Anal Sex Stories

This is a story in the Collar Club.
This is a revision of my earlier tale about a stripper who also has a day job and begins serving a colleague at the same agency.

Paul is a closet tranny who meets regularly with other transvestites for platonic get-togethers. He usually stops to change in a seldom-used rest room at a remote truck stop so that she can arrive at the get-together already transformed into Pauline. Tonight however, the restroom is a convenient place for some bikers to take a leak before they go over to the truck stop bar to drink beer. What will the bikers do when they find a foxy tranny hiding in one of the stalls?

Is it possible to blackmail someone without meaning to?

A well-endowed young man and his passage through early life.

Linda writes her brother who is now a priest, and talks about her lack of sexaul control, she tells him about her thing for toys, and boys, she tells him about how she is into gang-bangs and anal. It is nothing but a letter to a brother that tells all, and with Linda that means very, very dirty and filthy.

A young male college student notices that a coffee shop is only employing pretty young women. He disguises himself as a girl to get a job in the establishment but soon discovers that the girl he has become must surrender her virtue to remain employed.

Young boy discovers a gift and decides to use it to heighten his sexual learning

Maggie was past the bloom of youth. She only had one regret and that was never experiencing the excitement of a satisfying orgasm. She believes she has found the answer in changing her undies from drawers to diapers. Let the experimentation begin.

Ryan Sheaffer is the ultimate playboy: 23 years old, spoiled, and hot as fuck. After experiencing some deep personal tragedies, he buries his grief by creating a lifestyle that satisfies his incredible sex drive. He relentlessly pursues extreme carnal indulgences...pushing himself and his many companions to their sexual limits. The young women and men who become part of his life have no idea what they're in for once he gets started...because there has never been anyone quite like Ryan.