School Caning Stories

106,204 results
Orientation
Length
Source
Infinite Scroll

Teacher's Day Off at the Beach

by Friskee_cpl on Sep 14, 2017
Group Sex

Sometimes you just need to take a break. It has been four weeks since school has gone back and when I woke up this morning to a glorious sunrise over Port Stephens I decided it was time to have a sickie. I called in at about 7.30 and faxed my lesson plans at 8.30. By then the sun was blasting into my lounge room window and I knew that it would be another hot...

Some Comfort Here Ch. 02

by LoneGirl on Sep 14, 2017
Romance

Brandon woke up the next morning to his legs being pulled rather hard. He groaned, dug his face out of the pillow, and looked down at his feet to find Ben trying to drag him out of bed. Benedict Malcolm Thomas Barrett. The prankster. One of his oldest friends. "Wake up, sleepyhead," he said, wrapping his fists around his ankles and using all his force to d...

Getting Some Helping Hands Inside

by Cumfusion on Sep 14, 2017
Anal

[This is a sequel to 'Cream Buns after the Party'] It had been scary towards the end of the party as I knew, if any of the hotel staff had walked in, I would have been instantly dismissed in disgrace. That's kind of not what you need in your first job after college. I had been asked to be bar tender in one of the hotel function rooms. I didn't know it wa...

A Hot Day in December

by gunhilltrain on Jul 25, 2018
Toys & Masturbation

This story was edited in August, 2020, to make certain plot points more plausible. Paul met Michelle first, and she is suspicious about his other girlfriend Andrea (who is described but not seen here) but she can't verify what is going on. The characters in this story will be in different situations six months later, and they will be even more changed in tw...

Cottage 69 Ch. 04

by Wayne_Richardson on Oct 9, 2018
Erotic Couplings

This story is entirely fictitious; enjoy. -------------------------------- Many students witnessed the melee that Friday lunch-time at Cedar Hill high school. 'What was it about; what started it,' they wondered. Well, Richard (Dick) Quinn had stated that he needed someone to help with the mowing the next day. Richard had previous mowed the lawns of his un...

Class Reunion

by haremgirl on Sep 13, 2017
Erotic Couplings

Note to readers: This is a little different than my usual stuff. Please let me know what you think. This was definitely inspired by my high school English teacher. Too bad we never had a class reunion though... Terri Simmons studied the covers of the two romance novels she held, totally oblivious to what was going on around her in the bookstore. She frowned...

The Bet

by Mike Franklin on Sep 13, 2017
Erotic Couplings

I think that in everyone's life, no matter how much or little sexual experience one may have, there is always going to be that girl that you wanted so bad and never got. That girl that haunts you the rest of your life, the one that you fantasize about more than any other. You may have been good friends, or may have never even said as much as 'hello' to her –...

Dave's Perfect Housemaid

by Egmont Grigor on Sep 14, 2017
Erotic Couplings

GUY WANTS HOUSEMAID A guy who has lost his interest in sex after two marriages (four children but all taken into legal custody by their moms) who miraculously has retained a fine home and great SUV would like the company of a woman around his age (40) willing to sleep with him but not required for sex. Must cook, clean, do the laundry and mow the lawns whil...

His Metamorphosis into a Woman

by spellofasiren on Sep 14, 2017
Transsexuals & Crossdressers

Author's notes: This story jumps the shark a bit and makes reference to technology that is more fantasy than science fiction in nature. A word of warning... a bit of gender bending is involved. This was based in part off from a dream I had. It is unlikely that a sequel will be in the works. This was kind of a one-time thing... nothing more. **************...

Toys for Toots Ch. 01

by Stultus on Sep 16, 2017
Toys & Masturbation

Copyright© 2008, 2012 by Stultus Synopsis: Larry and "Toots" love each other but have been kept tragically apart. Fate (and a large collection of sex toys) brings them back together, but will it be for forever this time? This is one of my typical odd-ball romances but has a bit more sex than is usual for me, starting in the 2nd chapter. See the codes for th...