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I tried during normal sex to slip a finger to her asshole but she always pushed it away afte little while.For some time our relationship was going to end it as we were not suited for each other and things started calming down, also in bed. We both know it was just a matter of time before we break up...One day at my place roughlyat lunch time we were waking up and just cuddling. She tells me that she is really horny but she is also on her period and has a tampon in. i didndt think much would happen and that we would just wake up and start our day BUT for my big suprise she told me PLEASE FUCK MY ASS. I was blown away and kind of speechless. The girl who never wanted and never had without any preassure or expectation from me just asks me to fuck her up the ass. I was immediatly as hard and big as possible....of course i said YES.Now to the actual fucking part...after of course agreed she just turned passivly her back towards me and hid her face in the pillow. I could feel her shame.. Then, I was only average at sports, the only thing that mattered to the townies. When I was in Seventh grade, I got caught fooling around with a friend of mine. He got a blowjob and a move out of that hell hole out of the deal. I got called every homophobic slur in the book for the rest of High School. Jay was the ring-leader of the group of jocks that, more or less, ran things. I had one saving grace: his brother Jeremy and I played D&D together. Fantasy was one of my few respites from the constant abuse I endured. Jeremy was all of the things Jay was not. Jeremy was a late bloomer, but was fairly good looking, but he liked Sci-Fi and Fantasy too much to be cool and was not very into sports. So, starting in Ninth grade, I finally stopped getting the beat down weekly. Instead, I was mostly ignored outside of the occasional pejorative homophobic slur aimed at me, things were not bad. Jeremy and his younger sister Mandi and a couple of other friends of ours would meet every Thursday.
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