First Gay Experience 15

This is the story of the first time I ever had a full-on gay experience. I was 20 years old and had just returned to England after working in America at a summer camp for the summer, finding a new sense of adventure and freedom. One of these newfound freedoms was the desire to explore my sexuality.

In those days, Grindr didn't exist, so I ventured into a gay chat room, seeking a local room that seemed promising. While I realize now that it wasn't the safest option, as a 20-year-old, the thrill of discovery overshadowed any potential risks.

I created a login name using the classic format of that era: age, sex, location. Nervously, I began searching for potential people to meet. The room buzzed with chatter, and as I scrolled through various profiles, my excitement grew.

Initiating messages with a tentative "Hi" or "How's it going?" was nerve-wracking. Many conversations ended abruptly, sometimes even with unsolicited explicit pictures. However, one guy responded enthusiastically. He lived about a 30-minute drive away and mentioned he was 45 years old. As a taller guy wanting to be a bottom, I was specifically looking for older, more dominant "daddy" types who could teach me and put me in my place.

After exchanging a few messages, I naively gave him my phone number. An hour later, I found myself sitting outside his house, my heart pounding with a mix of nervousness and excitement.

I called him to let him know I had arrived, and he told me to come to the door. He quickly ushered me inside before his neighbors could see, instantly offering me a drink and asking me to take off my shoes. Paranoid about being drugged, I declined the drink, saying I was okay.

We moved into the living room, and I sat on the couch next to him. He asked how I was feeling, and I replied I was nervous but also horny. I admitted that I never really had been with a man before. He promised to show me what I had been missing and started rubbing my inner thigh above my jeans.

With more intent, he started to rub my inner thigh and across my crotch. He took my hand and told me to do the same to him. After a few minutes, he tried to slip his hand inside my jeans, but they were too tight, so he stopped and told me to stand up and remove them so he had better access to what he wanted. I complied with his demand, which turned me on even more, being told what to do. I sat back down and he immediately grabbed at my penis and asked if I liked how it felt, to which I responded, "Yes, I do."

He then told me to reach into his underwear to feel his penis. I was blown away by the size of it and became a bit worried if I could handle it. While I had experimented with some self-anal play with fingers and small toys, nothing compared to this. Needless to say, I was ready to try and was now even hornier.

Following his orders, I removed my boxers, and he did the same. I got my first view of his very large penis. He told me to get on my knees in front of him. This got me so turned on, and I followed his orders straight away.

Without hesitation, I took the tip of his penis in my mouth and started to lick the precum that had built up. The smell and taste were sweaty, which weirdly didn't bother me. He started to groan in pleasure and said I was a good boy and was making daddy happy. I continued to suck, taking it deeper. He looked down at me and said he wanted more, then proceeded to place his hands on my head and force his penis deeper into my throat, making me gag.

Having watched primarily straight porn, I would always put myself in the shoes of women and wonder what I would feel like in their place. Now experiencing it, I knew this was something I enjoyed and it was making me want more. I was hoping that he wasn't going to finish in my mouth, as I wanted to feel his penis inside of me. He stopped after I had a rather big gag; I think he was more worried I was going to throw up than anything else. He then told me he was going to take me upstairs and I was to take off the rest of my clothes. He led me into the bedroom, placed a towel on the bed, and laid down on his back, telling me that he wanted me to ride him. He pulled out a condom and told me to put it on him and while I was doing that he reached around and rubbed lube onto my hole, which was the first time another person had touched me there. He didn't take much time before telling me to climb on and ride him like a good boy.

I climbed on top and positioned myself where I could hold onto his penis and attempted to put it inside of me. I was rather tight and slowly pushed down. The mix of stinging and pleasure was intense, as I was taking his penis inside of me, he reached up and started to pinch my nipples. I slowly lowered myself, taking all of him inside. He looked up at me and told me to say how much I wanted his daddy cock and to bounce up and down. I started to move slowly up and down, picking up the pace with every stroke. It felt incredible, and I felt myself starting to leak precum. He then started to thrust his hips up every time I lowered myself, taking him deeper each time. The experience was amazing, but it suddenly came to an end far too quickly when he came after only a few minutes.

I hadn't cum yet, but he pushed me off and told me that I made daddy happy, but it was time for me to leave. This was kind of abrupt and not what I was expecting. He led me back downstairs where my clothes were, and I got dressed. Once I was dressed, he said that I was a fun boy and led me to the door, and I left. I sat in my car for a while, contemplating what had just happened. On one hand, it was an incredible experience, while on the other, I felt kind of used and didn't get to cum for myself.

After this experience, I didn't get with another guy for a long time, but it was not my last, that's for sure.