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Watching my girlfriend get fingered

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by Tom G It was very traumatic and embarrassing at the time, but 14 years later, I get en erection and masturbate every time I think about it. In fact, it is my favorite jack-off fantasy as I relive that special night over and over again in my mind. I was a 14-year-old high school freshman with absolutely no sexual experience. I hadn't even kissed a girl. But I had been jacking off regularly for a few years. A new girl moved into the neighborhood. She was 15, one grade ahead of me, but it was love at first sight. Elaine was her name and she exuded a aura of sexuality. She stood about 5-foot-3, fairly slim build, beautiful olive-skin complexion and long, straight, jet-black hair. It was summertime and she usually wore tight cutoff shorts, revealing her luscious young legs. Me and all of my buddies wanted to get into her pants in the worst way. I was ecstatic when she took a liking to me and I figured I had won her affections. We started "going steady.'' I was so inexperienced and bashful and frightened, however, that I never made a move on her. The only thing we ever did together was hold hands. One day, my buddy Rob invited us to come over and smoke a few joints. I loved smoking pot back then. It always got me horny and usually resulted in me going home and whacking off on the bathroom toilet seat. This time, it would be a much different scene. Rob's parents weren't home, as usual, and we were in his basement smoking a couple of joints. I was sitting with Elaine on a couch on one side of the room and Rob was sitting by himself on a couch across from us. After a while Elaine went to the bathroom. When she returned, Rob asked her to sit next to him so he didn't have to get up and hand her the joint we were passing around. She sat next to him for while and we were all buzzing pretty good by then. Suddenly, I noticed Rob was caressing her legs. That bastard! It was only then that it occurred to me what his intentions were. He was quite the neighborhood Casanova, having scored with several girls, and wasn't shy about sharing details of his finger-fucking exploits with anyone who would listen. He then started to rub her crotch through her jean shorts. She was so wasted, she only giggled and didn't attempt to stop him. I was pretty high at that point, too, but I remember protesting by saying something like "Stop doing that," but for some reason I couldn't bring myself to do anything about it as I sat there and watched. The next thing I knew, he had unbuttoned her shorts and pulled the zipper down, revealing her beige panties. He began stroking her pubic mound through the panties and eventually worked his way down, rubbing her pussy through the thin material. I continued protesting, but suddenly, my cock got hard. It was so stiff, I thought it was going to burst out of my pants as I watched Rob in action, doing things I only dreamed of doing but didn't have the courage to attempt. My heart sank as I then watched this teenage giggolo reach inside the waistband of Elaine's panties and reach his goal. I saw the top of her lush black patch of public hair as his hand worked its way down. He was playing with her pussy! The girl of my dreams was getting fingered right before my eyes. I was so so stoked up that I started to rub my cock through my jeans, but they weren't paying attention to me. After a few minutes, Rob yanked Elaine's shorts and panties down to the middle of her thighs, giving me a good look, for the first time, at her gorgeous young pussy. He continued playing with her twat and eventually yanked her shorts and panties down to her ankles and told her to spread her legs, which she did willingly. I got a great view of her juicy pink pussy as he spread her lips and a few fingers inside. This guy knew what he was doing. I couldn't take it anymore. I pulled my cock, which was and is still very small, out of my pants and started jerking it. While he was rubbing her pussy, I was jerking my boner. It took me only a minute or two to spurt a load all over my hand and thighs. Her pussy was so wet that Rob had to occasionally wipe his fingers on her thighs. She had the look of total satisfaction on her face and I had mixed feelings. It was a highly erotic scene for me, but I was also heartbroken that another guy got to play with her cunt. I was also deeply embarrassed to have jacked off in front of them, though they didn't seem to care. Elaine could barely look me in the face after that night and we broke up. I was never able to touch that wonderful space between her legs that I had dreamed about. And every time I ran into Rob, the bastard would remind me and all the other guys how he'd played with Elaine's pussy. I was humiliated, but at least he didn't tell anyone that I jacked off watching it. I don't know where either of them are today. Elaine became sort of the school whore, spreading her legs for just about any guy who asked. Rob got kicked out of school after repeated drug violations. I often jack-off to memories of that night, and I wonder what they would think if they knew it still gets me off after all these years.

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