An Unexpected Crossdressing Encounter at Home
I love to crossdress and be the girl from time to time, so I put up a posting on doublelist, looking to dress and play. I got a response that I really likes and we made plans for a couple days out
Unexpected Encounter with a Realtor in a Store
As a lifelong CD I have had many encounters and different scenarios that I have tried, some were ideas suggested by others, some were fantasies I wanted to fulfill. I recently was able to fulfill
An Unexpected Visit Turns Into a Surprise
I am a mwm,I was 36 at the time,wife knows I'm bi and knows I like to wear women's clothing.I was off for the day and wife was off to work,I slept till about 9,got up watched some TV,drank
An Unexpected Encounter at the Bookstore
I went to my local adult book store the other night. The place gets kind of wild and they really don't care what goes on. As long as you pay not being a stupid dick it's cool. They have a
Posted by a TS / CD
By Brad
A Nervous Encounter at the Bookstore
Well I hope you like my story I'm a Cd my r even seeove it who needs a gf when I can dress up and feel my own self touch my self and make me feel like a dirty little slut. I started wearing
A Surprise Visit from Daddy Dave
I have been Daddy Dave's lil slut toy for about 2 months. Daddy Dave take$ real good care of me, and when daddy is in town I take really good care of him. Daddy was in town last week and stopped
Posted by a TS / CD
By Deleted User
A Weekend Adventure in the Country Cabin
One of my daddys owns about 20 acres in the country and he invited me to go deer hunting with him. He told me he had a surprise for me and I simply love surprises. Daddy told me he had invited a few
Posted by a TS / CD
By Deleted User
An Unexpected Friendship at a Wild Party
I was totally straight until couple months ago when a friend had me go visit his old I was soon wearing a pair of little black sexy panties and thigh high black fishnet stockings with a little white
Posted by a TS / CD
By Deleted User
A Night of Surprises at the Hotel
Pt 2
Before I know it I had 3 cocks in my face pushing them in my mouth. And like a good little whore I made all 3 cum. Some others had cum I to room and more people where watching me than movie.
Posted by a TS / CD
By Brad
An Unexpected Connection in the Exam Room
My name is Tiffany, 55 yo crossdresser from long Island. This is the continuation of my last entry. Sorry, I finished the tale and it didn't publish.
So the doc had just asked if I would like
A Journey of Self-Discovery and Submission
I am a submissive Sissy Faggot Bottom cock slut
Posted by a TS / CD
By Deleted User
Unexpected Encounters During Home Renovation
A few months ago I told hubs that I wanted to remodel our house and I wanted an additional 3 rooms added on as my personal play rooms. Hubs, as always, agreed to my requests. He hired the
Posted by a TS / CD
By Deleted User
Unexpected Connections at the Motel
Just started dressing up, had a hard time finding women to have sex with. Since I could not be a man I wanted to feel like a woman. I would usually dress up and use a dildo on myself while watching
Discovering Love Through Self-Expression
Well I’ve been bi as long as I can remember but usually as a man, but a few years ago I started dressing whenever possible and found it extremely satisfying, especially for sex with bi guys
A
Posted by a TS / CD
By Deleted User
A Journey of Self-Discovery in the City
I was born a boy but my unwed mother wanted a girl. When I was about 3 or 4 my mother started dressing me up in little girls clothing. She had me wear dresses all the time, she had never cut my
A Beach Town Dressing Adventure Unfolds
Well I have been dressing since I found out my wife was having an affair. I was sad but I decided to get over it by doing the thing I got off on dressing like a slut and being one. I had been
The Unexpected Truth About an Artsy Guy
Met a guy who was artsy. Very colorful, turned out to be a reaaaal salamander
...
Turns our his son, was not his son. He was his secret 23 yrold lover...
I about threw up from the audacity of depth
Posted by a TS / CD
By tsnia
A Curious Encounter in a Phoenix Hotel
I put an ad on here in phx az, bicurious w male, love wearing silk pantys short skirt and stockings garter belt,looking for first exp,well I got a reply,we met at a hotel,I was dressed in a silk
Posted by a TS / CD
By Deleted User
A Secret Encounter in the City
Part Deaux
He wasn't wearing any underwear. His cock was absolutely stunning. It was perfect with a magnificent mushroom head and smooth shaft. I wanted it inside me more than anything I
An Unexpected Dinner Invitation at a Private Club
I've dressed very privately, but lately have been amusing admirers with my social media posts. Many of them have asked me to go out to dinner, or to a show, or shopping. I am flattered, but
Sign Up to Listen