Anal Sex Stories

Sarah is a mature crossdresser with a dark past. Searching to relive something that happened to her when she was a teenager, she agrees to meet a man in a no-tell motel but is totally unprepared for what is about to happen to her. A group of men have their own plans involving submission and degradation.

It was love at first sight for both of them, but there were things he didn't know.

After having her presentation ruined by her ex-boyfriend she manages her anger and frustration by masturbating.

A woman is abused by her boyfriend, and when dumped, seeks out that abuse again.

Mum and Stepdad take me and my little sister Heidi to Florida for the summer holidays but mum's gotta pay back in other ways, partly based on real experience

Two boys make a bet and have a froendly wrestiling match that takes them to new experiences.

This is a story in the Collar Club.
This is about Redhot's first day at the BDSM Academy/College to which her Master has sent her. He wants her temper and defiance curbed. She resents this, as the story will show.