Crossdresser Goes To Adult Theater Stories

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From a Husband to a Dutiful Sissy Ch. 02

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Two: My reveal, a true reveal for the sissy in me. I reach to the bottom of the stairs and at the front doorway entrance, Helen and Jenny are standing and looking at me in my black maids dress, white tights, black velvet 5 inch spike heel pumps, wig and makeup. The look on their faces seeing me dressed as such is priceless. This is the first time He...

From a Husband to a Dutiful Sissy Ch. 08

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Readers, I so hope you are enjoying my story here. It sort of allows me to live vicariously through my words as Chantel. This story has been outlined to allow me to write it in an encompassing and linear way. I try not to wing it but to paint a story that is life-like without being boring, well at least I hope it's not. I hope my characters are believable an...

Glory Hole

by GateKeeper_A on Jun 11, 2014
Group Sex

Last month, you had discovered that your local adult novelty store had a glory hole. Since that day, that glory hole has been all you can think about. Every time you close your eyes, you picture a cock sliding through a hole towards you. Every time you masturbate, your mind is filled with fantasies of strange men's cocks. You shudder with a mixture of trepid...

Open in Reader

Recruiting of a Sissy Maid Ch. 11

by Sissy_Chantel on Nov 23, 2017
Transsexuals & Crossdressers

Chapter Eleven: People Moving into New Roles and More. Chantel has made her way back to her club dorm room, enjoying the corrective measures of being a Domme over Biff and Marty. She is certain they will be much more mature and even though they still hold powers over the sissy girls like all other male minder/staff, they will better respect what these sissy...

Finally a Princess Pt. 02

by fireandlace0533 on Sep 14, 2020
Transgender & Crossdressers

Part two of a crossdresser who loves Disney who has come out to his wife while on a Disney Cruise. New experiences and adventures are ahead. Finally a Princess (Part Two) I woke the next morning around six thirty which was a little late for me. I laid in bed and thought about what had happened yesterday. I had actually spent time in front of my wife Sarah...

Kyle - Martini Date

by Leigh_216 on Mar 2, 2020
Transgender & Crossdressers

Hi, I am Leigh, a Crossdresser (CD), Caucasian, 68" tall, women's size 8 or 10 depending on the brand, green eyes, and shoulder length hair. I have always had soft facial features. My stories are more of a diary entry than a novel. They actually happened but I changed the places and names. Kyle, my unofficial boyfriend has invited me out to have dinner and...

Theater Trip

by myfantaz9 on Sep 13, 2017
Group Sex

It was just like any other day, the only difference was her husband was out of town for a few days and the kids were going to her mom's, so she knew she had some time all to herself. She must have been excited about the freedom she was going to get even if it was for just a couple of days; it was a very welcomed break. Her friends already knew she had some f...

Finally a Princess Pt. 05

by fireandlace0533 on Sep 14, 2020
Transgender & Crossdressers

Finally a Princess (Part 5) Part 5 of a Disney loving crossdresser who has come out to his wife on a Disney Cruise. With more help, some more Pixie Dust, the dreams continue to come true but some realities are also faced. I woke up to the feel of the ship vibrating. Since we were frequent cruisers I knew that meant that the side thrusters were being used...

Horny Sissy Goes to "Heaven!"

by nancyvasquez on Sep 14, 2017
Transsexuals & Crossdressers

Someone asked me why I'm a Queen, and I guess it's because I love being in a pair of high heels and lipstick, making out naked with a guy and kneeling or squatting to suck his cock in some filthy adult store video arcade booth, while he works my tits over with a pair of strong fingers until I wanna yelp in pain. And the hot feeling of him wanting to fuck me...

From a Husband to a Dutiful Sissy Ch. 07

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Seven will also advance the time of my story here a bit. To move my story along into a lifestyle changing story I will have this chapter set seven months after Phil was outed as crossdressing sissy named Chantel. Over the last seven months, life for Chantel has become entrenched as a sissy maid and slut. The sex video productions put up online have...