Where it happened: Swimming Pool
Langauge: English
Sex: Male
Rating: 5
Category: Straight
I was very shy around girls during my teen years, so I didn’t loose my virginity until my senior year of high school. I was on the high school swim team and worked as a lifeguard at the city pool which was also my high school pool. The state championship was held at this pool. I didn’t qualify for the state meet, but I was there to support the guys who did. The evening after the meet, it fell to the city lifeguards to clean the place up. I said I’d do it. I could use the money, and I could get the job done in time to get to the team party. The state university was also in my town, and several college kids worked as life lifeguards. One of the college girls was also going to come by and clean with me.
After the meet, I started cleaning up. The city kept the air pretty warm at the pool, and I figured I’d work up a sweat moving things around, so I had changed into my lifeguarding attire: a red tee shirt and red Speedos (this was the city lifeguard wear in those pre-Baywatch days).
She showed up about half an hour later, and slipped into shorts and a tee shirt. One of the college guys had also gotten me a bottle of Southern Comfort which I mixed with Coke from the soda fountain. As we cleaned we both were slowly getting drunk. The last thing to clean were the bleachers in the balcony. After we finished that we were done, and both pretty buzzed.
The high school stores athletic equipment up there including a pile of gymnastic mats. We sat down on the mats to finish our drinks and talk. Although we work together we really hadn’t ever had a personal conversation. We talked about about the meet, high school and college, her plans for spring break. I said I was glad we were working together, and she said that was sweet and leaned over and gave me a kiss on the cheek. The conversation started getting more personal. She had a “home town honey,” but she said a long distance relationship was hard with dorm life and frat parties. I said I hadn’t had a girl friend so that was not a problem for me. She said she couldn’t believe a sweet boy like me had never been with a girl and gave me another kiss. As the conversation moved more towards boys, girls and sex I was starting to regret my decision to wear Speedos as I had a noticeable bulge between my legs, and Speedos don’t hide a thing.
Eventually I admitted that I was still a virgin even though most of my friends had already lost there’s. I think she was aware of my excitement, my shyness, and my inexperience, and made the first move. She kissed me and held me in her arms. I did the same. She took my hand and put in on her breast. I couldn’t believe this was happening. She pulled off my shirt and took her’s off. We massaged each others bodies. Her hand came to rest on my Speedos. My hand did the same on her shorts. I rubbed her as she rubbed me. She pulled off her shorts and panties, and I pulled off my Speedos. We sat on the mats and felt each other. She guided my hand to her pussy and showed me how to rub it. By her moaning I could tell she was enjoying my touch.
She asked me if wanted to do it. With my “yes” she lay back on the mats and spread her legs. I climbed on her and she helped me slide my penis in. A few quick thrusts and I came. I couldn’t have lasted more than 20 seconds. Panting, I rolled off of her. She rolled over and put her hand on my chest, kissed me and asked me how I liked sex. It was great, but I told her I was sorry I was so quick. I knew from reading porno magazines that I was way too fast. She said not to worry, you’ll get more control. As we cuddled we explored each others bodies. After a few minutes of caressing I was ready to go again. This time I lasted a little longer, but still not long enough for her to have an orgasm. We did it a third and a fourth time. I was lasting long enough that she was moaning with pleasure, but I don’t think she reached orgasm from my thrusting.
We went down to the boys locker room to shower. We ended up doing it one more time in the locker room. She was sitting on the benches and I was kneeling in front of her. The concrete locker room echoed with her moaning and my grunting and groaning. This time I think I finally gave her an orgasm.
I never made it to the team party. I was spent, drunk and just wanted to go home and sleep. We never did it again. Unfortunately, it didn’t help my shyness, and I didn’t have sex again till a drunken night at college. I never knew whether it was the alcohol and teenage bodies, that she liked me, or the chance to take a boy’s virginity that propelled her to take the initiative and have sex with me. I could never go up to the bleachers or into the locker room without thinking of that night.
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