Teacher Threesome Stories

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Orientation
Length
Source
Infinite Scroll

Sex on Screen

by JamesSD on Sep 14, 2017
Reviews & Essays

I love movies. Always have, always will. While my tastes have evolved with time, I've been drawn to eroticism in cinema ever since puberty. Of course, at first it meant watching Showtime or Cinemax at my friend's house late at night, sitting through bad acting for brief glimpses of bare, often silicone enhanced breasts. As I grew older I was able to rent Pla...

It All Started With

by Adanaliyik on Sep 16, 2017
Transsexuals & Crossdressers

It all started when my wife decided to take some cosmetology classes to help with her photography. Because, while most of the women who came to her for boudoir pictures, were fairly competent with their own makeup there were always some whose choices made it almost impossible to get the desired results. Either way too much foundation and mascara, or shades o...

Traci Spencer's First Threesome

by Traci Spencer on Sep 26, 2017
Group Sex

The year was 2006. I was twenty-two years old. I was in a serious relationship with a wonderful man named Mark. Mark was twenty-six. He wasn't the looker, but he was sweet. I was attracted to him. Mark and I had met at work when I was working as a receptionist for a company that helps disabled people find jobs. Mark had worked in the store part of the compan...

The New Teachers Club Ch. 02

by embracelust66 on Sep 13, 2017
Erotic Couplings

NOTE: All characters engaging in sexual activities are 18 years or older. ***** Peri stopped just outside of Isabella Jefferson's office, trying to convince herself that she wasn't in any trouble and that the vice principal had some perfectly innocent reason for wanting to see her. After all, it was only her third day at Hindale Junior Academy and classes...

The Book Club Project

by misterdong on May 19, 2020
MILF

A/N: I just added chapters, that use the score system of CHYOA. I hope everything works as intended. But if you notice something, feel free to contact me. Either in the comments or via DM. Thank you and enjoy the story! Update May 22: I implemented a kind of game clock, that should make it possible to play the story as a game from now on. Obviously, there's...

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Arimneste's Bestiary: Volume I

by sindermann on Sep 4, 2011
Fantasy

Her long, elegant fingers masterfully worked the charcoal as her younger, "stupid" brother played in the corner with blocks and sticks. Arimeste glanced around the room. Her teacher, Plato, was quietly pondering over some ancient clay tablet. "Done." she said, in a slightly arrogant tone. The old man looked up, incredulously studying her...

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High School Futa Ch. 09

by ToSexorNotToSex on Mar 23, 2020
Transgender & Crossdressers

Author Note: All characters are above the age of 18. --- Before she could make a decision about the whole Pornhub deal, Emma had one thing to take care of. A wager she'd lost. It had been a few days since everything kind of converged, and Emma wasn't particularly busy. So, in between making light-hearted fun of some "ugly" pictures Lindsey took of herself...

Nylon Tease: A Front Seat Fucking

by silkstockingslover on Dec 16, 2017
Mature

Summary: Young teacher is seduced by MILF colleague. Note 1: This is a 2017 Holiday Season Contest Story so please vote. Note 2: Thanks to Tex Beethoven, Robert, thor_p, and Wayne for editing. Nylon Tease: A Front Seat Fucking "Can you give me a ride to the city this Friday?" Collette asked. I was barely listening as I had watched her walk into my class...

The Slut Family

by Acorn142 on Jan 27, 2012
Erotic Couplings

Meet the Lutz family. Well, that's their legal name, anyway. Most people who know them refer to them by their nickname: the Slut family. Marsha Lutz is a widow, 42 years old, and the very definition of a MILF. Her husband died almost ten years ago -- probably from exhauation -- leaving her to raise their twin boys and one daughter. Marsha's husband left her...

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Twenty-One More Questions

by silkstockingslover on Jan 1, 2019
Reviews & Essays

Summary: Jasmine responds to the most frequent questions asked by readers. Thanks to: Tex Beethoven, Wayne, and Robert for editing this essay. This isn't really a sequel, although it's a second part, as it addresses questions I didn't answer in 2017's Twenty Questions. 21 More Questions After 2017's 20 Questions, I received many more questions. I have n...