My First Gay Experience
I've had some great sex with straight guys. What I was most surprised to learn is that most straight guys in my experience are not at all interested in just getting a blowjob or being a top. Very often, they really, realllllly want to try sucking. A lot also want to try being a bottom. What makes me sad is that these guys can't just say it or don't dare to in public because our toxic gender roles say that exploring with something in your butt is 'feminine,' and that means it's bad.
As I was about to get into the shower one day, he asked if he could 'share a shower' with me. I told him that I would prefer not. We let it drop and he never asked me anything like that again, but I often fantasize about what might have happened if I had said yes. We were watching a movie and just kind of talking. We got on the topic of sex and whether we'd ever thought about having sex with another man. We both said we were curious about what it would be like, but neither of us wanted to act on it much.
One thing led to another And we decided to start experimenting a bit with each other. At first it was exciting because of the lead-up and because it was something neither of us had done before. We ended up just heading to bed. Just getting naked and doing what feels good with another guy. I knew I was straight when I realized I felt completely indifferent while he was getting into it.
It made me a whole lot more comfortable with my own sexuality I've offered him much of the same advice about the guys he was dating or who was into him, as I would with my other friends about the women in or around their lives. We ended up back at his place, with several rounds in us and nothing but hormones. We ended up fooling around — hands and mouths went almost everywhere We woke up the next morning and tried it again, but it was not like the night before.
Overall, it was a fun experience. We were jerk-off bros for a while after, but then it just kind of fizzled out. We've cuddled a bit and have slept in the same bed and even woke up spooning.
It's never been an issue. It's not a sexual thing — just intimacy between close friends. 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. 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. 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. 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. 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.
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. Quickest money I ever made. She had a brother who was the same age as me and we became friends. One time while we were hanging out, he shared with me that he was bi.
I was amazed with his charm and flirtatious nature. Eventually, after all my friends had left, he offered to drive me home. By this stage of the evening, I was pretty drunk! However, instead of taking me home, he drove us to a motel and beckoned me to go inside with him.
I remember feeling scared, but at the same time, curious and excited to be with another man. Whereas he knew exactly what he was doing and had pretty much planned it. The night could easily have taken a more sinister turn and put my life in danger! So, my lesson from this story is that it is good to enjoy yourself, but young people should be super cautious, especially when heavy drinking is involved. Check out Efren's Instagram and YouTube channel for more details about his life!
I went to an all-boys boarding school, a place burgeoning with post-pubescent hormones. On an overnight military cadet field trip, we were assigned a buddy and had to take turns to do a patrol walk in our pairs of the perimeter of the camp in the middle of the night.
We spent most of the hour in silence until he suddenly asked if I wanted to share a smoke, which we did. On our way back, I asked him if I stunk of smoke, I was paranoid. Neither of us could sleep after, so discovered more of each other in the bathroom. Back at school, our friendship certainly bloomed, until he got suspended for having drinks on campus and his parents decided that he was to change school.
Last I heard, he is married with a family now; but then, so are many of the guys I discovered at school. See more of Uwern on his Instagram! From elementary school playing manhunt with the kids in my neighborhood to high school with the closet cases at sleepovers when everyone went to bed.
I never fully equated it to being gay though. I thought if I tried hard enough, I could be straight. Once I got to college I was proven otherwise when my first real experience with a guy occurred.
It was the night of my 21st birthday and I was hanging out with this kid I barely knew. I was completely infatuated by him! Later that night we went back to my college house where I was living with 6 other straight men.
I remember spending hours just laying in bed with him talking about life. It was crazy to me how comfortable it felt. All my anxieties and insecurities just melted away. It felt like I could breathe for the first time in my 21 years of existence! As bad as that relationship turned out, I was grateful for that first experience with him. It made me realize who I was as a person, which made feel truly content for the first time.
That was the first night I met Jeff! From that moment on, everything in my life made complete sense. I met a guy online, though we didn't live in the same city, we had kept in touch for months before I decided to travel 2 hours to see him.
He was 28 at the time and I was I was so inexperienced, and trembling like crazy! Though we had a wonderful weekend together, to him, I was just another fling. To me, it was a whole other story — I fell for him in a big way and it was hard knowing he wanted nothing to do with me after our weekend together. However, I must have been quite an incredible fling because I was able to change his mind and we managed to have a relationship.
For some of the best online sass, be sure to connect with Scott on his Instagram. It happened in his car in the middle of the night. Back then, there were no gay hangouts and the Internet did not even exist.
I was only 15 but I was so eager to have my first time and be intimate with another guy. I was so scared but super excited at the same time. I was so desperate to meet another guy who was like me. He had a very charming voice which was the only thing I had to judge him by. And yes, he was super hot! To cut a long story short, we ended up stopping in a large grassland area and parked the car under some trees.
My date drove me back 2 hours later. That night I had the best night sleep I ever had in my whole life! Find out more about my gay life with Stefan in our Nomadic Boys Instagram. Join our newsletter Subscribe now to receive our latest interviews with gay locals, in-depth gay travel guides, inspiring stories, savvy planning tips, and exclusive discounts on gay tours. I must have been about 17 and had not long been driving when friends and I went for the very first time.
I remember seeing the absolute cutest boy in the club, dancing away with his friends. It took me so much courage to go up and speak to him, but I finally managed it whilst catching him outside alone cooling down. He was so friendly, talkative and kind. He was the type of boy I definitely thought was out of my league.