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Rachel

Age when it happend: 14
Where it happened: hotel
Langauge: English
Sex: Male
Rating: 9
Category: Straight

i know this my sound like a fantasy (at the time, i sorta thought i was dreaming) but it is the true story of my first time…

we were on our middle school graduation trip to chicago (we lived like an hour away and it was school tradition for the 8th grade to spend a few nights there) and even though we had never really thought of each other sexually before, me and my friend rachel had suddenly started to hang out and flirt a lot. we didnt do anything at first cuz, being only 14 (actually she might have still been 13 at the time), we were both kinda nervous, even though we were both quite experienced for that age.

anyway, the last night we were there i was up late talking with my friends who i was rooming with, and it got to be like 12:30 or 1 so we knew our teachers were asleep and they convinced me to go over to her room (which was only 2 or 3 rooms away)

i got there and knocked and she let me in, probably expecting another girl, but i could tell she was happy to see me. she had a bunch of girlfriends in her room, talking, and i talked with them for a few min till slowly they got the hint and went across the hall to another girls’ room, leaving me and rachel alone.

rachel smiled and sat on her bed and told me “i was kinda hoping you’d show up” I smiled back and said “i know” becasue i really couldnt think of anyting else to say.

i sat down next to her and leaned in to kiss her, hoping she’d kiss back – and she did. we made out for a good ten minutes, eventually our hands were moving all over each other and she pushed me back onto her bed, where we continued our makeout session. seeing that she was enjoying this as much as i was, i went for it and took off her tank top, exposing her almost fully developed tits (she wasnt wearing a bra). Rachel told me she wanted to take my shirt off too, and of course i let her.

I went on making out and playing with her boobs, which she clearly loved, and she reached down and started playing with my cock. i think she could tell i wasnt getting off thru my pants so she she said “i wanna see it”. once my pants were off, she seemed to have a pretty good idea of how to give a handjob, so i just laid in heaven until i cummed all over her stomach.

we calmed down and cuddled for a lil while till finally i reminded her “you know, you still have ur pants on”. at the time i wasnt really thinking sex; i just wanted to get a girl completely naked. she just smiled. so i went for it. and she didnt stop me. for a moment i just admired the hot (for that age) naked girl i was in bed with.

i’d never really fingered a girl before, but friends had explained it to me and told me that girls love it. i gave it a try, sticking 2 fingers into her slit and soon she started moaning and tafter a few minuets i gave her a great orgasm.

neither of us really knew where to go from there. i would have been happy to get dressed and kiss her good night and leave, but rachel started talking about how her older sister had just lost her virginity to a bf that broke up with her the next day, so she wanted her first time to be with someone she knew was good friends with. i could not believe what i was hearing. i asked her like a dozen times if she was sure she wanted that and she said yes so i got on top of her and started kissing her and after a few minutes she reached for my cock and guided it into her pussy. i had never felt anything so amazing in my life. of course, she was really tight so i had some trouble at first but after a while i was able to loosen it up a little. i could see she wasn’t enjoying this nearly as much as when i fingered her , but when i asked, she told me to keep going. so i did, enjoying it more than anything i’d ever done before. as i reached my orgasm, i started sucking her tits and pumping harrder till i came in her pussy (i am now mature enough to realize how stupid that was).

we cuddled a little bit more, and then, realizing how late it was, i got dressed, kissed her goodnight, and snuck back to my room.

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