"An older man taught me a lot."
Just after my twenty-first birthday, I started tending bar a couple nights a week, more for something to do than for the money. In my mind, it was better to be hanging out at the bar making money than hanging...
"A crossdressing sissy takes a two-week house-sitting opportunity to expand her horizons."
It was too good to be true.My daughter, who lived about three hours away, needed someone to house-sit for her for a couple of weeks. I was quasi-retired and able to do what work I did from “home” (read: anywhere...
"Eddy dresses me up, ties me down and turns me into a whore"
As I woke up the next morning, the events of the past two days started to rush through my thoughts. I couldn’t believe all of the changes that had happened to me while being with my neighbor, Eddy.I was sixteen,...
"David pushed things too far this time!"
"Mom!" Jill shrieked. The shower she was taking went from pleasantly warm to scalding hot. Her brother, David, flushed the toilet on her and ran away laughing. Unfortunately, Jill made the mistake of leaving the bathroom door unlocked.His mother, Joann,...
"Elizabeth has her first date. She is encouraged by Joann and her friends"
We were standing around talking when Susie’s husband Peter, and Patty’s husband Joe, wandered over.I took a deep breath. They had each known Bob for years.Joe said, “What are you girls yapping about?”“Oh, just girl talk,” replied Patty.“Who’s your pretty...
"Disownment sets us free..."
"There's simply no way around it, dear," Mistress Virginia explains to me over Sunday brunch. "You're at that point where you need to free yourself from your father's controlling influence.""Well… I've been trying to tell him, but it scares me...
"Eddy dresses me as a girl and fucks my ass."
All morning long, all that I could think about was what had transpired at Eddy’s house the day before. I was sixteen and Eddy was a year older. Our parents had arranged for us to spend the summer days together...
"Joann becomes comfortable with Elizabeth. Friends find out. Elizabeth gets asked out on a date."
After an exhilarating weekend, my life unfortunately returned to normalcy. Bob went back to work. We came home, had dinner, and watched TV. I realized Joann was processing. Duh. I just told her I wanted to dress and act like...
"Anything for the team"
‘Bing,’ my phone chimed an incoming text. Hey, I have a favor to ask, can I call you? The text was from Sarah, one of the women from my tennis club. Yes, of course, I responded. Seconds later, my phone...
"After An Extended Dormancy, The Desire To Crossdress Returns"
I was in a great marriage. We got along, did fun things, and had a great sex life. My wife, Joann, or “Jo”, knew that I had cross-dressed when I was a teenager. I had told her how my sister,...