By age 25, I hadn't yet had my first sexual experience. I'd been watching a lot of gay porn, and so I posted an ad on an internet site, asking for someone similarly inexperienced. I arranged to meet up with a guy there (he'd had sex with a few guys, but agreed to go slow with me), and after missing each other once, I found him checking his phone outside his apartment. I asked, 'is it you?' and he nodded and I followed him inside. He shut the door to his room, and we stood there facing each other.
I remarked that I wasn't very experienced and didn't really know what I was doing. He asked if I wanted to kiss, and I said no, let's just masturbate. He grabbed my penis through my jeans, and I put my hand on his crotch and rubbed him. We took off our shirts, and then I took off my pants and he his. Now were standing, facing each other, rubbing each other's erect cocks through our underwear. He motioned to the bed, and there we were, kneeling facing each other. I pulled down my underwear, and my penis sprang out as the elastic moved down past the head. 'Do you want to turn out the lights?' he asked. 'No,' I said, 'I'd prefer to watch.'
I grabbed his penis. It was soft, and like me, he was shaved. I was oozing precum, but the head of his penis was completely dry. We laid side by side, and stroked each other's penises. I changed my mind about kissing, and we started making out, feeling the insides of each other's mouths with our tongues. Finally, he rolled me over onto my back. As he knelt over me, I continued to pump his shaft. This was my first time, and as his hand worked up and down on my penis, I dripped cum out onto my chest. He then moved his hand back to his penis, and breathing deeply and grunting, squirted cum out on my upper chest.
He climbed off, and tossed me a towel. I cleaned off my cum first, then his, and returned the towel to him. We made smalltalk as he stood there, wiping off his penis, and I sat on the edge of the bed still semi-erect. Finally, I put my clothes back on and saw myself out. I've never talked to him again, but I still fantasize about my first sexual experience while I masturbate sometimes.