CrossDressing Stories

A Summer Vacation Story (2)
Part of the Davidson Family Stories universe
It was 1984 in Sebastian Florida and my Cousin Blair had thrown one party too many. My Aunt found normal restriction and punishments just were not very effective. She put Blair and her friends through a re-education in Slut Summer School **Involves BDSM/Humiliation, there is a prequel Naked on Summer Vacation: Sissy Summer School that sets the scene but it is not required reading.

A mildly exaggerated true story on how I moved my wife from repressed religious girl to a confident BDSM switch.

14 year old Billy is home alone with Quinn, his dad's 16 year old boyfriend. While Dad's away, Quinn has a fun idea to share with Billy and they boys begin a hot relationship of their own.

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?

Jack has been working vice for nearly a year as a prostitute named "Holly", much to the amusement of the other cops. When things unexpectedly heat up with a rookie, however, it begs the question...Who's really undercover?

Femdom in the Victorian era. A male in a male dominated society finds thar Women are really in charge.

A story in the Happy Bunch universe
Leo breaks up with his girlfriend and meets a hot bisexual couple to have very naughty fun with

A story in the This Naked World Universe
Continuing on from the last story... Uncle Brady Goes to Night School... we have Jay Porter now turning sixteen and having some fun at home with his family then at school with his teacher then in the evening with his girlfriend.