Sissy Schoolgirl Stories

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Orientation
Length
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Infinite Scroll

Jamie's Descent Pt. 04

by nikkiesilk on Sep 18, 2017
Transsexuals & Crossdressers

Fiona stood in front of me and said sharply, 'Stand, slut!' It was a tone of voice that made you think arguing about it wasn't such a good idea. I got up as quickly as I could, nearly falling over in my haste to obey. The tip of her pink tongue appeared and slid along her full lips. She had seemed tall before, but now she towered over me. I saw that someho...

To the Manor Bound Ch. 03

by Nikki258 on Sep 26, 2017
Transsexuals & Crossdressers

[So I finally got around to finishing chapter three, apologies for the delay. As with the other two chapters this includes forced feminisation, BDSM, and non-con, so it might not be your cup of tea. Regardless do comment and email me to let me know what you think, or just to say hello!] ***** Chapter 3 -- Three Weeks after Transformation "Now it is ver...

Neighbourhood Terror to Sissy Pt. 18

by Fibaro on Mar 10, 2020
Transgender & Crossdressers

Chapter 20 Marcy had a wonderful night's sleep while she didn't realise it, the only reason she had a quiet night was because Lisa had demanded it. What he also didn't realise was that while he was sleeping peacefully John was setting up a website, turning him into a real pornstar. Once it was online John hoped he would make a good amount of money off his s...

Favorable Odds

by Fiend21 on Apr 11, 2017
Amateur

Watching your parents' SUV drive off down the road, you're left standing in front of the massive red brick building that serves as the Clear Water Institute's main center. You glance around, seeing a shining blue lake that you assume has given the campus its name, a large metal building you assume is a sports hall and two large dormitory buildings. You grima...

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Aztec Art - The Path to Submission Ch. 07

by Sputnik57 on Mar 20, 2018
BDSM

Lloyd had been treated to a gratuitous and well received whipping by Joyce, watched by Patti, Kay, and Maria, who noted the pleasing sign of a boning erection as his wife confirmed her new status as his owner, then was bundled into a walk-in wardrobe at Patti's house, trussed with his head down to await their further pleasure. He was not alone in the wardrob...

Appointment by Card Only Ch. 04

by Sputnik57 on Sep 17, 2017
BDSM

Ruth took great pleasure in sifting through Bruce's things while he knelt naked in silence with the other male pets in the selection room; she made a note of his address from his driving licence before slipping the amended admission card into his wallet, and her interest in him increased when she found a batch of c.v.'s and cheap business cards in his jacket...

Neighbourhood Terror to Sissy Pt. 25

by Fibaro on Oct 5, 2020
Transgender & Crossdressers

Chapter 27 Marcy woke up with a loud groan as her alarm went off loudly and way too early. She really had to drag herself out of bed as she didn't look forward to her day ahead at all, but she couldn't afford to waste much time at all as she still had a busy morning ritual to take care of. It started off bad with the kiss to the dildo, although she had to a...

My "Uncle" Caught Me in Pantyhose! Pt. 06

by JHouston on Sep 16, 2017
Transsexuals & Crossdressers

"You will make a hot little sissy in those heels and dress." said a man's deep voice behind me. I was startled. I was shopping alone in a boutique and adult novelty store near my new rented apartment. I had just moved in two weeks ago to be closer to my new college, and, I was picking out a few sexy outfits for crossdressing fun. I turned around to see a t...

Slave Ch. 02

by slaveheathen on Sep 25, 2017
Fetish

Chapter the Second Just a note: This story contains bisexual sex, fisting, bondage, piss play and more. That's why it's in the fetish section. If this isn't your cup of tea, don't read it. If it is, enjoy! Now, on with the depravity... As I knelt there on the piss soaked blanket in my piss soaked clothes, I tried to gather my wits, not to mention catch my...

Kasey's Confession Ch. 05

by KaseyLegs on Sep 14, 2017
Transsexuals & Crossdressers

My sleep that night was haunted by dreams of men in dark shadows hissing at me and jumping out with monstrous cocks as big as my arm. I woke up in a sweat, leaned over to see it was only four in the morning and tried to go back to sleep. When I finally got out of bed at eight o'clock my mouth was dry and filled with the taste of booze and salt water. I had...