[Bathtubbill]

When I was at university there was a communal shower block in the students union. Being skint it was a good place for a free hot shower.
We had run out of heat in our crappy house one day so I used the showers in the union.
At this time I was straight and more than a little repressed. There had been rumours of people hanging around the showers and the attached toilet block looking for gay sex but as it was the late eighties I blew that off as the normal homophobia that was very common. I was straight but in no way homophobic.
As I was showering a young guy walked into the shower block fully dressed and looked at me covered in soap. I caught his eye, kinda shocked but said nothing and kept washing.
He left quickly, he was probably only there for 30 seconds.
I finished showering and got dressed to leave exiting as you had to via the toilet block. As I left the same young guy , still fully dressed was standing in a toilet cubicle with the door open.
I stopped, looked at him and looked around. There was no-one else in the toilet block or shower unit.
I felt nervous and quickly and quietly left.
I always wondered about that open opportunity I didn't take
However about a month later there was a big scandal about people having sex in those toilets which I definitely wouldn't have wanted to be part of

 

[old_hippy_46]

My missed opportunity was when I was hesitant to give the OK for my wife's boyfriend to move in with us. He was dominate and would have sex with both of us. I think about how much fun it might have been

 

[Jordanjack]

A friend of mine, we used to go camping, and would jerk off next to each other. I wish we would have done stuff together. I would have loved to feel his cock in my mouth and ass. Now I’m 50 and have still never experience either.

 

[muycurioso]

The risk of being called a fag and ostracized among my 'friends' was huge considering how well I knew the guy.

yes being Gen X it was diff back then

 

[JoeSmith2022]

I wish I'd let the first guy I ever hooked up with fuck me.

 

[Crios]

Two regrets.
Many years ago when I was in grad school, one of my classmates wanted me to come back to his apartment one day after class. I knew what he wanted as we were both in a program that was primarily women and the few guys (besides me, at the time anyway) were gay. I didn't take him up on it because a) I was engaged and b) I was still homophobic at that stage in my life.

Couple of years ago I had to stop at a roadside rest area to take a leak late on a Sunday night. Leaving my wife and adult daughter sleeping in the car, I ran into the restroom. Right in the open area of the restroom stood a young guy. Another guy was on his knees pulling the pants down on the first guy. Before I could say a word, they both ran out of the room. Wished I'd had the presence of mind to tell them they didn't need to stop on my account. Would've loved to have watched and also take turns sucking cock. When I got back to my car I noticed they were sitting in their pickup trucks. No doubt waiting to resume their fun as soon as I left.