My first time was in college, which was also the first time I hooked up with a guy. It was an interesting sensation. He was smaller than me, which I actually enjoyed because I felt like I was able to do a lot more in terms of blowing him. We started making out, and got naked quickly. He touched me first, and I returned the favor in short term. It was an interesting thing since I knew what a cock felt like, but also knew touching my own caused the pleasure. This time I was feeling a cock but didn't get the added effect. Which wasn't bad at all, it was just like "oh this is different".
The far more interesting one was that I was somebody's first cock. He was a straight but curious guy I talked to on Grindr. We had chatted on the app quite a bit before meeting up. We went to a secluded place and I got in the back of his truck. He was nervous as hell about it, but I didn't mind and I had assured him before we even met that we could stop at any time or do whatever he wanted. So we started by just jerking off next to each other, and then he asked me to jerk him off. I reached over and I'll never forget the sound he made when I first touched him. I started stroking him and he cummed. We initially had talked and said he would jerk me off, but after that he got nervous and said he didn't want to jerk me, but did want to watch me jerk off and cum. Which was fine with me. I stroked and he was intently watching my cock and shifted a little closer. I asked if he wanted to hold my cock, not stroke but just feel it. He nodded and shakily reached out and wrapped his hand on my cock with a slight gasp. He continued to just hold it and look at it, and teased his thumb around the head. At that point I said you can do whatever you want, letting him take the lead since I knew he was experimenting. He started to stroke me then, small ones but kept going. I warned him I was close and he just continued. I cummed, with most of it getting on his hand. He gave a nervous laugh about that, saying how different it felt to have another man's cum on him. We cleaned up and parted ways, with him thanking me for letting him experiment. Never heard from him again, but I'm fine with that.