CrossDressing Stories

When I woke up and eventually dragged myself out of bed on this New Year 's Day, I hadn't planned on writing a short story. But that's what happened, and here we are. A young man in his early twenty's, desperate for companionship, unexpectedly finds some company when he goes swimming. The meeting leads to the young man finding out more about himself and his desires.

In a highly sexually charged tale, Jesse, a diminutive Asian teenager who is discovering his sexuality, gets help from his BFF from middle school, Sara, to dress as a woman. As Jesse's true calling emerges, a spontaneous blowjob sets the stage for him to become the woman of his dreams. As more characters weave their way into the story, they both have a night they will never forget.

A Davidson Fisheries and the McElroy Family Story (6)
Continues the life of Alex McElroy started in 'Alex and Peter'. Alex has learned that he is a submissive masochist by preference and bi-sexual to boot. Now that Peter has gone to college, however, he has to deal with it on his own. Picking his own girlfriends - heck even picking his own boyfriends! - Alex has to learn how to live like a slave when his Master is away!

A guy and gal meet each other at a club, and sparks fly between the two of them. But each of them has a secret they are keeping from the other.

Connor anticipates having Kara, his amazing girlfriend, sleep over. Their nudist and highly affectionate parents are working to have everything ready for their "first time" together. After they all have dinner together, the young couple will have the house to themselves, jealous younger brother leaves also. Kara reminds nervous Connor to eat instead of staring at her, "You'll need your strength."

Desperate to own a wedding dress, Craig decides to buy one second hand from the local classifieds. Things don't quite go as he envisioned they would.

I was inspired by the opening premise of Oliver Twist’s excellent “My double life as a whore,” where a surprise meeting in a hotel bar leads to many other things, to recount my own true story of my recent hotel bar adventure.

Young Meg is certain she has found the ideal way for both she and her father to pay their way in the world. Unfortunately, it involves robbery on the King's highway and that is a "Hanging" offense.

Bored with their sex life and seeking to supplement their income a husband and wife decide to enter the world of prostitution. This is a vignette in the day of a life of a high-class prostitute and explains how a married couple can live happily together while they each have sex with strangers for money.