Spanked Sissy Stories

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Orientation
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Service, Cock Sucking Panty Ass

by Bluzworld on Sep 16, 2017
Transsexuals & Crossdressers

I consider myself a normal red blooded man who enjoys being with a woman but I have a secret. I love wearing panties and I love being spanked in them. My Lover Blue has yet to experience that with me and I'm excited to find out just how she reacts to our next date. My other secret is that I've always wanted to suck a cock, I know it seems odd since I also en...

Black Sissy For White Goddess

by Samuelx on Sep 16, 2017
Interracial Love

Finally, I feel like I am where I belong. Picture this, if you will. A big and tall, muscular Black man clad in a pink tutu and frilly White panties, my face fully made up and my lips properly rouged. I am kneeling before a six-foot-tall, slender red-haired White chick and sucking her strap-on dildo. My Mistress Amelia Heinrich smiles at me as I suck her dil...

Man Disciplines Sissy Ch. 05

by LanaBehave on Oct 21, 2019
Transgender & Crossdressers

This is a fantasy. Scenes in reality should be built on consent, safety, and communication. No character in this story is less than 21 years of age. * I was jittery all the next day. I hadn't slept well, at first, either. As I lay in bed thinking about Daddy, the things he said, what we had done, alone in the locker room, I squirmed, tossing and turning....

Mz Zen's Fabulous Birthday Pt. 01

by lushusboobs on Sep 17, 2017
BDSM

Chapter 1 Ms Zen was turning 40 in just 5 days. The prospect of 40 was depressing. The closer it got to her birthday, the more irritable she was becoming. Although she'd always had a healthy attitude towards age, she had to admit that the reality of turning 40 was far different than she expected. She was actually dreading her birthday and she had avoided ma...

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...

Stevie's Journey

by gbr2004 on Oct 7, 2019
Fetish

I remember being so excited landing a position as a legal assistant at such a good law firm. My boss Mike Maddox seemed to be a great guy and I was looking forward to learning from him. I never imagined what it would be that I would learn from him. This job has changed so much and I can't even decide if I regret what has happened or if it was where my life w...

Pizza Delivery

by Spango on Sep 24, 2019
Transgender & Crossdressers

I could not believe that I was actually going to do it. I had been fantasizing about it for months. I was not really sure where I got the idea, but I had been watching a lot of sissy hypnosis videos online over the past few months, hoping to help release my inner girly girl, and perhaps the idea came from a scene in one of those videos. Anyway, it does not m...

Spanking Night Ch. 08

by Angelscuck on Sep 14, 2017
BDSM

As I held Master Dan's cock steady for my wife to sit down on I noticed her eyes were staring directly into mine. She had an amused smile as she licked her lips. Her labia were moist and dripping as they parted to accept the head of his cock. Her breathing quickened and a soft moan escaped her lips. Her eyes seemed glazed over and half shut as his huge m...

Mistress Melody Visits

by RobinTVDaniels on Sep 19, 2017
Fetish

Today is the day that Melody arrives. We have been talking over the phone for a while now before we arranged a meeting. I have cleaned the house from top to bottom. I have scented candles and I also got a dozen roses and sprinkled the petals from the front door to the bedroom. I leave the house and head for the airport. A nice black limo will be meeting me t...

Black Man Becomes A Sissy Maid

by Samuelx on Sep 16, 2017
Transsexuals & Crossdressers

My name is Anderson James Crawford. I'm a big and tall young Black man living in the City of Ottawa, Province of Ontario. I presently attend Carleton University, where I'm studying Criminal Law. I originally hail from the City of Atlanta, Georgia. Yeah, there are African-Americans living in the Confederation of Canada. It does happen. I got a unique story to...