I'd been with a total of one guy. Yeah. One guy. I'm normal looking from what I'm told, not hot and sexy and all that crap, not ugly or nasty looking. Just normal. I mean, I've gone on dates, I've had a good time, I've been asked to prom, and have lots of guy friends. I think I'm just "one of the guys" or something. Guess I just kind of fit in. It kind of sucks, because I have friends (girls) that get every dude they want, most treat them like shit, and they seem to keep getting guys lining up for them. Funny thing, the one guy that I was with, he was an asshole. Total dick. I tried to make it work, but once we ended up fucking, we did it twice, he sucked, and he claimed that he didn't want to 'settle down' and all that. I never asked. I just liked having him around, it was fun to chill, and he ended up hooking up with some nasty ass chick in another school. My friends and I laughed about it, but it kinda sucks.

Last week, I was hanging out with one of my friends at her house. We were watching TV, chilling with a movie, had some pizza and just hanging out. Her dad was in the house, doing some stuff, around and about, and he'd pop in sometimes. It was cool. He's always funny, kinda weird, but he's always been really laid back and just spouts off sometimes with the weirdest shit. I've kind of checked him out, but haven't ever been into older dudes. I try to stick with guys my own age, just hasn't worked. That night though, I dunno if it was the fact I hadn't done anything in awhile, that I saw him checking out my ass as I was walking to the bathroom, or because we were watching this movie with a lot of naked chicks in it. Probably everything.

When Maddy said she was tired and was going to bed, I wasn't trying to sound like a bitch, but said I wasn't tired. She just shrugged and said well, I don't mind if you wanna hang down here and watch TV or something. I mean come up when you're done, if that's cool? I said yeah. Her dad was poking around and he said he'd hang with me. Maddy just said sure. That's cool. And said night and went up. Her dad and I were hanging out, and we got into talking. It was cool, because he's really mellow, and kind of dirty. Perverted sometimes, and when he made a comment about staying up late, I just laughed and said that I do that all time. And he says do who all the time? I laughed and he kind of stopped, and said whoops. Wrong thing to say. No big deal, he always says stuff like that. But I guess I didn't mean to say it, but I kind of mouthed off with well too bad I wasn't doing you. He stopped, choked on his pop, and just looked at me. I just laughed and said whoops. And he just looked at me. I dunno. I guess I was curious. So I asked him if that would be a bad thing. He looked at me and said nope. Not at all.

We were kind of talking a bit, and I kept thinking about it. I hadn't ever done anything more than with the one guy. And I looked at him and said truth or dare. And he says truth. I said if you could do something that you knew you'd never get caught doing, and nobody would know, would you? He said yes. I said what. He said you can't ask another question. And he says truth or dare. I said truth. And he says if you could do the same thing, would you do it? I said yes. And he said with who? I laughed and said I can't tell you. That's two questions. So he dares me. I said yes. And he says I dare you to kiss me. I was shocked. I said what? And he says it's a dare. Nobody has to know. I won't tell. But you have to do the dare.

I did it. It actually felt kinda weird. Not gross or nasty. Just weird. So we were sitting there, doing truth and dare, answering questions, and I finally said "truth" and he says OK. I said would you do it with me right now if I never told anyone and I never said anything? And nobody would know? He didn't say anything for a second. I figured I'd screwed up. And he says "truth. Yes. I'd do it. Right now." He got up without saying a word. I was kind of freaked. But he came over to the chair and says "stand up for a second". I did. He stood there and said to me have I ever done this? I said yes. Once. And he said was it worth it? I said no. He said what if we did? Would you let me if I thought I could make it worth it? I said yes. I was freaked out, but I wanted to know if it'd be good or bad.

We got into kissing, touching, and stuff, and he started taking my clothes off. Told me to be really quiet. I was freaked out and shaking. And he got me almost all undressed. I was standing there. He stood off, took off his shorts and his shirt, was in his underwear, and said what next? I said well, I suppose the normal thing. We laughed. He took off his underwear, and I almost died. He was like really big. I didn't know what to say. He just looked at me. I pulled off my underwear. He stood there staring. I asked what was wrong. He smiled and said oh lord. Nothing. Beautiful. For real. I just kind of smiled.

We ended up on the floor making out. He was fingering me, and I got weirded out, but a few minutes into it, I started to go. I was cumming. He kept going slowly and then faster. I kept going. And when I finally stopped, I didn't do anything. I was laying there, and I felt him moving down. Then I felt him eating me out. I'd never had a guy do that. I told him. He said he'd stop. I said no. He kept going. And I came again. Like three times. He kept going and going. And then when I was done, he just said he'd keep going if I wanted. I said yes.

We didn't talk about it, but I was on the pill. I guess he just figured or something, because he didn't use anything. He just went up in me. I felt it. It was huge. Like big enough to hurt. Kept going. I didn't think it would stop. I looked up and he was on top of me, pushing. He kissed me. I kissed back. He was rubbing his hands on me, and started pushing. Like three pushes, and I came again. I'd never done that. Not on my own, with a guy. Nothing. I was going crazy, and he kept pushing. I saw his face and he said he was gonna cum. I told him that he could go ahead. I felt it. It felt like someone was busting a hole in me. It was huge. I couldn't move. He kept going and going. I saw his face going crazy, felt him down there, and then slowly he stopped. I felt him just kind of stop moving and breathing.

We didn't move for a bit. And he said he should probably get off. I said yeah. He leaned down and kissed me. And he said "thanks. You were like awesome". When he got off, I saw his sticky mess all over me. It was everywhere. I got cleaned up and went out into the other room. He came in, we talked and he said that I should probably go to bed.

It's the only time I've ever done something like that. I liked it, and really wouldn't mind doing it again, but I really don't want her knowing what was going on while she was sleeping. Or in her house.