Chapter Eight: Moving Along with my Sissy Maid Life and lots of Sissy Slutty Sex too. [Beep, beep, beep] My alarm clock goes off and a struggle to wake up. It is 7:00am and I come around to realize I'm in my sissy bedroom in my Master's house. I get up quickly now, in my white satin bra and panty with white satin full slip, this is my sleeping lingerie. I t...
While my wife of 16 years has known of my fancy for cross dressing, she really didn't realize how far I delved into the realm of womanhood. That is until yesterday, when I forgot to lock my office door. It all came to a head, in more ways than one, when she burst into my office and found Desiree, "The Hot to Trot Transvestite" busy with one cock in her ass a...
I would like to thank Mr_Owlow for all his assistance with editing this story. In typical Riley fashion I was in a bit of a situation. GiGi's T.V. show was a complete success and we were picked up for a second season. America was in love with the cast especially GiGi and myself. We were making the rounds on talk shows and late night. We were doing endorse...
[Prefix: Some added information for those who will read on. As noted this story is one mostly about t-girls who work as dominatrixes and live much of their lives en femme. It's a story of a developing relationship and incorporates other characters in supporting roles. BDSM and other forms of sexual eroticism has been and will be written in the story, but so...
Chapter 19 The drive back home was pretty uneventful, Lisa just sat behind the wheel smiling ear to ear. She had had an awesome day so far, making out with two gorgeous women and now she would spend some quality time with her sissy boyfriend. Marcy was very worried about that quality time. She hoped for sure that it wouldn't involve that dildo going up her...
This is a 3rd person fiction story about my fantasies of being a Pantysissy. All characters in this story are made up, and are all over the ages of 18. To better follow this story read The Pantysissy Diaries Chapters 1 and 2 before reading chapter 3. ***** It was nighttime in NYC, and Jaymie and her 6 Mistresses had just left their apartment to head to Vic...
"So Desiree how did you like your first night at Happy Endings Massage Parlor?" queried Judy as daybreak shown through the open doors she was now bolting shut. Speaking with slight hesitation, I told her that I think I could become accustomed to the lifestyle quite easily. "You liked being in control of the men I had you pleasure tonight, didn't you Desir...
Title: Lisa's Evolution Part II: The Crossing Over Author: Jack Riley --------------- As I pulled into the driveway of Lisa's large family house, I thought back to the previous year's unexpected encounter at our favourite conservation park. Lisa, who had been my friend and 'little sister' for years, had unexpectedly decided I would be the first boy she wo...
It all began this one summer, a few months after I turned 19. I had just finished my first year of university in a small "university town", as they call it. I signed a house lease with 3 other friends for the next school year, and we had to pay rent for the four months of summer even if we weren't going to live there. My three friends had all left for home...
Alan smiled at the perky blonde college student in the passenger seat of his sedan. "So Catelyn, have you figured out what your major is going to be yet?" "Mister Denny, are you wearing makeup?" It wasn't a question, it was a challenge. Her brown eyes watched him without flinching, waiting to see how he'd respond. The question was so unexpected, it knifed...