Neighbourhood Terror To Sissy Stories

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If Women Ruled The World Ch. 02

by chronoxxx on Sep 15, 2017
Fetish

I arrived at the bottom of the stairs of Sulihall College of Etiquette for the final time with my luggage, ready to meet my new Mistress. Nothing seemed real as I headed for the reception desk where 3 Ladies stood talking to each other, their towering high heeled silhouettes casting a shadow from the bright, unknown world outside. My mind was in a fug when I...

A Picture Perfect Sissy

by meeah sue on Sep 16, 2017
Transsexuals & Crossdressers

"Holly, hold your breasts up. That's it honey. Squeeze the nipples between your fingers. Make them hard for me, sweetie." Jason lifted and pushed his soft breasts together, squeezed the small dark nipples, and hurriedly looked up to see if what he was doing was okay. He really wanted what he was doing to be okay. It was dreadfully important to be okay. Kare...

Angel my Mistress

by Ally_boy on Sep 26, 2017
BDSM

"Please no Jack!" I squealed, as I was dragged along by my ponytail. I had both my hands round Jacks thick wrist and my knees scrambled along the floor, up the hallway to the bedroom, as he moved to fast for me to keep up. "I'm going to teach you to fuck with me you little pipsqueak!" yelled Jack, "You won't ever bother us again when I'm finished with you....

Groomed to Depravity Ch. 01

by ssamlee2000 on Apr 22, 2020
Transgender & Crossdressers

I kind of liked it. The feeling of black sheer stockings on my legs. I rubbed my legs together to enjoy the smooth, silky sensation. I looked in the mirror and take the sight in: a thin Korean boy, just about 5'6" in height, dressed like a cute skater girl. I was getting ready for the big college Halloween party. As a long-standing tradition, the college he...

Shattered

by kayla_femboi on Sep 16, 2017
Transsexuals & Crossdressers

The following story is mostly true. I changed the names for the sake of privacy and maybe spiced up the details a bit. A little background about me: my name is Brian, although when dressed i feminize me name to Brianna. I was a closet crossdressing sissy. I had always been effeminate growing up and a bit confused sexually. I never really dated girls. Inst...

Robin and Jimmy Olsen - Sissies Ch. 03

by tawnysuede on Sep 15, 2017
Celebrities & Fan Fiction

Part 3 Jamie’s story The few days before the date in Part 1... The car pulled up at the curb and Jamie got out of the passenger side door. She was a bit wobbly on her three inch heels. The car sped away fast, as if the driver was feeling guilty about what he and Jamie had just done. Jamie opened her purse and tucked away the fifty dollars she had stuck i...

Camilla Ch. 037

by MawrGorshin on Sep 14, 2017
Sci-Fi & Fantasy

Camilla had a very strange dream that morning as she lay naked on Mr. Langella's living room carpet, which was still stained with her copious come from the night before. Camilla and her mother, Collette, were in the living room of Collette's house, in the middle of a terrible argument. "No!" Camilla, naked, shouted. "I won't put my clothes on! I'll do what...

Caught in a New Life Pt. 01

by Fibaro on Apr 20, 2020
Transgender & Crossdressers

(Hello everyone, this is a story that has been written for a very special reader of mine.) Intro Monroe Smith had everything pretty well figured out for himself. He was 43, his hair was brown and slightly greying, but his hairline hadn't really receded thanks to the hair implants he had done about a year back. He had never been a big guy when it came to mu...

Heidi’s Submission

by TimT1972 on Sep 19, 2017
Transsexuals & Crossdressers

Eighteen year olds are the same the world over. The handsome, tough and sporty are nearly always the most popular. Adam was none of these, he was rather effeminate, of slight build and definitely no sportsman. As such, he never had that many friends. His home life wasn't much better; his father was dead, he had no siblings and his mother worked every hour Go...

Tales of Sub Asian Sissy Ch. 02

by subASIANsissyJADE on Apr 9, 2019
Transgender & Crossdressers

Once the door closed and I heard the deadbolt latch, I panicked. How on earth could I walk to my car in my current state! I stood there, my heart racing, in my black fishnet thigh highs, no panties, a glass butt plug with a big pink fluffy tail firmly lodged in my tight asspussy, my black lace bra, and my face and chin and neck covered in drying cum. I des...