My first gay hookup

A word of warning from Alex Cheves.

All I know is that one moment we were talking and the next minute, well Before that night, I had hardly been a nun. When I was a teenager, I was precocious and restless. As the only out young gay kid at my school, I took the advancement of my sexual experiences into my own hands and I did what we all do: I bought a fake ID and hit the gay clubs. Out on the scene I had thrilling and, now looking back, precarious hook ups with guys, going far but never all the way.

Considering popping the cherry? Read this first.

Still, as I grew into my late-teens, venues started to crack down harder on underage drinking, and it soon became increasingly difficult to go and hook up with guys much older than myself. I felt, in my increasingly anxious and deflated state, that I was being left behind. My first year at college, apart from being grueling mentally, was hardly a sexual smorgasbord of one-night-stands and hook-ups. Instead, I reverted to my teenage years, pining after straight boys who I knew I had no chance in hell with The boy told his then-girlfriend who I knew about , saying I had come on to him but that nothing had really happened.

One Friday after work, a group of us stopped by a local watering hole to tie a few on. At the end of the night, Mike invited me back to his place to chill. The next thing I knew, we were going down on each other. But that changed during my time in boot camp after joining the Marines.

Gay Sauna Etiquette: A Guide To The Perfect First Time Gay Sauna Experience 🔥

There was a guy who was about my age 22 who I was strangely attracted to. Not sure if it was his build or what but I just I just know that I liked him. Just before graduation, we ended up hooking up off-base. Not sure how to explain the dynamics. Feeling bored, the three of us decided to hang out in my room and play poker. One of the two dudes was out on campus. He offered to go down on me and the other guy as a bet. It was the first time I had ever experienced something with another guy.

21 Things to Know Before Losing Your Gay Virginity

One night we were drinking scotch at his place and he confessed he had been crushing on me for a long time. One thing led to another and we ended up making out. Later, we traded some oral action. Only happened once because it got weird afterward. Not sure why. We had been making the trek from Chicago for years but after our dad passed away, we decided to keep the tradition going. While we were staying at a state campground, one of the park rangers came by our camping area to warn us of pending severe weather.

I think the guy was around 30 years old? We started talking and I got the sense he was interested in me. Hard to explain.


  • 20 Same-Sex Hookup Stories From Straight Guys.
  • 21 Things to Know Before Losing Your Gay Virginity.
  • which gay dating sute?
  • gay dating network?

Maybe it was his cologne? When I gave him my number, I knew exactly what I was doing. Sure enough, when he arrived in town, he called. I ended up going to his hotel and we ended up getting it on. Nothing serious.

First Gay Experiences: 25 Straight Men Tell Their Stories

After that happened, I never heard from him again. I think labels do more harm than good. Two years ago, another guy who was my age was put on the night-shift. To pass time, we made small talk and gossiped about people in the building. One weekend around 2 or 3 in the morning, we were super bored and started talking about our hookup experiences. We ended swapping head in a utility room. When summer was over, he got transferred to another building. In the end, I only ended up spending a year in jail.

During that time, I hooked up several times with a few of the inmates.


  • best us cities for gay dating?
  • Straight men confess first gay experiences?
  • single gay menin north judson for casual dating?
  • black gay men dating site?
  • gay con gay?

It happens more than people think and not because straight guys are forced into it. In my case it was mutual. To me, I was simply getting my needs met — just like the other guys doing time. Do labels really apply when you are doing time? You know, like stocking milk, cheese, and eggs. There was another guy Sam who worked in the Deli that was around my age that seemed cool. One weekend I was alone in the dairy case, unloading expired milk from behind the casing and waiting for the truck to deliver the new stuff. All I can tell you is that I was impressed.

We ended up j-rking together in the meat freezer. The whole thing was over in less than minutes if that. After that, we did more stuff but not in the store. Not that I was anything to talk about because I mostly sat on the bench. But there was a first-string dude that I was buddies with where things used to happen. It was never like we planned it or anything. I remember telling him my shoulder was messed up from a bad play and he offered to massage it to relax the muscle.

After that, the rest is history. We ended up messing around.

Your First Grindr Hookup

Over the course of a year, it happened a few times. The dude is married now and so am I. The truth is, I had always wanted to know what it was like so not going to lie. I guess that is why I let this random guy do his thing on me.


  1. I Lost My Virginity to a Straight Boy - GQ.
  2. Gay Sauna Etiquette: A Guide To The Perfect First Time Gay Sauna Experience 🔥.
  3. apps to find gay guys?
  4. subscribe to gay newsletters?
  5. top gay sites?
  6. gay dating app for relationship?
  7. college gay apps?
  8. Yeah, it was cool. Not sure I would do it again but at least I can say I had a first gay experience. Everyone knew the money was good in Boystown so most of the cabbies tried to grab fares on weekends by the bars. One time, I picked up a ride by a guy who wanted a lift downtown. She had a brother who was the same age as me and we became friends.