What was your" maybe I might try gay moment" where you thought I would be up for try

There was a big song? That must have been quite a song? Can you hum it?
 
When I was stroking my buddies cock. Looking down at it
It was like a magnet. Pull me right down.
 
Phone Sex

I was in my late 20s living in New York City and had called into an anonymous gay sex chat line. I was sending messages back and forth depth other participants and struck up a hot conversation with this guy with a masculine sexy voice. He turned me on so much. He gave me a good description of how he wanted to fuck me. I was so turned and thought to myself, “this is it. This is the guy that’s going to fuck me tonight and take my cherry.” On my next message i asked him if he wanted to come over that night. When I sent it I got a response back that he was no longer online. I never ran into him again.
 
Riding my bike on Sandy Hook NJ early one summer morning. Took the bike across the dunes towards the ocean. Two guys, both naked, kissing and fondling each other at the bottom of a dune. I stood and stared and realised that I was getting hard and short of breath.

They saw me and smiled as if to beckon me over.

I guess I was too confused. Not sure. But I couldn`t stop thinking about it and I knew that I wanted to experience it for myself.
 
I was sitting on a friends couch. His wife ws sitting on my lap with my cock burried deep inside of her. He had been watching and telling her what to do. He walked over and stood next to us and she started to suck his cock while she was fucking me. His cock was was only inches from my face and she would stop to kiss me. She would slide her tongue down the length of his cock then catch the drop of precum on the tip of her tongue. She would then slide her tongue into my mouth like it was a cock and have me suck it like I was giving her tongue a blowjob.
 
My first encounter with a man was pretty much just done out of curiosity. I knew what he wanted when he invited me over and just went with it because the opportunity hadn't presented itself before, not because I was especially turned-on by him. The second, more long-term thing was different. He was much older than me and very confident. Within minutes of meeting him, I knew that I wanted to give myself to him and do whatever he asked.
 
When my best friend felt me up at his family's lake house when we had to share a bed. It felt amazing and when he put my hands on his cock I was all in...
 
Some people would say that this is gay and other people not. I had been chatting with a Filipina woman for months and I thought that she was cisgender. One day she was upset and said that she had been lying to me. I was confused and she confessed that she was transgender. I didn’t believe her so she showed me. From the moment I saw her cock I knew what I wanted. I wanted to suck her cock and I wanted her cock in my ass. It was just an overwhelming desire that came out of nowhere. It took me many years before I finally fulfilled those desires.
 
When I was 13. My best friend and I were working outside and he took his shirt off. He was ripped already at thirteen. I couldn’t stop looking at him and I had a boner I was trying to hide in my pants.
 
When I was 13. My best friend and I were working outside and he took his shirt off. He was ripped already at thirteen. I couldn’t stop looking at him and I had a boner I was trying to hide in my pants.

Did he notice your boner in your pants? What did you do
 
My School Sports Moment

Let’s be honest. I was never much into School Sports. The only aspect of it I really enjoyed was the communal showers after the games, because it provides the opportunity to check out all the other boy’s cocks. Something I was passionately intrigued by, it was a delicious chance to observe them all in a state of nature, eyeing up those jiggling cocks and delectable balls, while they – presumably, are checking me too. Seeing who has a big cock, who has a foreskin… those with bigger cocks than mine, and those with smaller cocks than mine. Who is well-hung, who has a dinky little girlie-cock. Who is circumcised, who is not. And – because I was circumcised, I was fascinated by those with foreskins. Who has a dusting of pubic hair, others who have a bush. Who has a nicely rounded bottom. Who has fat low balls... I was always fascinated by fat low balls... Interesting trysts could be struck up in that way, furtive fondlings and curious caresses. You touch mine, and I’ll touch yours. There was one boy I didn’t particularly know, we’d never even been friends or talked much, yet we were in the showers together, and I felt the touch of his fingers on me – looking down, he was holding my cock. He was smiling too. What else could I do? I reached down and gently enveloped his cock in my fingers. And we were there in the showers with the water streaming over our naked bodies, slowly fondling and tossing each other off.
The Games Master used to invigilate. He would watch as we naked boys all go into the showers together. I’m certain he was taking notes, watching the sway of our cocks, seeing which boys emerge in a state of perky arousal. He could scarcely help but notice that we go into the showers flaccid, and came out sporting perky erections... I have a lingering impression that he enjoyed the sight of so many young naked boys in a state of sexual arousal.
 
When I was younger staying at a friends house. His cousin was over as well and though he wasn't exactly out of the closet we all knew too well he was gay. He was and still is very twinkish. I can remember he was wearing a small tight t-shirt and shorts that were way shorter than what most guys wore. I spent a lot of the night trying not to get caught looking at his ass and the little bulge in his shorts.

I don't really remember how it was brought up and why it reached that point or whatever. But I remember winding up in the kitchen right before we all went to sleep with my friend cousin who sort of teased saying if I wanted I could sleep in the guest room with him. One of those little remarks that you can't tell if it's serious or not. But right after saying it he gave this odd little grin and walked out of the kitchen. When I went to bed I couldn't stop thinking about it but I was terrified of even going through with such a thing. Instead I basically stroked myself off in my shorts in the bed and wound up sneaking to the bathroom to clean up quietly.

The things I would have done given another shot.
 
Highway Rest Area

I've been having bi/gay thoughts for several years now. But what really helped solidify those feelings was an almost-encounter at a public restroom one Sunday night just before COVID hit.

My wife, adult daughter and I were driving back from a day trip to my son's home about 2 hours away. It was a Sunday night. I had to pee badly so I pulled into a rest stop or, as we call them in Wisconsin, a Wayside. Wife and daughter stayed in the car while I ran (literally) into the men's restroom. Fairly larger room in the shape of a pie slice. Three stalls lined one side of the "V" and the sinks the other side.

