Teen Sissy Stories

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Das Leben als süßer Sissy Sklave

by Captain Simpel on Oct 30, 2020
Miscellaneous

Justus war ein durchschnittlicher Junge mit etwas längeren schwarzen Harren, der gerade zu übers Wochenende zu Marie wollte. Die beiden waren schon seit der fünften beste Freunde und unzertrennlich. Etwas beneidete er sie für den Reichtum ihrer Eltern, die ihr mit 18 ein Leben in einer eigenen Wohnung ermöglichten, obwohl sie im Moment nie viel verdiente. Al...

Big Black Cock: A Sissy Surprise

by silkstockingslover on Feb 13, 2018
Illustrated

Summary: A wife joins her husband as a slut for a teen BBC. Note: This is a 2018 Valentine's Day story so please vote. Note 2: Thanks to Tex Beethoven, thor_p, Robert and Wayne for editing this story. WARNING: If you hate gay stories, interracial submission, sissification (not a word I know) or cuckolding please don't read. If you do like those themes.....

Town of Hidden Desires

by Birbfinchy on Oct 27, 2020
Fetish

A U-Haul van pulls up outside a beautiful blue house in the suburbs of Setgow. Skylar, just turned 18, steps out of the van and relishes the cool breeze on his face as he stretches' his thin legs after being trapped in the car for the past 4 hours, the wind pushes his neck-length dirty blonde hair past his bright blue eyes which he gently brushes aside back...

Cyber Sissy Ch. 05

by missvicky53 on Sep 25, 2017
Fetish

A fantasy by Miss Vicky Part 5 (The Last One) The rest of the evening passed with the two of us cuddling on the couch, each with a glass of wine. Megan had changed into a black floor length nightgown with a lace inset running diagonally across the front. This meant that with each movement of her body, I would catch a glimpse of various parts of her body. T...

Teen Goes To Swinger Party Ch. 02

by Southernstud97 on Sep 1, 2017
Group Sex

I head back to the main room and decide to look around for a while. After looking around for a couple minutes, I turn to see two white BBW's approaching. They are about 5"8 and 5"5, with big tits and fat asses. The redhead introduces herself as Ashley and the brunette introduces herself as Carly. We start talking, they tell me how they always love breaking i...

Bukakke Sissy/Angel

by hyperpress on Sep 14, 2017
Fetish

He's wearing his favorite outfit. A nylon/spandex blended thong that encased his fullness, shaved and smooth in a delightful caress. A bustier girdle with four straps (he wanted six but the cost was exponentially increased for those two extra straps), and wolford thigh high stockings, his legs and bottom were completely shaved...he was delighted with how fem...

Sissy Plays the Game of Thrones

by SissyKelly on Dec 1, 2017
Celebrities & Fan Fiction

Kelly Waters, fucking Waters I thought to myself as I shook my head. I think the worst part of being a bastard is knowing you could choose any last name, but having it dictated still by birth. I knew not who my parents were, in fact I only knew I was Kelly Waters thanks to the man who raised me, Lord Petyr Baelish. I was born in his house, his whore house,...

The Babysitter Takes Over Ch. 02

by sissysherry2 on Mar 20, 2018
BDSM

Chapter 2: The party "Ok bitch, I'm going to invite my friends over tonight for a party. I'm going to text them an invite and I want you to do it. Now go over there and start talking. And you better make it good or I'll post the pictures on my Facebook page." I went over to the corner and started talking while Teri got her phone out again and pointed it at...

Sissy Secret Exposed Ch. 01

by LtBroccoli on Jun 5, 2018
Loving Wives

Leaning across the bed to kiss her husband goodbye, Amy noticed her own naughty scent still clinging to his chin. "How lazy," she thought, "I really need to teach Mike how to clean up after sex." Fortunately for him, there was no time for admonishment this morning. She had a big meeting with the CEO in less than an hour and a crucial dinner with clients toni...

Teen Cocktease Babysitter

by CharlotteUnicorn on Jan 22, 2020
Fetish

What a day! Project meetings all day long, from 9am to 9pm, with really intense demo testing, barely half an hour for lunch, and I was on point for the whole day as the lead system analyst. I was sooo tired when I got home. Opening the door, I hoped my kids were asleep and there would be no crises to deal with. I couldn't hear a sound. Yay! April had co...