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Sex and Graduation

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Graduating from High School was one of my most memorable sexual experiences.I can recall the day I graduated from High School, especially the party after. But my story here is only in part about me. The best friend of my girlfriend at the time, by the name of Shirley, was a bit of a rebel. She was the first to get involved in many controversial activities and, as a result, she was quite popular in school, and also very nice looking. A taller blonde girl with a nice figure (who didn't have one then) and a smile that got her out of a lot a jams. Anyway, a few days before graduation day, Shirley told my girlfriend what she was about to do on this significant day. Firstly, she was going to be absolutely naked under her ceremonial gown and secondly she was going to try to "take on" as many guys as she could that day; her way of saying she wanted her classmates to remember her. Much of this "rumor" got spread around before the actual day (possibly organized by Shirley). Some of the faculty apparently also heard about it and no doubt, some parents. Strangely, nobody it seemed, tried to dissuade Shirley from carrying out these "dares".On graduation day, Shirley did indeed walk across the stage to receive her diploma in her bright blue gown with gold trim totally nude underneath, according to my girlfriend. All the guys in the class looked at her hoping to see some impression of her naked body through the silky material (I did) and I'm sure there was more than one erection in the group. There was much louder applause for Shirley than any other girl in the class probably because of what the class had heard about her.At the party that night which was held at a large local hotel where the banquet and other ceremonies where held, Shirley got right to work on her second "dare" about taking on as many of the guys in her class as possible. I was set up first because of Shirley's closeness to my girlfriend, who reluctantly agreed as long as she could be there, and I readily agreed with much anticipation. My girlfriend and I had only been going together for a few weeks and engaged in mutual masturbation only to this point. The three of us went up to the room in the hotel that Shirley's parents rented for her and had a few drinks (this was a dry grad???). Shirley was not shy about the whole thing, except that she wanted the lights out. With my girlfriend sitting in an easy chair, Shirley lead me to the bed in the dark, unbuckled my pants and pulled them down. She jacked me for a moment until I was rock hard then whispered in my ear that she was ready and that I could go off in her. I noted that she did not have any panties on as she guided my cock into her extremely slippery vagina. Maybe out of pent up anticipation or whatever, I came within a few minutes. This was only my second time and my first time without a condom. What a glorious sensation. It was so erotic to fuck a beautiful girl while my girlfriend sat in the dark only a few feet away. I didn't pull out as instructed or wear a condom, which, thinking back on this experience, was not a good idea. I knew that Shirley was on the Pill. My girlfriend and I left a smiling Shirley (shorter than I thought without heels on) in the lamp-lit room. My girlfriend was so hot that on the way to the elevator we slipped into the fire escape and I brought her quickly to orgasm with my fingers; my cock still relaxed from its wonderful experience a few minutes earlier. My girlfriends family moved to their summer cottage right after that night and I moved away before she came back. The result being that I did not see her again until a class reunion. At the class reunion a few years ago, Shirley looked great and was some executive in a home-based cosmetic business and never married. My old girlfriend did marry and had children and also looked wonderful. I was on my second wife at that time. I danced with my old girlfriend and she held me very, very close and looked into my eyes with a naughty sparkle in hers. I got an erection on the floor which she acknowledged with rhythmic pushing of her pelvis. I still jack off thinking about that wonderful graduation night!

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