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Almost

Age when it happend: 16 1/4
Where it happened: My house
Langauge: English
Sex: Female
Rating: 5
Category: Straight

My father is a Federal Employee so during hurricane season he is often sent out of town, this year he went to North Carolina. The night he came home mom went to pick him up at the airport, leaving me home alone. I called one of my friends, like a typical teenage girl would. He and I were just joking around and I told him to “Come over and fuck me”.

He asked if I was serious and I responded, “I probably won’t actually do that, but I garuntee a good time!” He got directions to my home and I hung up. I immediately went next door and told my best girlfriend that if he showed up and I chickened out I would call her and she agreed to help me if I needed it.

It had been an hour and he hadn’t shown up yet so, as I was turning off the porch light, a car started to pull up the drive. Guess who? Yep, him. So he came in and we talked for a minute. I offered him a drink (soda, not alcohol) and he had water… anyway so we sat awkwardly on the couch and he scooted over to me… his kiss sent fire through my body, I was not only kissing this friend I had secretly had a crush on for years, but I was doing something wrong (a rarity since I am pretty much a goody goody).

His hand reached up and came around my back, feeling for the hook on my bra, but mine hook in the front. I removed my shirt, revealing my (then) C-cup breasts. He unhooked my bra and gently began sucking on my nipples. He soon got bored(I now jokingly call him the only guy who isn’t obsessed with tits) and started to remove my pants… he licked and fingered and did everything he knew how, he even commented on the tightness of my box, yet I did not orgasm, infact I think I was to scared to get real excited over anything.

I wanted to try to please him, so I unzipped and pulled down his pants and boxers, revealing his (I don’t know inches) average sized erect penis. I took it in my mouth and sucked on it while his finger probed my insides. He asked if I had a condom and I said yes, but it was in my room.

So I got up, and he followed me to my room, where I got a condom from a Chinese lantern hanging from my ceiling (very good hiding spot might I add) I handed it to him and he put it on. I lay on the bed, legs apart scared to death. He climbed atop me and kissed me, passionately. Then he began to insert himself in me… I think he got halfway in before I screamed in pain, I hadn’t expected so much hurt (my stomach hurt the most part of the next 2 days!), he asked me if I wanted him to pull out or wait a minute and push a little farther, I said wait and push. He did, and then and I said pull out. He ate me out again, commenting on the horrid taste of the lube from the condom, and then I gave him another BJ, and finished him with a hand job (thanks to which I can’t stand the smell of Watermelon lotion) he came all over my bed, and my hand and himself… we kissed a while after cleaning up ( I think I am a bit of a neat freak) and I walked him outside. About that time my best girlfriend’s (the neighbor I mentioned earlier) mom (my mom’s best friend) came home followed by a white car, I nearly crapped myself since we have a white car (it turned out to be a different neighbor). After he left I went next door to see what my friend’s mom had seen. She asked me who the guy was and I told her it was this other guy who somehow always comes over when my parents aren’t home(uninvited, seriously, I never let him in), she must have believed me because my mom and dad still haven’t heard…hopefully never will.

This guy friend and I are still really close, we had always talked about sex, since he is far more experienced than me, but now we can talk about that. We probably won’t do the “come over and fuck me” thing ever agian since both of us have given up sex without love, but that was the wierdest night (so far) in my sexual life.

And technically, my first experience with Penetrating Sex.

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