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Prison Rape -Chapter1

James had never imagined he would end up in prison. He had been in his last year of university, just trying to make a little extra money on the side. Make a dent in his mounting student loan debt. Selling coke to dumb frat kids in clubs for his druggie friend. He never thought he would get caught. Yet now here he was, stuck in this bleak, stone building with a bunch of violent criminals for the next couple of years.

I [M] stumbled upon an age play fantasy with a much older woman, had a very strange but incredibly erotic experience. [MF]

So I'm a member of a certain fetish website, that acts as a message board and personals place for specific fetishes.

I consider myself fairl vanilla- I was a member of some blowjob, bi-curious, and MILF/young guy groups specific to the city I live in.

I'd had 2 experiences prior- my first bi experience as well as a casual hookup with a girl that attended my college- but nothing "fetishy".

Like I said, I was in a group for MILFs and younger men. I'm 24, for the record.

My girlfriend comes back from vacation after fucking another guy

My girlfriend Leah has been gone on a business trip for three weeks now. We usually have a very active sex life when she’s around. When we’re not in the same city, however, we both look to fulfill our needs elsewhere. Being a young attractive brunette, she has great luck most of the time, and she likes to tease me about her many adventures. On this recent trip, she took it fairly easy, but I still got to hear everything in stunning detail.

God damn I love speech impediments

Sheckshy, sheckshy, sheckshy

I [23F] never knew sex could be so good. Threesome with [F/MtF]

It's important to preface with a little background on my physiology. I am a bit on the small side, and tend to be in good shape. That means that my vagina is very, very small and tight. That may sound... great? But for me it means that sex up til now has been scary, and painful, and bad. Not many teenage boys or young men have the experience or patience to get me ready for a dicking- instead they just go for it and I either power through with tears or force them to stop. To be frank, I thought I hated having sex, and have gone 3+ years without being intimate.

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