Coming Out To My Girlfriend

"I had to make a difficult decision. Did I disclose my cross-dressing to the woman I had fallen in love with?"

I started like most "cross-dressers." I was sixteen and I developed an urge to wear my mother’s lingerie. I didn’t know why. I had never heard the term “cross-dresser.” But I did know I liked wearing her underwear.The more I...

Neighbours – Chapter 15

"Liam seems to be enjoying inserting himself more and more into Chris's life, and guiding him to new challenges"

Cheryl and Liam were already seated together on the couch again by the time I got myself back together and made my way upstairs. As I smiled at them, already laughing at their first toast to the new project, I...

Maybe My Last Rodeo (Part Three)

"The realization that I still have a few crossdressing years left!"

As 'Michelle' outings go, It had been quite an evening. A milestone achievement in the life of a 'hanging on in there' cross-dresser. After fifty years of sporadic sessions, of pretending to be a female, and not since Michelle and...

Schooldzae — Part 2

"Martin arrives for college orientation only to discover that he and Henry have been roomed together. Henry makes Martin an offer that Stacey can't refuse."

It was the first day of college orientation, and I wandered around the dorms more than just a little confused looking for my room when I heard a familiar voice shout, "Hey, Martin!"It was Henry. It was because of Henry...

Maybe My Last Rodeo (Part Two)

"My crossdressing clock is still ticking and there's still one more thing on my 'fuckit' list."

One thing was for sure... there was no way on God's earth, that Bob's monster cock would slide inside my tight little man-pussy. But I could give him the best blow-job he's ever had, on that, I could be sure....

Schooldaze — Part 1

"A high-school cross-dresser is caught in the school after hours by the football team quaterback."

I changed into my schoolgirl outfit in the boys' locker room at school. I had been doing this for years, so I knew there was nobody in the building. I knew I'd have plenty of free time to indulge myself...

Attention

"Mr. Wilson is detained in customs to correct a "small matter;" he is forced to explain some of the contents of his luggage to a few disbeleiving customs agents."

"There's a small matter that requires your attention, Mr. Wilson," the airport screener said in heavily accented English. My stomach churned. These were never good words to hear while clearing customs. "It shouldn't take long to clear up. Right this...