I found this site recently and have really enjoyed all the great stories, so I thought I'd add my own. The following is a true story of an encounter I had in the summer of 2022. I hope you find it hot, and would welcome any comments or feedback at justingay00@yahoo.com
I'm a 23 year old while male, currently in school working on a masters in civil engineering and urban planning. I pretty much always knew I was gay, but didn't really come out to myself or others until I was in college, and Covid really screwed up my overall university experience, not to mention my burgeoning gay sex life. So before this particular encounter (at 22 years old) I wasn't all that experienced. I had a boyfriend in college, but that became long distance when everyone went home during covid, and he was pretty conflicted to begin with so there was drama. But that's a story for another day.
I was into sports from a young age, mostly soccer and running track, so I developed a pretty good lean body, and in college I started lifting weights to add some muscle tone. I'm 5'10" tall, 165#, blond hair, clean shaven, very little body hair. People tell me I'm attractive, although I'm still pretty introverted from growing up around a lot of hot guys in sports and not really feeling like I fit in.
Anyhow, fast forward to labor day weekend 2022. I travelled with my parents to the wedding of a cousin in rural upstate New York. I was not thrilled about making the trip, since I didn't really know this cousin very well, and that whole side of the family tree are gun loving maga trumpers, so it's not exactly a welcoming environment for me. To make matters worse, my parents were fighting (they are now separated) and my brother couldn't make the trip. So I felt pretty alone, and just wanted to get through the weekend with as little drama as possible.
We arrived Saturday afternoon, checked in to our hotel, then quickly changed clothes and headed to the rehearsal dinner. It was a casual event at a brewery with some catered bbq and pretty good craft beer. The place was really busy with our dinner going on in a private area, and lots of other people hanging out in an outdoor common area. Apart from a few relatives I didn't really know anyone, so conversations were pretty superficial and generally very awkward. But my attention was on the really cute bartender serving our private party. He was super friendly and chatty, but I couldn't really tell if he was flirting or just being a good, social bartender. I was too shy to make any suggestive comments.
So, I slipped away from the party to check grindr, hoping I'd see his profile. I have definite mixed feelings about grindr. Most of the dates I had through the app were less than satisfying. My main problem is that I don't send nude pics, so most guys just move on (which is fine by me). A lot of guys flake out, or if we do meet, they turn out to be a bit creepy, or not exactly what they claimed to be. And the one time I hooked up with a really hot guy, he was impatient (since I was kinda nervous) and when we were done, he's like see ya bye.
Anyhow, to my great disappointment, my bartender wasn't on line. But I immediately got a message from another guy. Not quite what I'm normally attracted to just because of his age. He was 48 years old, latino, and bigger than me at 6'1"/215#. But he was pretty good looking and had a very respectable profile... no lewd pics or dirty language. Sounded like a nice guy so I responded. We had a good convo... talked about the wedding weekend and all my maga relatives. He had a really good sense of humor. I had to get back to the party, but promised to chat later. That evening I got back to the hotel about 8:30 an he was online again. We picked up right where we had left off and chatted for a long time about all kinds of stuff. I learned he was a veterinarian, working mostly with horses and other large animals. He was interested in my life and plans. Just a really nice, genuine guy. But really not what I was looking for in a boyfriend or even a hookup, to be honest. Things got to a point where the conversation was winding down, and he said:
"Sooooo, are you interested in maybe meeting up?"
"Well IDK, I don't have transportation" I replied.
"No problem I can come to your hotel."
"Oh, you mean THAT kind of meeting up :)"
"Yeah, that's what I'm thinking about. HBU?"
"TBH I've never been with an older guy. What do you like to do?"
"I like all the usual. Making out, sucking, fucking. Mostly top here. HBU?"
"Well, I'm more top myself, so I'm not sure we're a match"
"That's cool, we can just see how things play out. I can go with the flow"
I was pretty hesitant. I had sort of a hangup of being seen as too gay and not masculine enough, and identifying as a top was my way of trying to be masculine. Anyway after a little more chat he talked me into it.
"Cool, I can be there in 15 minutes. Do you have condoms and lube?"
"Well I'm not sure we'll get that far, but no I don't. I wasn't planning for a hookup LOL"
"NP. I'll come prepared"
So I gave him the room number and waited. After about 25 minutes I assumed he wasn't coming, but then there was a knock on the door. I opened it, and let him in quickly, hoping no one was in the hall to see. He was striking... tall, muscular stocky build, long black hair pulled into a man-bun, trim beard with a bit of gray in it. Big shoulders and chest. He was wearing a tank top exposing brown skin and a hairy chest. He was such a contrast to the way I look, which was kind of a turn on really.
He could see I was really nervous, and he gave me a big hug, and rubbed my shoulders telling me to relax.
