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Role playing joined the list of things I was doing for the first time that night. ‘A few years ago,’ Penny said, ‘I never would have dreamed of sleeping with a guy like you.’ Her hands roamed over my ribs. ‘But ever since I started dating Leonard I’ve had a thing for nerds.’ ‘Who’s Leonard?’ I asked, playing along. ‘My ex-boyfriend,’ Penny said. ‘He lives across the hall.’ She kissed me. Her hands slid around behind me and squeezed my ass. I twitched in surprise. She laughed and pushed me backward so that I sat on the bed. I looked up at her as she stood over me, her nipples were stiff and poking at the fabric of her halter top. She was beautiful and sexy, her elegance spoiled, or maybe highlighted, by the cum stains I had left on her chest. ‘You’ve never been with a girl as hot as me have you?’ She ran her hands over her hips. I shook my head. That was just true, I didn’t have to pretend. ‘I’m way out of your league huh? Well, this is your lucky day. I think I might be able to. My mom had to work full time just to make ends meet. I had a car to drive to school every day, but it wasn’t very dependable, and was often broke down. One of our neighbors is school teacher, and she offered to drive me to and from school. I never gave a second glance at the schoolgirls my age. Instead I have a thing for older women. Their silky blouses and big tits are ok, but mostly I love their high heeled shoes, shiny nylon stockings, and short skirts. If they aren’t careful, their skirts lift to reveal stocking tops, garter belt straps, and on a rare occasional, some bare leg. The special glimpses were starting to go away as pantyhose were becoming the new thing, but with pantyhose came shorter skirts and more legs. Let me tell you about my neighbor. She is just 5-ft tall, has beautiful long blonde hair, decent size boobs, and toned legs. She was a real tease, though at the time I didn’t realize how intentional her teasing was. Since she was so short, she was always climbing on.
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