Teen Sissy Stories

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Mistress Chantel, Tranny Dominatrix Ch. 02

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Two: A Day in the Life of Tranny Dominatrix Chantel Waking up into another morning where this transvestite dominatrix gets to dress up and enjoy her life of toying with sub men and sissies/crossdressers. Working hard to get my femme look down over the last couple of years prior to operating this Dominatrix business, I enter my very lady-like powder...

Futanari Academy Ch. 14

by TheOrcKing on Jun 10, 2019
Transgender & Crossdressers

(All characters participating in sexual activity are age 18 or over.) This chapter is a repost, it has been edited and has undergone very minor rewrites for style and flow. Nothing in the story has been changed. Halloween Special, 2018 Danielle walked up the steps to her friend Maddie's house, still wearing her Westbrook school uniform which now consisted...

Sissy Prince: Origin Ch. 02

by SatinSlip on Feb 6, 2018
Fetish

Editor's note: this story contains scenes of incest or incest content. ***** "I'm sorry about this." Jentif whispers in the Elf's ear. Larallin gives a slight nod. The big red woman was actually quite nice, and the wife of his new friend Oliver. But, like the rest of the slaves, she would do anything their monstrous master ordered. The ginger, Elf man...

Goddess Monica's Beta Bitches h. 01

by DonGarciaWallaceIII on Sep 12, 2017
BDSM

Meeting Gustavo Monica Garza's austere, coprolite-like walls, covered with aquarelles of men in tutus and women's swimwear, are sound-proof, and Gustavo must intuit or presume this since, once inside, his voice climbs in pitch in a way it wouldn't in any other of her condo's rooms. In the little kitchen, for instance, he nearly whispered. The tutu- and wome...

An Invitation

by Divadaze on Sep 16, 2017
Transsexuals & Crossdressers

"Oh come on,Sarah. There has to be a way." An innocuous enough statement, but that's how it all started. I'd just received an invite to Cressida's annual Christmas party which, maybe not on the Hollywood A list, was within the cognoscenti an occasion not to be missed. The soirees of this director and major shareholder of a left leaning and decidedly outré...

The Homosexual Sissy Wife

by jakladd on Sep 14, 2017
Transsexuals & Crossdressers

I love being the one for you, the one waiting at home for you while you are at work. The house is immaculate. My time at home is spent making everything perfect, especially me, your gay sissy wife. Gay does not aptly describe the level of homosexual submission I have towards you. Being femme and sexy for you is my constant quest. I spend hours at our home gy...

The Girl Rules

by LesbianLily on Jul 28, 2019
Transsexual

Ever since you came out to your mom as transgender, she had always been very supportive. She even agreed to send you to a new school where nobody would know you. However, after you finished transitioning she began to treat you differently. "Are you wearing makeup?" your mom asked one morning as you were about to walk out the door. "No," y...

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Crystal: A Sissy Set Free Pt. 03

by InSpectrum on Sep 16, 2017
Transsexuals & Crossdressers

This is a direct continuation from Parts 1 and 2. You should probably read those first, if you haven't already. ***** Before he could think Ryan was gone, Crystal shut the toilet seat re-locked the door and sat down feeling a jolt from his plug, He suddenly felt very uncomfortable, his feet ached from dancing in ridiculous heels, his corset was way too ti...

A First Time at the OBGYN

by sissypt on Oct 19, 2020
Transgender & Crossdressers

I had been feeling under the weather but since everything had started getting into the doctors office was not an easy task. I had been staying at a friends house since i got kicked out of my mom and step dads for not "following the rules" there was more to it but that's for another time... Having had a sore throat sucked and with all the covid scare my fri...

Futa Apocalypse

by GateKeeper_A on Jun 17, 2014
Transsexual

At first, it was just rumors, a friend of a friend that heard of a guy that was infected. But the rumors persisted, and then the first recordings started appearing on the internet. Even though scientists had a name for it, the public quickly came to know the infection as the 'Futa Virus.' Within a few weeks, governments all around the world had declared mart...

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