A girl I graduated high school with recently friended me on Facebook. We had a few private conversations basically remember this and how are you type things. We never mentioned certain things that went on between us back when we worked together from age 17 to about age 19. Back then I was a virgin, knew nothing about girls and she had fucked a dozen or more guys, probably a lot more. She was very experienced. She use to tell me all her sex stories. She always was with much older guys and here I was mister virgin acting all cool like I'd been there and done that. The thing was she was always trying to get me into bed and I was too intimidated to because she'd know right off the bat that I had no idea what I was doing. She tried so many ways to get me to fuck her and I always managed to avoid it.

I used to have to go to the basement at work to empty trash at the end of the shift. One night she came down, we were talking and next thing you know she's got my dick out and she's giving me a hand job. First one I ever had. It was awesome but being the fool I didn't know how to react, I just stood there ignoring her until after I came and she walked off.

She started grabbing my dick through my pants every chance she got, she'd use her foot under the table at break to massage my dick, she'd wait until everyone had left but us and she'd pop out her awesome tits which I would suck. One time on break, I was shooting pool by myself in the men's break room, which was busy during the week but empty on weekends except for me, when she came in and started showing me pussy pics in the magazines that were stacked up. Somehow I got her sitting up on the edge of the pool table, got her underwear off and she spread her legs. She had a thick bush but slowly her thick pussy lips came into view. I could smell her and just got really kinky with her. I used my fingers on her and even slid some ice cubes into her pussy which she loved. She moved my hand to her clit (at the time I was like what's this?) and I was able to make her cum. There was a huge white stain on the felt that was there years later. I used to wonder what the guys who usually used the table thought that stain was from. So she's asking me to eat her out and I have my cock out rubbing it up and down her slit wondering how to get it in and thinking what to do if I eat her out when one of the other girls knocked on the door and said the boss was pissed because we were late coming back from break. That was my first sexual encounter where I was in the lead and it almost lead to me losing my virginity but nope.

Seeing her pussy up close tho was a shock to me having never seen one live before. I thought about it constantly and jerked off thinking about it. I decided I was going to fuck her. I started getting aggressive with her. One day when no one was in the immediate vicinity, I slid my hand under her skirt and fingered her, I sucked on her tits all the time, I walked her home in the cold one night and asked if I could fuck her right on someone's lawn, she said yes. It was fucking cold but we tried. She was on top, she straddled my face and I licked her pussy. I must have sucked at it because she moved right down to my dick. She put my dick in her pussy but just as I started going in someone yelled that they called the cops so we took off. Another time, we went behind a building where she sucked my cock. I thought there was something wrong with me because I didn't cum. I got her pants undone but she was on her period so I couldn't do much. figures. I did suck on her tits for awhile though while she played with my cock.

One night she said her parents were going out, come over if you want to fuck. I said fuck it and went over I was going to lose my virginity once and for all even if she realized it and whatever happened would happen. I went by. She wasn't home. She didn't think I'd actually come over and went out. She left for college soon after and would only work during school breaks and got herself a steady boyfriend and we stopped fooling around although she kept telling me her sex stories. She told me that the guy she was dating had shaved her pussy totally bald. Said it felt awesome. I asked to see. She wouldn't let me. She said the guy had taken a bunch of Polaroids and she might give me one but never did. She talked about how he fucked her with his big dick constantly and made jokes about him drilling her and filling her with his "oil". I never got to fuck the girl. For two years she tried and for years I was too intimidated too and by the time I was ready I had lost my chance.

I would run into her occasionally even after I had been sexually active for awhile so that sex was no longer a mystery but the chance was gone. We'd be happy to see each other but she never came onto me and she was always dating someone so I didn't bother trying.

I ended up with a steady girlfriend who was as inexperienced as I was and we ended up learning what we needed to know together and I ended up sleeping with a ton of girls before settling down and getting married when I was 30. I had a satisfying run but I still wish I had been bolder and had sex with that one girl. I should have just said hey I've never done it take the lead. As you can tell from the story I was a dumbass kid though. She never mentioned anything sexual in our Facebook conversations and we're both married so there's no going back. I can still picture her pussy clear as day coming into view the day she spread her legs for me on that pool table though. That's something I'll never forget.