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Flyboy’s first

Where it happened: Her place
Sex: MALE
Rating: 8
Category: Straight

It all started about a year ago (99). It was my senior year of college, I 8 (yeah, you read it right) and I felt like the last virgin in school. I have always been a very goal oriented person and decided I WILL LOSE MY VIRGINITY THIS YEAR.. I had a mission so to speak. I had had one girlfriend in my life, and had got dumped from that awhile back leaving my heart pretty hard. Then I met her… she was a freshman in my department. I was a lab instructor in a class of hers. On the looks scale, she wasn’t a 10. But not a 1 either, and up to october of that year I never really paid attention to her at all. But then it was October. I was geting my senior project into gear, working for the school, trying to finish a TON of coursework to graduate the following June – my only release from being 100% stressed was going to an occasional party and drinking/flirting. Holloween rolled around and I was going to a friends’ party; he mentioned inviting her. For some reason I didn’t care, but once I heard she was going to be there, I wanted to go (strange, eh?). I was working late that night at my other job at the airport (work for flying kinda deal), and got to the party late. When I got there I was a bit dismayed… she had dressed up as a whore, and had the role down pat. It didn’t bother me, in fact it turned me on. What did bother me was that she was all over my friend who had started the party… but after I thought about it for a bit I decided she wasn’t really my type anyways; no loss. I left early (2am ish) and went home. The next day I was flying I think, and came to the party house at about 2pm to see what the outcome of things were. When I got there it was evident her and my friend had just woken up together, and had done the deed.

ANYWAYS, thats how I met her… very odd. A couple weeks later she started taking an interest in me, a big interest; she’d see me in school and greet me with a hug. I didn’t mind because I had a couple other female friends who were affectionate that way, even though we were just friends. There was another party happening. Again, I get there late (see a pattern) and she is there, along with another girl I’ve liked for some time. The two of them (why??) appear to want me, and to make PART of a long story short, it was a very fun evening playing/petting/kissing/drinking with both of them at the same time. Girl #1 (who I started talking about first in this story) seemed to want me… girl #2 who I’d always liked just seemed to be in it for an evening of drunk fun. Anyways, the next day I see girl #1, she asks me out. I say OK to be nice. That evening I drop by her place, and we cant think of what to do. At this point I’m getting the idea of what she REALLY wants this evening. So we go rent a couple videos and go back to watch. Well, we ended up watching about half of the first video if you know what I mean!

And so came the actual sex… up to this point it had been just the usual fooling around I was accustomed to at parties/whatever. Now the two of us are alone, and both want it. I was nervous as hell, my hands shaking a bit, but I was trying to act calm and experienced. I had been feeling her up, kissing her, etc. I removed my shirt, she removed hers. I took each breast in hand and slowly peeled down her bra, stroking each nipple to make it hard… I’d never seen an erect nipple, and was kind of dissapointed they werent bigger 🙂 I went on to suckle her nippes for quite awhile… she made no indication whether she liked it or not. I removed my pants and white cotton briefs, and so did she. I made a comment about her lack of panties… there was her pussy, staring me right in the face. For a so/so girl I have to say her pussy was beautiful. She kept her pubes trimmed “just right” – not bald to look like a litte girl, but no long hair to get inthe way of anything. I masterbated her for a bit, fingered her, and she was surprisingly wet. She jerked me off slowly. After a couple minutes I asked her if she wanted me to go down on her “only if you want to” she said. I knelt down on my knees (I guess I was kind of doggie style lol) to be able to eat her… she was lying on her back and I started kissing her labia. I remember not caring for the taste all taht much, but hey, I was eating pussy for the first time. I wasnt going to complain. I had read enough beforehand (isnt the net great?) to know a bit about the act, and didnt attack her clit right off. When I did, I could tell she enjoyed it, but did not come. After about 10 minutes of this she tugged on me… I guess she wanted me in her. From our undressing to this point not many words had been spoken. I crawled up and thought “this is it.. no turning back now, I’m going to fuck her” I didnt have a condom; she had mentioned previously that she was on the pill. I slid my cock up into position and guided it in. I have to admit the sensation was really weird until my cock was covered in her own natural lube. After about 3 small strokes I was in all the way (7.5″ if youre wondering 🙂 It felt good, but somehow, it was lacking. I really expected it to be tighter. I’ve been told by every girl whose seen me up close and personal that I have a thicker than average cock too. At this point, I started thrusting. I went on for a few minutes, missionary position, and she started talking dirty to me.. “fuck me baby hard and fast” “oooh come on, cum with me”. Ya know what, it was really annoying… I didn’t find the words really sexy at all. Especially when she was just forcing them out. It felt really weird.. like I was with a hooker or something at that point. I kept going, forcing myself not to come until she finally had an orgasm.. then I gave up, came in her, and layed there on top of her until I was soft. I got up and she showed me what happens AFTER sex… I had seen porns in my life, read books, etc – but I never knew how much of a factor “leakage” was. She was prepared for it – had a towel standing by like an old pro. I told her she was my first, and she started to cry. She said that her first had been robbed from her when she was young, and she felt like she did it to me. She told me “the only difference between me and a whore is I don’t get paid”. This REALLY freaked me out…. I went into the whole thing expecting a date too, noting more. She started rattling off names of guys she did… I lost count. I felt bad. I felt scared for my own health (no condom…). But I kept it inside. I’ve been told I’m a compassionate person, and a good listener, so for the next couple hours we lied there, naked, talking about stuff. I calmed her down. I told her I had no regrets about what we had just done. To this day, I can’t say I do. In the same spot again, I would have repeated my actions. Never the less, it was still a mistake, one I learned from – no regrets. We remained semi close for a couple months, although never boyfriend/girlfriend. After what happened I thought it was best that way. I did not want to hurt any feelings, but could not date someone whose mind was as crazy as hers… I really felt bad for doing it to her/me as well, but as I said, no regrets.

Several months later she quit school, moved away, and we slowly lost touch. I admit I wasn’t dissapointed in the final outcome of “us” Anyways, thats my story… not the best, but hey, I learned something. Sex is important, it is extremely emotionally challening. When I -15, sure I wanted to fuck, but I never imagined the emotional implications. I read the stories on here about kids going at it and I shake my head… Oh well, its their choice. Oh yeah, I lucked out.. no STDs (that I know of.. knock on wood). Thats another lesson – condom or not, please dont fuck anyone whose sexual history you dont know… please.

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