Sissy Teacher Stories

30,749 results
Orientation
Length
Source
Infinite Scroll

EDP

by LiteraryLover on May 13, 2019
Fetish

I woke up in a daze and found myself in my school's nurse's office. The last thing I remember was feeling dizzy in the middle of class and then it was just a blur. "Ah, you're finally up. That's good." The elderly nurse, Mrs. Johnson said with the bedside manner of a crocodile, or just an old lady tired of kids faking sick to get out of tests reall...

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The Devil's Mystery Box

by bbcummings on Jan 30, 2019
Fantasy

Author's note: My idea is for the stories to mostly be 3rd person. However, this section basically has to be second person, so bear with me. *** The box you found was peculiar. Usually, a box didn't come with strange markings. It wasn't made out of exotic materials that seemed to defy normal physical behavior. Boxes were usually cardboard or wood. They held...

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Sea-level

by tkoberon on May 13, 2020
Erotic Couplings

They were sitting at a café facing the ocean, the breeze blowing in their faces. She rubbed his thigh suggestively and looked deep into his eyes. Since she first met him at her friend's house three months before, she could not get him off her mind. Tall, dark, bespectacled, he exuded sexual energy. Though the two women had been best friends since their days...

Mina and Dr Goodlove

by PrimalGuy on May 12, 2020
Fetish

* He knows what you crave * Dr. Goodlove is a male escort. A Lover Supreme: Confidant. Father Confessor. Teacher. Liberator. Simply put, he gives women the sex they crave. He knows their every dream and desire; craving and compulsion; urge and obsession; and fantasy and fetish. They experience each one to heights of pleasure they had only imagined were po...

Laura, Her Sister, and Friends Ch. 02

by johnnydrama on Sep 26, 2017
Group Sex

Everyone was a little wiped from the morning activities so Michelle suggested we go out back to take a dip in the pool. The girls put their bras and panties back on, except for Michelle who went topless cause apparently, she just didn't give a fuck. I was lying on the chaise lounge in my wet boxers watching Meghan pose on the diving board. Her dripping wet...

Teacher in the Woods

by showife on Sep 13, 2017
Exhibitionist & Voyeur

Several years ago, we were visiting 'family' for a week long vacation. They used to live in the country, but urban sprawl was catching up to them and their property was starting to be surrounded by housing developments. To get away a bit of quiet alone time almost everyday Sam and I would go for a walk in the woods near their house. Just behind the pine tr...

School Teacher Gives Lessons Ch. 2

by maverick1 on Sep 12, 2017
Loving Wives

My wife of six years came home that night looking very distracted. Little did she know that I witnessed her whole affair with her student. Kim's figure at 5'4" and 120 pounds never look so good. I watch as her heart shaped ass and C cup tits swaggered past my chair in the den. She seemed that she was still floating on air from the session earlier in the afte...

Pol Science Ch. 01: The Proposal

by NamesOfDreams on Sep 16, 2017
Romance

This is the very first chapter in the supposed to be series. No sex in here, just character and plot development. If you think this has potential...please let me know!! ***** Because days and nights merge together when the mind wanders aimless, even a small change is welcome. It is not the change itself though that brings the much needed flicker of excite...

Maestro Dominates Marie Pt. 01

by AuntClimax on Mar 26, 2019
BDSM

There must be something about 30 degree sun on his ass to inspire Maestro. He made me cum our first morning on vacation with just his fingers. In under 15 minutes. Not that this is unusual, as he is blessed with long slender fingers that play my pussy like a finely tuned violin. And did I mention that he's also ambidextrous? Maestro is my teacher, my guide....

Boxer knocked

by m_captain on Dec 11, 2018
BDSM

I had been the boxing champ of my university for the last 3 years , yet to be beaten. As always i reached the final of University finals without any hiccups. Having a fit & lean body and decent grades made me quite popular in the university. My chemistry teacher Ms Manisha, 27 years old with the perfect figure, tall legs, hot ass and long hair any man's my...