Where it happened: apartment
Langauge: English
Sex: Male
Rating: 10
Category: Straight
I was 16 and dying to get laid. Most of my friends had recently lost their virginity and kept telling me how wonderful sex was. I had dated a lot but the girls in my school were saving it for marriage or at least until they were engaged. While I had petted with several girls and gotten close, I’d always come up short in the end.
That ended when I met Bernadine. She was very pretty (but probably not beautiful), 19 or 20, and worked at a newspaper my father managed. She was from a neigboring town and “had a reputation” for knowing how to have fun. I met her when I spent a summer painting the office building. I spent most of my breaks talking to Bernadine who was very friendly and down to earth. Anyway, my friends were daring me to ask her out but I was afraid she’d turn me down because she had a boyfriend and the age difference–what would a high school graduate want with someone my age. Finally, I got up the courage and, to my surprise, she agreed to go out. Our first date was at the drive-in. After watching the movie for a short while, I moved in with kisses and my hands but I had a very small sports car (bucket seats) and we didn’t have room to lay down. She loved the kissing but kept pushing my hands away from her breasts–they were small and I think she was embarassed. Finally I put my hand on the crotch of her jeans and she sighed deeply and opened her legs. That night, we just rubbed each other outside our clothes but I enjoyed it tremendously. My dick would have cut diamonds. When I drove her home, she remarked “what a devil I was” and said the other girls at work would be surprised–I always had come across as very polite and proper. She also said if I ever could get my dad’s car with a back seat she’d teach me more about women. This got me thinking.
A couple days later at work, I bought her a coke during break and told her I was still a virgin and asked if she would teach me how to pleasure a woman. I was very nervous to ask but was delighted when she enthusiasticly agreed. The next weekend she arranged to stay overnight in town at a friend’s apartment–to get away from the boyfriend and avoid the long drive home afterwards. Her friend seemed to know about the arrangement–don’t women seem to talk about this stuff more than men–and conveniently left when we arrived after an early movie. We went into a bedroom and quickly laid down and started to neck. She expertly guided me through all the steps and helped me disrobe her and my self. I had an immediate errection as I had never been with a naked woman before. Bernie gave me a hand job first (wonderful) and then introduced me to oral sex with a great blow job–no condom. I came quickly and was in heaven. Then she said “my turn” and opened her legs. She taught me precisely how to perform oral sex on a woman and what felt good to her. This went on for 20 minutes or so–who’s looking at a clock–and she probably came two or three times. By then I was hard again and ready. She took a condom out of her purse and quiclky put it on. She helped me get between her legs and slid it into her wet vagina. Oh my god did it feel good–even with the rubber. We screwed for ten minutes or so in several different positions before I came again. After that, we did it one more time and I was exhausted but felt like a King as was no longer a virgin. She went out of her way to praise me for being “a stud” but I think she was just trying to make it a wonderful experience for me.
That was my one and only time with Bernie–she went back to her boyfriend (I wonder if she ever told him about our night and the sex) and I went off to college. I often think of her and wonder where she is–I can’t imagine a nicer way to get introduced to the beauty of sex. I’ll always appreciate her willingness and enthusiasm in helping me lose my virginity.
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