He didn't waste any time, and started kissing me and exploring my body with his hands. "Fuck you have a hot body" He pulled off my shirt and started kissing my neck and slid his hands down the back of my shorts and grabbed my ass. He was very sensual, just caressing my butt through my shorts and kissing my neck. I wasn't prepared for how assertive he was, just taking control. He unbuttoned my shorts and dropped them to the floor. I wasn't wearing any underwear, so I was now completely naked, while he was still fully clothed. He stepped back and said "lemme check you out". I stood there, naked, dick fully erect in front of this older latino man I just met letting him look me up and down.
"Damn, you are so hot. Turn around and let me see your ass" I'm really proud of my body and it was turning me on to show it off. I turned around, and he started feeling my body... from my shoulders down my back to my ass.
He turned me around and pushed my down to my knees. He unzipped his pants and I got a look at his cock for the first time. He was mostly hard already. It was long, pretty thick and uncut... my first uncut cock. I sucked him off for a minute or so. Then he stood me up and we kissed. He quickly got naked and we got on the bed and started making out. Next thing I knew I was on my back and he was on top of me, kissing my neck, then licking my nipples and working his way down to my cock. I'm not used to guys being so aggressive and taking control like he was doing, but I liked it and just kinda let him go. He sucked me for a bit, then all of a sudden lifted my legs up and started licking my asshole. I was pretty shocked but it felt amazing.
It was becoming pretty obvious that he wanted to fuck me, and I was not really down for it. Although I didn't say anything I was resisting him. But he didn't back down, just kept playing with my balls and teasing my asshole. At some point, I just decided what the hell, why not, and relaxed, letting my guard down. He picked up on it right away, reached down to his shorts on the floor and pulled out a small bottle of lube and a condom. Without a word, he lubed up my ass and slid a finger inside, then two. I wasn't resisting anymore. He put on the condom, lifted my legs up to his shoulders, and proceeded to slowly slide inside his cock head inside my asshole. He was amazingly gentle. There was no pain. I felt him ease inside me, pull back slightly, then push a bit deeper. With little thrusts, he gradually worked inside me until he was balls deep in my ass. I said "Damn, I didn't expect this". He said, "oh this is exactly what I expected". We both laughed.
He fucked me slowly at first, pulling almost all the way out before sliding back in. I had this amazing euphoric feeling. I had a connection with this total stranger, practically the same age as my dad, thousands of miles from home, and now he was fucking me in my hotel room. I looked up a his mature, muscular form. I felt his hairy chest and shoulders. He had my ankles in his hands, spreading my legs wide.
He was clearly loving it, and I was really getting off on giving him pleasure. It was a new feeling of caring more about his pleasure than my own.
I reached down to feel his dick sliding in and out of my asshole. The condom was about 3/4 of the way down his dick, and I could feel the thick rubber ring at the end of it disappear into my ass. Then the base of his dick was skin on skin with my asshole. With my fingers I felt him slide in and out slowly. I wanted to feel more skin so I pulled at the condom and rolled it up his shaft, a little bit with each thrust until it was covering less than half his dick. He saw what was happening and asked, "do you want me to take it off?" I was like, "I don't know, maybe". "Fuck man, don't tempt me".
I pulled him down to me and we kissed. I wrapped my legs around his back. He fucked slowly, face to face, eyes locked together. I arched my back slightly to give him the best angle to penetrate me as deep as possible. He paused, looked into my eyes, raised his eyebrows... I nodded very slightly. He nodded back, pulled out slowly, removed the condom, and tossed it away, then slid back inside. He kissed me again and fucked slowly.
He says, "are you ok?"
"I'm great. How does it feel?"
"It feels amazing. I can't believe I'm fucking you bare"
To hear him say it was a surprising turn on. "I can't believe it either. I didn't expect to get fucked tonight, much less bare".
"Are you ok with me going all the way?"
"You mean cumming inside me? Is that what you want?"
"Um, yeah"
"Then that's what I want too."
We kissed and he picked up the pace of his fucking, but still very gentle. Slowly the intensity increased. He wrapped his arms under me and buried his face in my neck while he fucked me. My legs wrapped around him. After a while I could feel he was getting close, fucking furiously like an animal out of control until with one massive thrust I could feel him explode inside me. His body convulsing uncontrollably with each thrust, filling me up with his cum. After a minute, he raised up, dick still buried inside me, and started stroking me. Took about 20 seconds and I sprayed cum all over my stomach.
He collapsed beside me and I fell asleep, later waking up to him cleaning me off with a warm wet towel.
I was exhausted and fell asleep as soon as he left. The next day was the wedding and I went through the whole thing just thinking about the night before, sporting a half-erection most of the day. That night he came to my room again for an encore... I thought maybe I'd fuck him, but once again, it was me getting fucked bare. This time he came fucking me doggie style.
We keep in touch, texting often and face timing occasionally. Our connection goes deeper than just sex, and I now consider him one of my closest friends despite the geographical distance. I'm sure we'll see each other again.
That encounter has really changed me. I discovered how much I enjoy being with dominant, masculine men, and I've embraced my more submissive nature. I love the vibe of meeting up with a man who knows he's going to fuck me, and I've opened up to more older guys. If there's interest I can write about more encounters.
Thanks for reading.
Justin