School Academy Caning Stories

107,851 results
Orientation
Length
Source
Infinite Scroll

The Scarface I Hated Pt. 06

by Trambak on Aug 7, 2018
Romance

Chapter-21 Our evening passed doing what was destined for the night. Two humans had become one as ordained from the prehistoric times by the act of love transcending times. From caves to homes; from Pithecanthropus to the Neanderthals to the Homo sapiens, the passion remained unchanged. Imran was insatiable. For a comical moment, it appeared to me that the...

Fetish Island Ch. 01

by Troughton1963 on Jul 11, 2018
Fetish

A Big thanks to Tigerssman for help with this story. All sex in the story is done by people of the age of 18 or older, even the high school sex. ***** Joe was late getting on campus. He and his brother both got free rides for football; both had super strength and speed. 'Coach' decided to put both players on the defensive line instead of a fullback. Their...

Nerds in Love

by mdiver on Jul 2, 2018
Erotic Couplings

Claire Morgan pulled into the parking lot and stared at the building. It was a large structure of steel and blue tinted glass. She was several minutes early and wanted to calm her nerves before starting her first day in the building in front of her with the letters IBM prominently displayed at the top. She closed her eyes and reflected on the events in her l...

TCCS Pt. 02 Ch. 10: Hot Librarian Sent to the Principal

by Stormbringer on Nov 9, 2017
Interracial Love

Based upon comics by The Pit and Stormbringer. Principal Long and the two janitors first appeared in the "Two Hot Blondes Hunt for Big Black Cocks" comic. The Coxville Curse Part 2: Chapter 10: One Hot Librarian Gets Sent to the Principal's Office. ********** October 13, 2009: Tuesday ********** "Oh fuck! Oh my god! Fuck! Fuck!" Candy removed her h...

DIY Teens Ch. 02

by Mag58 on Sep 19, 2017
Toys & Masturbation

As I said in part 1 of this story, since first discovering how much fun masturbating could be I had been feverishly doing it three or four times a day; experimenting with different positions in my bedroom and inserting different objects as well as my fingers into my furry twinkle. I still had a crush on Gary; the boy from the other school but we went weeks...

The Dugout

by michchick98 on Sep 13, 2017
Erotic Couplings

Author's Note: This is my second entry into the 2010 Literotica Summer Lovin' contest. I dedicate this story to the memory of my father. Baseball was always his favorite sport, and the Detroit Tigers were his favorite team. They were his one true love, win or lose. I can remember many nights last summer, and even early in the season this year, before he pass...

French Teacher Nylon Tease Ch. 02

by fanofpantyhose on Sep 18, 2017
Fetish

(Note: All characters in this story are 18 years of age or older.) On the evening of my sexual encounter with my students Andrew and Jim, who took away my virginity in such an enjoyable way, I took a shower, and then shaved my shapely legs, so they would be ready for me wearing a pair of very sheer pantyhose on the next day. I was still so exhilarated fro...

The Fruits of Indifference Ch. 1

by Stardog Champion on Sep 14, 2017
Mature

With the snakish grin of a man completely unburdened by his sins, Kevin Ralston calmly walked out of the seedy Western Pennsylvania motel room that he had just spent the day. A gruff and stony hint of satisfaction shimmered in his heartless blue eyes as he descended the rusty stairs and walked through the late afternoon dusk towards his car, hidden around th...

My Sexual Adventures Ch. 01

by CAPT-CockAssPussyTit on Sep 12, 2017
First Time

Ch. 01: My Stalker Cum Flasher I am not a writer, so please pardon me for any mistakes or for my style of writing. It was a long story as I had described it in a slow and detailed manner. Some of the events might seem ridiculous and stupid of me to do it but in real life, it was not impossible for it to happen that way. Thank you. ~~~~~~~~~~~~~~~~~~~~~~~~~...

Reparation

by TalyisBagley on Sep 16, 2017
Interracial Love

Edited by Kumani * Reparation (re-pə-rā-shən) n.: replenishment of a previously inflicted loss by the perpetrator to the victim through amendments, apology or giving satisfaction * The bells rang over the murmuring of people around her who took a collective sigh. The captain announced that he was beginning his descent. She admonished herself for being ne...