I (18M) cut a lot of class my senior year of high school and I was friends with a rule-following girl (18F) who likes to wander the halls with me until she was almost late to class.

We were both big nerds, but she was one of those needy girls who flew under other guy's radar because she was shy and drew little attention to herself. She was quite pale and had light gray eyes and medium length brown hair that she often wore down, unsettled. She wore pretty gender neutral clothes: poorly fitted jeans and tees, converses, and she never wore makeup, and rarely wore earrings. She has a giant book bag, while other senior girls had purses.

As the summer of our last year came closer our hallway walk conversations got longer and more sexual. I wasn't popular by any means but I was a lot more social than she was, and she would ask me about sex on the nerdiest ways: what was it like? How did it feel? What was the proper technique, what sort of etiquette was involved?

I had a few awkward hookups with girls before, but I was still a virgin and had no business giving sex advice. But she turned me on. Her questions revealed her horniness, and unlike the other guys, I knew her well enough to know that under her loose clothes she had the shockingly curvaceous body of a competitive ballroom dancer, with breast massive enough to kill a dancing career and a waist thin enough to keep it alive anyway.

I pretended I was vastly experienced, and I gave her detailed technical descriptions of sex: a sensual kiss must be done this way, a blowjob has three key elements, the wrists must be held at such an angle when riding cowgirl. She ate it up, and we just got hornier and hornier. She began to describe me as "ultrasexed" and somehow, she came to accept me as a sexual expert.

In our last month of school, I took a swing and offered casually to train her as a friend, so that she would be more confident entering college. She accepted shyly but eagerly. The sex wasn't all she was interested in, she was an AP student--she wanted to be as prepared as she could be for college.

Our school had an old radio room that one of my friends had a key to. For the last 4 weeks of school I held regular lessons in there for her, knowing it would thrill her rule-following mind to cut class for sex.

I made a rough curriculum and she accepted, nodding with academic seriousness and hormone-fueled desire. The first week would be a basic 101, the second week would be oral fundamebtals, and the third week would be basic intercourse. I dangled the idea that if she was showed aptitude or was interested, we could use our last week of school for advanced technique. I was still of course, a virgin. But she was completely enthralled. Just hearing me describe the outline of what she would do got her flushed and breathing heavy. She was gripping a pen when she agreed, thanking me. I could tell she wanted to take notes.

That first week, we had three lessons, the first, we just made out, and I told her how to use her tongue and coached her on how to press her body against mine. I groped her gently, and showed her how to grab hold of me. For homework, I told her to get as comfortable as she could taking her clothes off and masturbate ever night to become familiar with her unique erogenous zones.

The next week we had three lessons again. First I asked her to strip and I ate her out in various positions, instructing her how to position her body to feel better and aroused her partner. I told her to give her partner feedback with sounds or words, and told her to practice doing so while masturbating at home. The next lesson was an hour of blowjobs: first having her look at my dick closely and explain where, how, and how hard to lick. I made her look at me and explained that guys liked to see your desire to please. Again we tried a few different positions and I coached her to touch herself while she blew me, either masturbating or rubbing her gigantic breasts. Our final lesson of the week was 69ing, and I told her to keep masturbating for homework.

On the third week, she was understandably nervous, and so was I. We were both virgins. We had only one lesson, and we tried three positions: missionary, doggystyle, and cowgirl. Missionary hurt her, but she didn't bleed, and I tried to calm my panic by slowing down, telling her to breathe, and playing with her clit. She started to feel better, and by the time we hit doggystyle I was back to coaching her position, telling her to show off her ass by arching her back, and show off her giant tits by leaning forward in cowgirl.

I desperately wanted more but I took a gamble and stuck to my original plan. When we finished, I said there weren't any other lessons unless she was interested in advanced technique. She didn't want it to stop either, and insisted we continue. I told her we couldn't do it at school, and she would need to find a private place we could go at least twice next week. She promised to find a place and I told her that until our next lesson, she needed to practice her form and practice saying things things that turned her on in the mirror.

The next week, I could almost hear her heart beating out of her chest when she told me her grandmother was in the hospital and she was supposed to take care of her bird. It was a bit morbid, but we were way too horny to think of it as anything but wonderful serendipity.

Again I was nervous when we met at her grandmother's, but I tamped it down and told her to disrobe. She silently obeyed and waited as I explained that advanced sex was more psychological, and that I would be exposing her more to my personal desires, which might feel degrading. She was a little scared I think, but I asked her what she had practiced saying and she said that she wanted to taunt and feel desired. In particular, she said she wanted to say things like "You love fucking me." We were both ready to go so I took my clothes off and I said, "show we what you've learned."

She looked me in the eyes while she stroked me and I fingered her. I coached her to say what she wanted. "You love fingering me." She said and I nodded and said "YOU love sucking dick." She gasped a bit and started blowing me. "You're so hot." I told her, and she let out a garbled moan and sucked me harder. I pushed her head down deeper, making her take it all in her mouth for the first time. Her surprised moan turned to delicate tongue licking when I said "I love your big tits." and grabbed one of her heavy G cups.

We continued like that until we started fucking, at which point I demanded that she "Bend over and spread your hot ass cheeks." She was a bit shocked but complied, and I slid into her and said "Good, now show me that form." And she arched for me, I spanked her and she yelped in surprise. I spanked her again and she yelped in pleasure.From then on, I made her compliments more degrading. "Open your perfect little mouth." "Your pretty pussy is needs dick." "Rub your beautiful tits like a horny little slut." "Bounce that hot ass like you want to." She came twice and when she did I said things like "That was so hot." I came 4 times. The first 3 times where in like the first 20 minutes of sex, but I tried to keep my composure and said things like "You're making me cum!" and slipped my condom off each time to feed her my cum. I could tell she didn't like the taste, but she liked the sense of achievement she got from swallowing.

I fucked her one more time that week, and she came with my thumb in her ass. We both went to college and never saw each other again after that. I still wonder if she ever figured out I was virgin too.