My Headteacher Sucked My Cock Story Stories

358,410 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

The Cold Headteacher

by DeeSobek on Sep 13, 2017
BDSM

Authors comments: This story is based on a fantasy of mine and was my first ever attempt. I've started writing almost 8 years later and dearly wanted to share this. And so it begins.... I am eighteen again, with two long braids in my hair, I look like Pippy Longstocking. Looking down I'm amazed to find myself in my old school uniform. Even eight years on,...

Price of a Cigarette (Sequel)

by DonBrown on Mar 13, 2018
BDSM

The Price of a Cigarette - Follow up to A Chance Meeting Don took Jo to the garden centre, it was time he got some spray for the green fly on his roses, he also had the requirements of several garden canes, thick and thin. It was 3 weeks since they met by accident in the bank and whilst they both still led separate lives they had become inseparable during...

Head Master Takes It Slow

by candywants on Sep 2, 2017
Erotic Couplings

My names Candace, but I prefer to be called Candy. I am 22 years old and have recently qualified as a primary school teacher. I have secured a post for September in a large village primary school in the south of England. As I had completed my training in June the school gave me the opportunity to work the last three weeks of the summer term to get to know th...

An Observed Threesome Pt. 01

by harryflashman1970 on Sep 18, 2017
Group Sex

This is my first story on Literotica. This first part rather sets the scene. Just to confirm: all sexual activity described is between consenting adults of 18 or over. ***** A roaring alarm in Neil Paul's brain told him that it was probably best for him to be leaving the School Alumni Reunion party. He'd foolishly accepted a dance offer from Michelle Dawes...

Back to School?

by LaurelAspen on Oct 5, 2020
BDSM

Safely hidden -- or so she imagined -- behind the gardener's shed in a quiet corner of the school grounds Kerry leisurely exhales the smoke from a surreptitious cigarette. Final exams finished there's no harm in kicking back and relaxing. She's taken great pains to avoid detection, doesn't want to blot her academic record and jeopardise a promised university...

Confrontation Ch. 05

by lannasage on Sep 25, 2017
Interracial Love

Rhea woke up to find two surprising things; she was alone in her bed and someone was in her kitchen preparing...pancakes. She sat up slowly, she had half-expected Mitch to come in here sometime in the middle of the night and sneak into her bed, now she wasn't sure if she was glad or disappointed that he had proved her wrong. She rubbed her arms to relieve t...

Adult Education

by tigerlilyxxxxx on Sep 14, 2017
Erotic Couplings

Kelly watched his fingers flying over the piano keys as the children in the assembly hall sang God's praises. Her thoughts were far from holy as she pictured those broad hands with their long fingers playing over her body with passion to equal his playing. Mark was a new teacher to the school and immediately she had been struck by his blue eyes as they were...

School Disco Sex

by CaseyMathis on Aug 7, 2019
Erotic Couplings

** This story follows on from 'Teachers Have Fun Away From Home'- but can be read as a stand alone story. ** "Are you staying for the disco tomorrow Em?" Jon asked innocently, as a group of staff sat around the table in the staff room at breaktime. Emma sipped her coffee and nodded, "Yeah, I was thinking about it. You?" "Yeah, the infants one. I probably...

Tybalt and Juliet Ch. 04

by SpindleTop on Aug 21, 2019
First Time

=Author's Notes: All characters are at least 18 years old, except where stated otherwise. Jake, Amy and their schoolmates are starting their A level exams, before they go on to university in September or October. Thanks for reading and please do leave feedback. ****** My heart sank a little as I pulled into Amy's driveway on Thursday morning. Her mother...

Life as Clara Oswald Ch. 02

by zmoorez on Nov 23, 2017
Celebrities & Fan Fiction

Clara had been teaching for about a week, and had just finished an afternoon English class with Year 11. When all the students had left the classroom, Mr. Davis suddenly appeared. He had spoken to Clara yesterday and instructed her to wear thigh-high stockings and a skirt. She had picked the same stockings as she wore when he came to her house, and a tight j...