Schoolboy Caning Stories Stories

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Mother Knows Best Ch. 01

by Sputnik57 on Sep 12, 2017
BDSM

Once again he had arrived at mother-in-law's house; the sneering 60 year old woman, plump and still very attractive, assertive and supremely confident, laughed as she accepted the key to his cock cage from her equally dominant daughter, who left with her lover for Vegas for a week. Rex's cock stirred in its tight confinement as it always did when he was lef...

Addie's Bad Day

by justincbenedict on Jul 31, 2019
BDSM

Adonna was so furious. This was unimaginable. How could Zipser do this to her? Smirking above Adonna was Selbi, her twin sister. Adonna and Selbi had always been terribly competitive, over grades, boys, and careers. Adonna was a famous biochemist now, and Selbi had taken over their father's chain of luxury resorts. This had caused Adonna to intimate to S...

Joyce Ch. 01

by Jamesey on Sep 17, 2017
BDSM

Joyce Ch. 01: The Choice Looking back from the vantage point of three score years and ten, one sees many scenarios where an alternative choice of action could have sent events in a completely different direction – maybe for the better and maybe not. I have often thought of what might have happened had I elected to be bolder at certain times. Forty years a...

Always On The Bare

by AnnieBeeBooks on Sep 17, 2017
BDSM

As soon as she mentioned the name of the house, Thomas was transported back fifteen years to his school days, and he felt a shudder of fear run down his spine. As a schoolboy, Thomas and his friend, Dan, used to pass "Wood End House" on their way to and from school. It was a large, detached and quite sinister looking, red brick Victorian house set in its own...

David Gets an Introduction to Kink

by Slowandeasy47 on Sep 17, 2017
BDSM

I suppose I have always been interested in spanking, the thought of tight white cotton briefs stretched over a beautifully formed female bottom was every schoolboy's fantasy. Administering a gentle spanking and, perhaps, pulling the panties down over the fleshy rump and smacking the bare buttocks was frequently one of mine and it usually ended in a lovely ju...

Back To School

by Lion24655 on Sep 17, 2017
BDSM

It felt a bit strange walking into a school after all these years - and I was only going to deliver a parcel from our company! It was strange - all those feelings of teachers telling you what to do, the smell of school desks - all the memories came sweeping back. I was in my thirties, and here I was feeling more and more like a nine year old - a particularly...

Grudge

by double_entendre on Sep 17, 2017
Non-Erotic

Hello everyone. I am sorry that it has been so long since my last posting. This story is quite a bit different than some of my previous work. For those of you that liked my romantic happy ending tales, I am sorry to say that this is not one of them. I hope that you will enjoy it anyway, and please don't forget to vote. I would personally like to thank my edi...

Bird of Prey Ch. 06

by Sputnik57 on Sep 11, 2017
BDSM

Angela was nicely aroused as she took great pleasure at ordering the new maid about the store premises. The two younger assistants also took great pleasure in chiding the maid at every opportunity; neither of the two younger girls was quite sure just why it gave their pussies such a buzz, but they found they enjoyed it more and more, particularly Melanie, to...

Earning those stripes

by JOHNKEY2222 on Jan 6, 2020
Loving Wives

I just found out old Bill Brown is mad about my sexy young wife Brianna. Well that's what she's telling me and she has my swollen manhood nestled in her soft warm hand, as she slowly strokes it. So it's just a lovely little tease but it's making my todger tingle like crazy. It's a good tale too, Bill Brown is a handsome older man, think of Christopher Lee i...

Deadlier than the Male

by Leedslad on Sep 17, 2017
BDSM

The Female is Deadlier than the Male Joe was just that, an average sort of Joe. No pretensions, hard working, not given much to thinking, and when he did think, it was mostly with what was in his trousers rather than what was between his ears. He woke up that morning feeling randy. But then he usually did. Patti was unresponsive. "Oh, come on Joe, not now...