CrossDressing Stories

A Summer Vacation Story (1)
Part of the Davidson Family Stories universe
It was 1980-something and this mostly true story about summer with my Aunt contains spanking, humiliation, nudity etc as she treats me like my younger cousins on the beach. "Get those swimsuits off! You aren't getting in the car all wet and sandy!" **This is a prequel to Naked on Summer Vacation: Slut Summer School. It involves feminization and establishes a lot of the background.

A closeted married homosexual has an affair with a handsome co-worker, and decides to embrace his homosexuality.

Cross dressing sissy boy Keven, encourages his sexy Filipina wife to date black men. Keven is such a feminine little sissy, who enjoys helping his wife do her hair and nails before she goes out on a date!

Pearl was shunted from one home to another with a lot of disappointments along the way. She is already over eighteen but is on the books as only sixteen by mistake. She is an oral sex trainee, but is still a virgin below the belt. Now she wants to be skilled in all areas of the sexual spectrum including vaginal and anal penetration. She finds a likely candidate in Coach Reed, divorced and whose only female contact is with escort girls on Saturday nights. Now she has a date to remember.

Mom's son Harold not only gets turned on by his mom's half-glasses but puts his pics on her iphone as well. Mom comes across the pics and loves them. Things hapen when she drops in one night to take pics

When Andrew Meakin encourages his girlfriend to indulge his kinky tastes, she decides that Matilda's School for Male Maids is the best place for him to start learning what SHE expects.

Greg tries a new restaurant for lunch. It's a bit girly for his taste, but tastes can change.

A little transvestite humour; a story in the genre of The Maltese Falcon, only the heroine has a surprise under her skirt.

Dudley has a new foe. Shirley Whiplash?