Sissy Ballet Stories

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Orientation
Length
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Infinite Scroll

Appointment by Card Only Ch. 06

by Sputnik57 on Sep 17, 2017
BDSM

His landlord was not best pleased when Bruce announced his immediate departure, but was happy to hand him a bill requesting three months rent in lieu of his vacation without notice. He packed his laptop and the few items of decent clothing and sparse possessions into a sports bag and slung it into his car, then drove back to the house, his mind racing; he co...

Little Black Dress

by Feinux on Apr 15, 2020
Transgender & Crossdressers

Timmy was always jealous of his older sister. She was the favourite in the family and was always the centre of attention in every scenario. She was so beautiful, and people just loved her - Timmy always wanted to feel that love. He had recently turned 18 and puberty hadn't been kind to him. While all the other boys suddenly got taller and more muscular with...

The Pull Toy

by fetisha_44 on Sep 11, 2017
Fetish

Although we had been to several "play parties" since I had come to live with Anne, I had been fortunate to have never been "singled out" for any particular attention. I usually got to watch the other submissives get whipped or otherwise discomfited, but my main function was to serve as Anne's personal maid. When Anne prepared me for our attendance, I had ink...

Fetish Factory

by shawnavinyltv on Feb 25, 2019
Transgender & Crossdressers

I feel this story needs a quick intro. This was inspired by one of the first pieces of erotic fiction I ever read, The Factory by Tr_Veller. It's a similar story, but it's with a genetic girl and not as much sex, still it was an amazing piece. I tried reaching out for permission to basically borrow the idea and take a trans spin on it, but haven't heard back...

Young Sissy Ch. 02

by smittysimon on Sep 19, 2017
Transsexuals & Crossdressers

I was walking in a field, the cool grass crushed softly between my toes, the sun warm on my skin, the smells of spring were in the air and every deep breath I took filled my lungs with the promise of a fresh start and new hope. The sky was a flawless blue and looked clear enough to take a swim in. Everywhere I turned, all I could see was endless rows of roll...

A Perfect Cuckoldress Wife

by gomorrah on Sep 18, 2017
Transsexuals & Crossdressers

My wife rose slowly, before lowering herself down his length again. Her head tipped back, she squeezed her breasts, playfully teasing her own nipples. Her eyes opened, lustfully admiring the chiseled ebony body of her lover. Balanced skillfully on her stockinged toes, she began picking up the tempo as she rode him cowgirl style. Gently biting the corner of h...

The Suitcase Ch. 01

by SissyGeorgina on Sep 19, 2017
Transsexuals & Crossdressers

Enjoy the story, more to come, as soon as I'm able. It all started when I was 25. After graduating with a 2:2 degree in English from Plymouth University, I'd moved to London and gotten a job as a journalist for the Evening Standard. The pay wasn't great, and I was making next to nothing after paying off my rent, travel and living costs. I certainly didn't...

Papa Knows Best

by justincbenedict on Jun 26, 2018
BDSM

Everyone in this story is over 18. ***** Walking up the path to the house, Tippi knew she looked good in her new riding boots. Would Papa understand? Would he respect her finally as a career woman? Tippi had her own staff and was quite the corporate maven in New York. However, Tippi's family had always ridiculed her, the quick temper and childish pompo...

The Girl Rules

by LesbianLily on Jul 28, 2019
Transsexual

Ever since you came out to your mom as transgender, she had always been very supportive. She even agreed to send you to a new school where nobody would know you. However, after you finished transitioning she began to treat you differently. "Are you wearing makeup?" your mom asked one morning as you were about to walk out the door. "No," y...

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College Crossdressing Confessions Ch. 03

by wifetoy on Sep 11, 2017
Transsexuals & Crossdressers

My wife's control over me insures that I have no secrets from her no matter how depraved my hidden desires. This is the third in a series in which I confess my past experiences as a panty thieving college cross dresser. I have changed some of the names, but the rest of the confessions are, sadly, true. Please read the first two installments for context. *...