I saw someone begin a "diary" of their experiences as a sissy on here recently and it inspired me to give it a shot myself. The following will be true stories from my past starting from the first time I ever hooked up with a Tranny / Cross dresser / Sissy. First things first, I consider myself to be a straight male; despite having had sex with all of the a...
All characters in this story are over 21 years old. This is a fictional fantasy that contains elements of both femdom, maledom and transsexual/cross-dressers niche, it is focused on humiliation. This is the second chapter of One of the Girls. Sorry for the long delay. ***** The studio lights blinded and disorientated me for a few minutes as Lana led me by...
"Okay baby now look up and don't blink." My loving girlfriend Nida gently commanded. "Yes goddess," I replied as she eased me through the threatening, new sensation of having an eyeliner pencil approach my eye. I didn't need to worry. She'd done this before. She traced my left eye first and then the right. "All done with that baby. Good job, you didn't eve...
Mistress notes: To say both amber and Jenn were surprised when Jenn entered my condo would be an understatement. I had given Jenn "some" warning as to what she might find, but she was expecting me to be dressed up for her not amber. Poor amber had the biggest crush and attraction toward Jenn as well, it was hard not to though, Jenn is gorgeous! It was time...
San Francisco. Mariah walked out of the Bordello. She was getting sick and tired of that place. Sick and tired of working endlessly to satisfy the depraved desires of those people. How she loathed them. Since she began working at the Bordello, she had seen a side of humanity she had never thought was possible. The worst imaginable side. She was just anoth...
Part 1 It was summer break, so I was visiting home after my first year of college. My parents were going to be gone for the next few days visiting old friends. Being by myself, I went online to a hookup app and searched for a match. In my ad, along with a picture of my ass in a thong, I said I'm a young male looking to get fucked by a top. It only took fift...
I am a 30 year woman who is proud of her husband. He is the one that supports the family, puts food on the table and works very hard to make my life so much better than what it was when we were a normal couple. He is a very good looking boy with sharp features, long blonde hair almost reaching his mid back, an average body with very big butt. He has very le...
Mohamed sent me a link to a voice training regime for trans girls and gave me three days time to learn how to talk "properly". He said he'd call me today for my test. I skipped class again and stayed home awaiting the call. If I didn't answer or failed the test, he threatened to "make me regret it" the next time we met. All day I practiced my voice for fear...
It was nearly dawn when Mr Elrod walked Emily up to her door. The black executive hugged her for a long time and promised to see her at work on Monday when they could devise a strategic plan for modernizing some of Rhino Industries programs and facilities. In the event her husband was listening to them, it sounded like the end of a long business discussion....
My name is Candice, I am 26 years old, and I am writing and sharing this story because my darling husband, Ricky, is too shy to do so. It all started in 2010. We were on a trip with another young couple our age. My husband's best friend Trey and his girlfriend at the time, Amber, whom he is now married to, were quite the partiers. Drinking, smoking, and...