As I walked into the room, there were two guys right in the middle of the room. Not in a stall. One guy was on his knees and was taking the other guy's cock out of his pants, obviously getting ready to suck him off. They saw me and ran off.

When I got back to my car, I saw them sitting in their pickup trucks, obviously waiting to be able to go back in once I'd left.

To this day, I'm kicking myself for not telling them they could continue with their fun while I peed. I would have loved to see that cock getting sucked. I probably could've stuck around myself to watched for a couple of minutes and, maybe, have a lick myself.
 
Last edited:
Never, ever thought I was Gay;
My neighborhood buddy and I would hike into the woods. Part of our day kit was penthouse's and hustler. We were sneaking out from our older brothers and dads stash.
what changed it all was a mag he found in his older sister boxes she brought home after graduating college... the mag was folded in half and no cover. what was different...there were solo pix for women and men...then it all flipped upside down. The center fold of the mad was MM/F sex images. I was instantly turned on by it all
 
Never, ever thought I was Gay;
My neighborhood buddy and I would hike into the woods. Part of our day kit was penthouse's and hustler. We were sneaking out from our older brothers and dads stash.
what changed it all was a mag he found in his older sister boxes she brought home after graduating college... the mag was folded in half and no cover. what was different...there were solo pix for women and men...then it all flipped upside down. The center fold of the mad was MM/F sex images. I was instantly turned on by it all

Did you and your buddy talk about the MM/F sex images?
 
This is an interesting thread. I can't remember my age, maybe 13, had I wanked, (probably), in fact before this I remember being on a walk and being called into bushes by pals where there were pages from a sex mag lying in the mud, I was certainly interested generally, but not in my recollection to other boys.

So after dark into the school urinals and an older African boy was wanking, his was SO much bigger than mine and I was invited to touch it. He came almost immediately and I remember thinking how white his sperm was and how much there was. I was impressed.

I have once given a man a blow job with a condom, really in all these years I've never gone further than with that boy that night and have lived a hetero life. I am also aware that I get much more turned on by ladies, but that has never stopped me wanting to play with all the toys in the toyshop, and ever since being fascinated by big cocks.
 
No “ah ha!” moment

My journey probably has had a few intermediate stops along the way… the first time I wondered what it might be like, when I introduced ass-play in my masturbation, when cock featured prominently in my fantasies, when I became open to the idea of an actual m2m encounter, finally when I actually did it… and even in those there were/are zigs and zags along the way…

The wondering started soon after I encountered porn in tween/early teen years, ass play not long thereafter… my first assgasim was from riding a DeKuyper Schnapps bottle (not a very healthy or safe choice I know) probably when I was 14… anal play was at least part of my self pleasuring from then on… I had no attraction to other boys or men though… but the wondering what it would be like to be the girl in porn remained, which also led to wondering about wearing lingerie… I did not think I was a girl, just wondered what it might be like… it probably remained at that level for years… and much of the time taking a backseat to the pursuit of women… it escalated a little further when I no longer had roommates, and I had the opportunity to explore things a little more… bought a dildo, and some lingerie of my own, explored a wider variety of porn (the internet making it easier at this point)… but still no attraction to men, and and still actively pursuing and occasionally bedding women… the continued wonder of what it might be like to be the woman in porn probably evolved to mentally inserting myself in to the role in fantasy, which also led to viewing cock differently… somewhere during this time the private lingerie fetish grew, to the point of occasionally wearing it under my man- clothes… probably another plateau at this point… fast forward 20-ish years of a long term relationship/ marriage (happily though drifting to sexless), the fantasies continued, as did the lingerie and occasional anal stimulation and probably became more prevalent as sex in the marriage declined… at some point along the way I asked myself if the rise in “alternative” thoughts and play were the cause of the declining marital sex or because of, so I decided I needed do something to figure it out… and actively began pursuing a m2m encounter… Two encounters in and I haven’t figured it out yet…
 
I decided I needed do something to figure it out… and actively began pursuing a m2m encounter… Two encounters in and I haven’t figured it out yet…

I think most of us never do, being Bi in our own private way is I think just nature. The pain comes when life doesn't quite work out how we'd like it to.
 
Some people would say that this is gay and other people not. I had been chatting with a Filipina woman for months and I thought that she was cisgender. One day she was upset and said that she had been lying to me. I was confused and she confessed that she was transgender. I didn’t believe her so she showed me. From the moment I saw her cock I knew what I wanted. I wanted to suck her cock and I wanted her cock in my ass. It was just an overwhelming desire that came out of nowhere. It took me many years before I finally fulfilled those desires.

Sweet Filipino "Benny Boys" worked out of a bar in Olangapo PI and on my first visit I was amazed at how beautiful many of them were. I was already pretty sure I was gay, but experiences with a beautiful girl named Johnnie pretty much made it official. Ah youth *sigh*
 
Sweet Filipino "Benny Boys" worked out of a bar in Olangapo PI and on my first visit I was amazed at how beautiful many of them were. I was already pretty sure I was gay, but experiences with a beautiful girl named Johnnie pretty much made it official. Ah youth *sigh*

Lucky you! I would love to hear more.
 
I was 16 or 17. Went water skiing with my best friend. His dad was driving the boat. I turned around to say something to my friend and he was changing into his bathing suit. He was on the varsity basketball team so he was in good shape. His flaccid cock was just hanging there. Had to be 6 inches soft and it took my breath away. It looked so good I wanted to drop to my knees and rub my face all over it. I wanted to suck him so badly. That image is still burned in my memory 49 some odd years later
 
Back
Top