“My first time? There’s a lot of those.
“First sex I had was with Shelly after a swim meet. She was a year before me. I was a senior in high school, so I must have been seventeen or eighteen. Looking back on it, I know why she was coming to the high school sports events - she was cruising for exactly what she got - some … kid, man, whatever, who was in shape and interested, no strings attached sex. I saw her a few times after with a different guy every time. It hurt a little, but it wasn’t like we’d had anything for me to be hurt about.
“It was after the meet. I was supposed to meet up with the guys later at Ricco’s for pizza. She said she’d give me a ride if I’d stay and talk to her. I was a sucker for that, especially with someone giving me the sad eyes like she was doing. I guess she had my number. As soon as they were gone, she told me what she was really after.” He laughed a little. “We ended up doing it in the locker room on a bench, her in my lap. It was a weird position.” He furrowed his brow. “I’m not sure I’ve ever done it that way with anyone else. Mostly, I guess, because I never had a bench handy.” He shrugged. “Anyway, it was okay. Good, I guess. It was kind of hard for me to get into it with someone I hardly knew, but, you know, seventeen.” He smirked.
“First time with a man was when I was in college. I went to a party where I ran into Gary, who I’d traded blow jobs with the week before. That had gone pretty good, so I asked him if he was up for that again and he introduced me to his partner Rob. They had a pretty open relationship, which was surprising to me. At that point, I was still pretty close-minded about that sort of thing. But they were both cool with me and wanted a third. After a while we went back to their place and talked about music for a while. It was the only thing we really had in common.
“Pretty soon Rob and I got to playing around and I offered to do him. He agreed. I was between his legs - kneeling, on the floor. He was on the couch. Gary came up behind me and started playing with my back, then he undressed me, then he started playing with my ass. That was all cool, and then he got some lube and kept playing with my ass and that was really cool. We’d been popping amyl nitrites and I was a little drunk, maybe not paying too much attention, because the next thing I know he’d replaced fingers with cock and I was getting fucked.”
He was quiet for a moment. “It was really awesome. We did a lot of stuff over the next couple weeks, then they decided the open thing wasn’t working for them and closed the relationship. It was probably a good thing, because I was really starting to get into them, Rob especially and that wasn’t working for Gary.
“It’s funny - I’ve always fallen in love really easy, but for some reason it’s never stuck. Something always happens - usually whoever I was with didn’t want an actual relationship, they just wanted to fuck. And I was fine with that, but I was always hoping once they got to know me it would be more.” He grimaced and shrugged, changing the subject to something less uncomfortable. “Then there’s first blow jobs and stuff. I had the impression that wasn’t what you were asking for, though."
Sylar's response can be found here:
thegreyhawke.livejournal.com/4509.html