Anal Caning Stories

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The Caring Headmaster...

by JOHNKEY2222 on Mar 13, 2018
BDSM

"Oh Alan, this stuffy old school gives me the creeps." said Dorothy to her handsome Husband, the new school master of the dreaded upper sixth. Alan agreed with his beautiful young Wife, "it is a bit old fashioned Dorothy, rigidly maintaining the 'traditional' school values, as everyone keeps endlessly repeating." They were alone now in the school master's...

The Mistress of Holt House Ch. 05

by Sputnik57 on Sep 14, 2017
BDSM

The cab arrived at a large detached three story Georgian property surrounded by a high wall. The house was set back about 25 yards from the street and the garden was laid to lawn and neatly cut, though no flower beds; just a few box hedges symmetrically placed and trimmed square. The path cut straight to the huge black front door. As he closed the gate behi...

Jan Joins the Family Ch. 03

by susangreenway on Jul 10, 2019
Fetish

[This story features play with bodily functions of all kinds as well as some spanking and other fetishistic play. You will likely enjoy it more if you read the first two chapters before you start this one. If any of that bothers you, please read no further. All characters are 18 or over.] Jan had settled into life with Steve and his daughter Kate. She'd kno...

Standing on the L from Bushwick

by thomstevens on Dec 10, 2018
BDSM

There were seats on the midday L train from Bushwick back to Manhattan, but I decided to stand. I had just been caned for the first time by a very lovely and sweet, yet highly sadistic Domme and my ass radiated heat and pain. The thought of sitting was not in the least appealing. Even just standing hurt, and walking was worse, as I was reminded when I got of...

The Foundation Ch. 23

by FP37 on Sep 12, 2017
BDSM

The Foundation 23 Kissing Cousins Pamela Clayton opened the cell door and peered into the darkness, hearing the Razanov Sisters before she saw them. The sound of both women eagerly licking the vagina of their cousin echoed from the white tiles on the wall as a flickering light finally burst into life to cast a sickly glow over the two women dangling in th...

Cunt Caning Carnival Ch. 02

by AlphaBeatHer on Sep 12, 2017
BDSM

Henry's head was swirling from a mixture of champagne and the heady delights of cumming twice into Sheila's throat with Serva's tongue up his ass. Tom called to him to throw the dice for Richard. Taking the dice from Tom, Henry threw them onto his side table. A four and a three. Richard looked a little disappointed as Tom called out. "Seven minutes." He wa...

Renee's Auction as a Pain Slut

by soppingwetpanties on Dec 26, 2017
BDSM

Warning: This story contains graphic scenes depicting nonconsensual sex and pain, including caning. This installment completes the trilogy of stories. If you want additional background on Renee, please read Renee's Seduction and Submission (Book One) followed by Renee's Seduction and Submission. Dedicated to sue -- you wanted to make sure I got it right. h...

Assessment by Archana

by cyrusbharucha on Jul 13, 2020
BDSM

Tarekh was always very nervous when he reported to Miss Archana for his college tuition. A caning was inevitable. After all, that's why he went. But he had no reason to be any more nervous as he pressed the doorbell this time, apart from that the strange craving inside him seemed stronger than usual. Little was he to know that Miss Archana was also in an unu...

A Young Stepmother Takes Charge

by lesliejones on Sep 25, 2017
Fetish

For Kathy -- Still new to the cane but not discipline 1 Yvonne was desperately happy now that she had married Dennis. True, Dennis was somewhat older, in his 50s, but he was really a man who did not let age dim his wonderful sense of humor and all-around desirability. He was so much fun to be with everywhere and that included the bedroom where Yvonne was m...

Irma's New Toy Pt. 03

by Sputnik57 on Sep 15, 2017
BDSM

Drake now felt the true consequences of what he'd let himself in for, his anus tingling with a fear he'd not anticipated while it clenched at the plug, a fear which aroused his deep submission in supreme fashion as he was led on all fours to be humiliated before women he'd never met. Irma's superb globular cheeks bustled in the creaking black leather skirt w...