1. They Call Me The Babysitter


    Date: 12/5/2015, Categories: First Time Mature Taboo Author: brianbigdogsmith, Source: xHamster

    So, there I was in graduate school, jacking off half a dozen times a day while fantasizing about the really hot girls in the tight-knit group of hippies (the "freak community") that I had started hanging out with a few months after I showed up on campus. Now, you might be asking yourself, how does a physics major come to be hanging out with a bunch of hippies? The simple answer is, they were the friendliest bunch of k**s I had ever bumped into. They were totally accepting of me and my nerdy ways. They were also mostly serious students, and most of them were on the campus newspaper staff -- which I joined. For the first time in my life, I was being invited to really fun parties with really cool boys and girls. And the girls didn't wear bras, and they "slept around". A lot. Except with me. What a fucking bummer! It was my first summer on campus. I had asked my father to let me spend the summer in school so I could get my degree faster, and he agreed. And to save money, he also let me rent a shabby little one-room apartment, if I promised to cook most of my own meals and not eat in the Student Union Building so much. It was a fair deal. Of course, I still spent every spare minute in the Union because that's where my newfound friends congregated every day. About two weeks into the summer semester, I noticed new faces at the big round table in the corner of the Union. They were the high school aged b*****rs and s****rs of my friends. I learned it was common for parents to send ...
    ... their younger k**s off to spend a week or two with their older siblings at college, to "inspire" them to study harder. Yeah. Right. One day, Megan, the editor of the campus newspaper (and the star of many of my masturbation fantasies), came up to me privately and asked, "What would you take to babysit my little s****r tomorrow evening? She follows me everywhere. And she's hitting on my boyfriend! No way am I taking her to Sam's party. We were planning on doing some" -- she leaned in closer and grinned -- "swapping around, you know? Like maybe even some girl on girl? I can't take my baby s****r there! Help me! Please?" I found myself looking down into Megan's ample cleavage. I stammered a bit, and tried to suggest that maybe... maybe Megan could hook up with me once as a fair trade... She laughed and jiggled her tits in my face. "Mmmm, I was thinking more like paying you eight bucks. Take her out to eat. Or to a movie. Make it ten, okay? We can discuss me hooking up with you some other time. A deal?" I nodded morosely, and took the money. The next day, after my relativity class, I headed over to the Union. I bought an order of fries and went over to the corner table. Other friends were drifting in from their classes. Megan was already seated, with a gorgeous girl beside her. Megan introduced me to her s****r, Charlotte, who was an absolute doll. Obviously, big breasts ran in their f****y. She was about five feet four, had silky brown hair almost to her tiny waist, and an elfin ...
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