Where it happened: her bedroom
Langauge: English
Sex: Male
Rating: 5
Category: Straight
At midterm of my junior year of high school, I switched schools. Switching that late in the game isn’t easy, but I wanted out of my previous school so badly I didn’t care. It was the right choice for me, because my new school was a totally different world. Gone was the bullying, harrassment, shunning, etc. from the other kids I had dealt with for 2 1/2 years, instead I found acceptance. Because of my math skills, I was recruited to the math club where I met Caroline. She was the only girl in the club, and alot of the other guys took no interest in her. We hit it off and became friends, and I noticed a change in her. After exams, she came back with contact lenses(gone were the thick glasses), a new hairstyle, and makeup. She had long light brown hair, green eyes, and a fair complexion. She had small breasts, but that was OK. She looked great and I finally started noticing her as more than a friend.
Summer came along and we both got involved in tutoring elementary kids in math, which was fun. It was only half a day, so we’d spend the afternoons at her house practicing for academic games, which would resume in the fall. Since we were both honors students, her parents and mine didn’t mind us spending time alone together, since kids like us don’t do things like that.
We’d work together and talk and one day, we took a break and sat on the couch together talking and then we kissed for the first time. We then started necking and petting, which was new to both of us. We did that for a little while then she pulled back nervous, then I went home. We talked the next day about it and we were both OK, and we made out again that afternoon. Every day we got more and more serious, at one point I was on top of her bumping and grinding and I tried to take off her top. She pushed me off and I apologized. She said to me it wasn’t that she didn’t want to, but was afraid she’d get pregnant, which I understood. I left thinking about what she said and wondered what would she do if pregnancy wasn’t an issue so on the way home, I stopped at a drugstore and bought some condoms.
The next day after tutoring, we studied for a little while then made out some more. We were bumping and grinding and she gave me that look that she had given me before the time we stopped. I told her I understood, and went to my bookbag and pulled out the box of condoms telling her “We both want to, but I won’t push it if you aren’t ready.” She smiled and led me down the hall to her bedroom.
She had a stereo and TV, but alot of stuffed animals, like a cross between a teen and a girl’s room. She had a large bed I couldn’t wait to get into. We sat on the bed and started kissing, petting, grinding, etc., and at one point, I pulled her top up and she lifted her arms and it came off. She then tried lifing up my shirt and I did the same. I then slipped my fingers under her bra straps and pulled them down with her reaching behind to unhook it. We then pulled each others pants, underwear off and began to explore each others’ bodies, touching, kissing, sucking each others’ nipples(something she loved), and finally I put on a condom and slid right into her. It was tight at first, but once she relaxed, it felt great. We did it missionary, side by side, and then her on top. She came when she was on top and I did shortly after. We cuddled under the covers for a little while and she said to me “It was wonderful, and I don’t regret any of it.” Over the remainder of the summer, we’d come home from tutoring, study our academic games for a couple of hours, then make love. Neither of parents ever suspected as far as we know. It was the best summer ever. If you’re out there Caroline, you were a wonderful part of my life, and I’ll never forget you.
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