Sissy Mistaken For Girl Gets Fucked Stories

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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...

Alex, The Closet Sissy

by Areallysissyboy on Feb 11, 2019
Transgender & Crossdressers

My name is Alex, a closet crossdresser. 18 years old, never had a date. Too skinny, too weird, too feminine. I wore my hair long but not a hair on my body tho, not very athletic. Just a 5'3" skinny 125lb pale white boy with long black hair. Who loves dressing like a girl every since my older sister, Sam, moved out 1 years ago which left her old room unsuperv...

Sissy's New Toy Ch. 01

by sissyfemme on Sep 14, 2017
Fetish

I lay back on the bed next to Cindy, totally relaxed. The room was hot from our exertions so we lay without touching. At least until she began to run her fingers over my groin, finding where my panties were soaked through with my cum. She moved to lay on her side, propped on her elbow, her left breast laying heavily against my arm as her right hand traced t...

A Biker Became My Daddy

by SissyKyliegirl on Mar 16, 2020
Transgender & Crossdressers

I live in a small suburb town outside a bigger city, where I work as a barista at a coffee shop. I'm 5' 4" about 145 lbs. with shoulder length brunette hair. Always getting mistaken for a girl, having a cute round ass and widened hips didn't help, I had that girlish figure that women would die for. I had been crossdressing for years since I moved out on my o...

Sissy Academy

by Cynthia Sissy on Jan 2, 2019
Transsexual

(feel free to message me about anything! I'd love to hear from my readers :)) The alarm beeps away as you groan at the sound of it. A cool breeze rustles the curtains, letting the sun peek through. Pushing your hair to one side, you check the time. "Oh, it's still early," you say, pushing the sheets away to reveal your blue satin panties and chemis...

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Mistress Trinity - Visit 04

by lhbel523 on Sep 16, 2017
Interracial Love

Mistress Trinity - Visit 4 - 03/20/07 12:30pm This account is 100% true. I try to write down what happened within a day so my memory is fresh. The story may not be long, but is accurate in every detail. I arrive at Mistress's house at 12:30pm like ordered. I've had a butt plug strapped to my ass with a harness for the last 1.5 hours trying to stretch it kn...

It Only Gets Better

by ElderDirt on Sep 14, 2017
Romance

Author's Note: This is a story about how a chance meeting led to a much younger woman becoming an intrinsic part of an older bachelor's life. Readers be warned that if you are looking for raunchy and frequent sex, you will be disappointed. The sex that follows is just the spice added to the meat and potatoes of the love story This is my first venture into...

Dickgirl Tyranny

by Lusc on Mar 28, 2018
Transsexual

In this medieval/victorian fantasy world, the physical differences between men and women(also known as dickgirls) are enormous. In comparison to their male counterparts, women are taller, stronger, and better endowed. On top of all this, a dickgirl's cum has a strange ****-like effect on males. This effect's severity is mild when applied to the skin, stronge...

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Sissy, Hypnotized

by Slipperylock on Apr 8, 2019
Transgender & Crossdressers

It had taken six months to get to this point. As I stepped out of the bathroom, I caught sight of myself in the full-length mirror, and shivered. I was shaved below the eyebrows, hairless and smooth, except for a cute landing strip above my locked chastity cage. Other than the cage, I looked like a thoroughly average 21 year old boy, my small and skinny fram...

Sissy Chantel, New Reality Ch. 09

by Sissy_Chantel on Sep 15, 2017
Transsexuals & Crossdressers

Chapter Nine: It's Friday, I Have a Full Shift to Pull Today and Tonight. At 7:00am sharp we are all waken up. This is our daily wake up call and soon sissy Traci as our dorm room's head sissy maid has us all up and ready to go to our morning routine which will be a group enema, group shower, shave face and when need be the rest of our body hair then to do...