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The winter break wasn’t too tough as we were both tied up with family obligations. At spring break, neither of us went anywhere. I had inventory at the bookstore and he had to do something for his family. Every night we went out ended in much the same way, lots of kissing and top of clothes touching, but we never went any further.The summer break aided in preserving my virginity since Dwight left for a month on a preplanned vacation with his family that included his cousin’s wedding. As much as I wanted to join him, it wasn’t an option. The night before he left, Dwight got his hand into my jeans and made me cum hard simply by touching my pussy and clit through my panties. I spent the summer reliving that night in my bedroom using my own hand and fingers, with my face buried in my pillow so my mom wouldn’t hear me moan.With the start of the fall semester, Dwight and I had one class together which sucked. I was pretty head over heels in love with him and the hope of us having more than. One time I went out with a few friends at uni, we got back super wasted and someone suggested we go on chatroulette (this was when it first took off) so anyway we all got in a group and tried it, and low and behold we got a lot of wanking guys. This got me so horny that I left my flat mates room when straight to mine and searched 'gay chatroulette'. I spent literally a good 4 nights a week on that site looking for older men, and that's where I met Greg (not his real name).Greg was in his mid-fifties and also British like me, then chatroulette would often cut out so he gave me his Skype the first time we met and messaged for a while, I told him exactly what I'm telling you know. How I realized I had an older guy fetish, and that I like the idea of maybe dressing as a 'sissy'. I didn't know how far I wanted to take it but it made me super horny. Greg explained that he was a married man, but he had a thing for younger guys, hence why he was speaking to me. He also liked sissies etc and.
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