Crossdressers Sissy Smbd Getting Controlled Stories

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A Mistress, a Sissy, and a Slave Ch. 01

by thejm4n on Sep 15, 2017
Fetish

Clad in a skintight, black latex dress, and tall, 4 inch platform black heels, Jessica was a stunning figure as she looked down at her two slaves, on their knees. "Up" she said to Hailey. "Yes Mistress Jessica." Hailey stood, naked, save for the black collar around her neck. "Now" Jessica said, looking at the other slave, "it's time for a little fun with...

Caught in Panties & Dominated

by Tracy69 on Sep 12, 2017
Transsexuals & Crossdressers

I love to wear sissy clothes, and I fantasize about being controlled by a dominating mistress, who forces me to wear her clothes, to take her boyfriend's cock into my virgin mouth, make love to his big stiff cock, deep throating it until he comes into my mouth, filling up my mouth until his hot cum drools out of the corners of my mouth, around the sides of h...

Developing Emma Ch. 03

by Sputnik57 on Sep 15, 2017
Transsexuals & Crossdressers

As Kurt caressed Emma's sweetly pronounced bottom, she realised she had never felt so feminine before, despite her newly freed cock standing stiff in nervous anticipation. She looked at the powerful male and the leering male audience; the few females there would now witness her being used as a woman. Kurt's large stiff cock rubbed against her belly as he mov...

Natalie Succumbs Yet Further

by natalieukcd on Sep 28, 2020
Transgender & Crossdressers

I was lying on my bed on my back with my legs dangling over the side. I had Lewis stood between my legs, gloating at me in my underwear and cock cage. He suddenly moved around the bed and undressed quickly, as i watched him behind me. I was so nervous that i did not move. "Lift your knees up Natalie and hold them up behind the knees." I did as i was told a...

Yeliza Awakens Pt. 02

by Yelizaveta on May 11, 2020
Transgender & Crossdressers

Part 2 of 2, hope you enjoy. Feel free to leave comments or thoughts. Or not, all good. Part four: The reveal Seeing him fully dressed, submissive, and made to look like a girl, her power was readily apparent. She reveled in it. He was patiently sitting on the bed, waiting for her direction. This power was becoming addictive. She enjoyed it more every ti...

Miss Guided Pt. 03

by MissMarianne on Apr 9, 2019
Transgender & Crossdressers

That evening I went to dinner at Donna's house. Donna opened the door and was beautiful in her little black dress. She wore impeccable makeup, stiletto heels, black nylons. I felt like a frump in my plain outfit. She explained that her husband Mary Lou just got home from work and was upstairs changing. We talked and drank daiquiris for about a half hour...

A New Life: Prelude

by cuckcrossdresser on Sep 16, 2017
Transsexuals & Crossdressers

Note: This is my first time publishing here. I've been meaning to write this story out for a while now, but only recently got the courage to do so. This is the first part of a series and everything in this series is true, I have just changed the names to hide my identity. ***** My name is Joshua and even as a child, I remember wishing I had been born a gir...

A Week End with Mistress Pt. 03

by gasissynora on Nov 6, 2018
Transgender & Crossdressers

Dear readers this is part 3 of my first story and I hope you enjoy it. Your comments and suggests will be most helpful. I am planning on continuing the story if the feedback is positive. ***** Once we are on the way I feel a wonderful vibration in my ass. I then realize that the device Mistress inserted in my ass is remotely controlled. I sit back and enjo...

His Sissy Bitch Ch. 01

by keptsissy on Sep 26, 2017
Transsexuals & Crossdressers

It started after a transvestite walked into the bar. Sounds like the start of a bad joke but it's not, we were in a party bar after work, me and my boss. My boss and I were having a drink after work; he was more than a little high. An obvious cross dressed man with several friends came in and sat at the bar. 'She' was very cutely dressed, stylish and sexy. M...

Developing Emma

by Sputnik57 on Sep 13, 2017
Transsexuals & Crossdressers

Living alone since the age of 18, he could not hide his true feelings to be a girl; was so effeminate. As time went by, dressing up at home was not enough. He longed to go out as a girl; only then would he be free. Despite these longings, a strict conforming to the norm was adhered to, and even though now living independently, a veil was cast over 'Emma'; b...