"It was forty years ago when I first ventured out as Michelle."
It wasn't until I was in my mid-twenties that I plucked up the courage to leave the house dressed as a young woman. Initially, it was short walks to the end of our street (a relatively quiet suburban road in...
"Chris and Lynn get more than they bargained for."
Chapter 6: A Special PackageLynn was the first to stir, and realising it was five, shook Chris gently to wake him up. It was, after all, five in the afternoon! They got up for the second time that Sunday, but...
"A bullied boy and girl together discover their hidden inner female and male personas"
Louisa and I were of the same age, lived with our mothers only a few streets from each other, and attended the same Secondary school. Yet, we had never met. In the 1950s, the belief that boys and girls should...
"Jenni starts the night as a sexy pirate and ends as a high school whore on her first time on campus."
The days couldn’t go by fast enough as I patiently waited for the last weekend of October. While crossdressing on Halloween seemed all too cliché, Missy and I had collaborated on quite an outfit that undoubtedly would be my most...
"Taking a next step towards femininity"
This is a true story about the first time I felt the sensation of cumming like a girl. I don’t mean a prostate orgasm, where you ejaculate through anal penetration, but my first time feeling what I can only describe...
"An unusual 'training' desert followed by a bit of plugged shopping"
Chapter 5: Taking it all inExhausted, but satisfied, they lay in bed for a while until they were fully recovered and ready to face the rest of the day."OK, another quick shower I'm afraid, then let's get something to eat,...
"Our sissy uncovers some mid-century smut"
It must have been a week or so after Cindy’s big announcement when I got a phone call from Madam H’s assistant. She would like to see me at my earliest convenience. I thought it must be more pressure to...
"Kat continues her progress cross dressing under Tiffany's direction."
It was after two o’clock in the morning by the time we got back to Tiffany’s apartment. Both of us were not wearing panties under our skirts and I was tingling from the cool night air on my well reamed...
Grant returned to his room on rubbery legs due to his recent masturbation session. Clad in his sister's nightie, panties, and pantyhose while he masturbated gave him the most intense orgasm that he had ever experienced up to that time. He thought about...
"Lynn tells her tale and brings out another."
Chapter 4: An Interesting TailChris stirred, and momentarily wondered why he felt so nice, quickly realising that Lynn was at work on his cock again. He closed his eyes and enjoyed the feeling as he grew in her mouth, the...
