Having Gay Sewx With My Teacher Stories

370,606 results
Orientation
Length
Source
Infinite Scroll

And His Eyes Be as Blue as the Sea Ch. 04

by endthedream on Sep 1, 2017
First Time

(This epilogue is dedicated to Tracy, with deepest thanks) "Come back to me, girl. I didn't mean to hurt you, But I know I did. I didn't mean to, Yes, I wish you would forgive Me, And put me out of my misery, Girl. Take my hand, girl, It's lonely and sad in my heart, Cause you're no longer there, And I stare at the wall, Bring back your love, girl. I can't...

Confessions of a Teacher Ch. 01

by finnjones on Sep 25, 2017
Exhibitionist & Voyeur

There are some mornings when I wake up and feel a deep ache in my lower back. Then there are some mornings when it feels like my groin is endowed with fury. I wish I could pick and choose between the two (always choosing the latter) but at my ripe age, I suppose it's something I have to begrudgingly accept. But I can't complain. My life, so far, has been bla...

Norse Myth Models

by TimothyM on Sep 12, 2017
Anal

Though there're gay characters involved in this story, all the sex is heterosexual. Just thought I'd mention it, so those of you who know my usual stories won't be disappointed or scared off. Contrary to my two previous contest stories this Nude Day entry is a complete story, no sequels needed. Hope you enjoy it and comments or feedback are appreciated. *...

Smithfield Academy Ch. 01

by Tazz27 on Feb 1, 2018
Transsexuals & Crossdressers

Principal Edwards laid his glasses on his desk as he sighed heavily, an all too familiar issue had occurred again. He peered across his desk at the young man before him as he shook his head, his disappointment was overly apparent. Smithfield Academy had little tolerance for bullying and zero tolerance for any bullying related to race or sex. The middle-aged...

I Love Men to wear my Satin Panties Pt. 01

by Manndee on Apr 25, 2018
Transsexuals & Crossdressers

I was a quiet unassuming lad from the East end of London; I was 22 years old when I left home, it followed a number of pure flukes that all happened back to back, because of this I had had an amazing start to my life in my first job as a City trader. Unfortunately, things at home with my girlfriend were getting difficult after me losing my job. It was now 4...

Flashbacks Pt. 01

by fraubleucher on Sep 14, 2017
Transsexuals & Crossdressers

The huge dick swayed right onto my lips, so close that the cut mushroom head was slightly blurred. It stuck straight away from my face, with the shaved large balls rolling proudly in their sack well over eight inches away. And it was huge; round and perfect with a beautiful straight bottom and two large, glistening veins pulsing out of the organ. I was on my...

How to Write Romance

by MarshAlien on Sep 1, 2017
How To

My name is Marsh Alien, and I am a Romance writer, and I have a problem. "Hello, Marsh Alien." Yeah, yeah. Anyway, in "How to Break the Literotica Toplist, an entry in Literotica's How-To Contest, Tink4Fairy debuted with a work describing the best ways to reach the top-rated lists in each of the site's categories. The Romance category included the followi...

Breaking Butt

by JakeSnakeCakes on Apr 22, 2025

Walter stared at the stain on the doctor's jacket. It was an off white colour. Could it really be? The doctor spoke in a matter-of-fact tone. Walter zoned out, listening to the buzzing of the lights. What was he going to do? "Mr. White?" "Yes." Walter said. His face drained of joy. "Lung cancer. Inoperable." "I'm sorry. I j...

Open in Reader

Naughty School Girl Ch. 03

by Maddisyn on Aug 27, 2019
Erotic Couplings

Natalie's in trouble again! A coincidence introduced Natalie to the Practice and a new doctor in her first story. She sought assistance for her concerns about a long-held intimate secret effecting her teaching career and personal relationships. Doctor Love's sexual therapy was too tempting for the young teacher, fulfilling her favourite fantasies in her s...

Teacher Transformation

by Writer2000 on Dec 23, 2017
BDSM

Nasty Teacher, naughty girls Mr Smith really was an unfair teacher. He let the boys get away with murder, but he was extremely strict with the girls. He would punish the girls at every opportunity for the slightest misdemeanour, giving them detentions and extra homework. As well, he was in the habit of putting girls down whenever he could, making sly ambigu...