Anal Punishment Stories

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Budget Correction

by bondanon on Sep 17, 2017
BDSM

In 2015 the US economy is still in sorry shape, as the far east surges ahead. Prisons are overcrowded, and budgets overextended. The large number of prison deaths, even among those incarcerated for minor infractions, has aroused increased concern. To help balance budgets, heavy fines for even minor infractions are common, but many people, especially petty cr...

Training Day

by Kovic on Jan 15, 2018
BDSM

Oliver came home one day, from a challenging time working as a psychologist, a long day, with his head aching and his body almost folding in on itself. He wanted nothing more than his STUNNING, 5’ 7” blonde wife Sarah to cook him up some of her famously tasty food, and maybe, if he was lucky, the two of them would have a treat of some sexy times later. On hi...

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Obliged to Please

by FrankHarris1 on Sep 17, 2017
BDSM

Philip stood naked in the shadowy, arched hallway as he tapped at the guest room door. The cool evening breeze brushed his bare skin, causing his nipples to stiffen. His buttocks bore the marks of a recent punishment. Whipping and canings descended on the slaves frequently, and often there was no memory of any misdeeds to provoke them. That afternoon he had...

Cathy and I Get Caught

by RiteofSpring on Sep 15, 2017
Anal

It all began with an innocent drink. Cathy and I teach together at a local school. I confess I liked her ass as she swayed down the hall on the way to class. She's short, a bit dumpy really, with short brown hair streaked with blonde, but I loved that ass. I really wanted to see the other side of that ass, her brown cunt between her thick thighs. One day,...

The Garden Club Ch. 04

by MsMarg on Sep 17, 2017
BDSM

I wake up, I stretch, I see it laying on my night stand. I run my hand over its rough hide. Warren's log, and I am giving it to him today. I dress quickly. I hope Izzy is in the kitchen. I have never been this excited about a log. Most of the logs are standard issue except for the name and the actual design. Most of my young men have never made it inside th...

Sissy Lesbian Rita Meets Lisa

by maturesubmale_for_F on Apr 22, 2020
Transgender & Crossdressers

Dear readers, This is a continuation of my two already published stories: 'Miss Johnstone's Lesbian Sissy Slut' and 'Further Training as Sissy Lesbian'. I sincerely recommend reading these stories first as it provides background for this one. My stories have been well received and I would like to thank you all for the positive response! Enjoy and please ta...

Princesses Plug Training

by Michele3790 on Sep 25, 2017
BDSM

Coming home after seeing the ballet that night, I noticed my black medium jelly plug on our night stand along with my leash for the 3rd time this week. Seeing this, my mind begins to wonder off in thought for a few moments... Master has been using our plug more often at nights since moving in with him. Master knowing this keeps me up a majority of the nigh...

A Very Shameful Punishment Ch. 15

by lesliejones on Oct 3, 2018
Fetish

This story features bodily functions, including scat play, so those offended by this should read no further. There is also a good deal of corporal punishment. All characters are well over 18. ***** Eleanor was amazed at how wonderful both her disciplining by Annette felt and her subsequent intercourse with the visiting Senior Correctional Officer. She had...

My Slave is Swapped Ch. 01

by Princetta on Sep 14, 2017
BDSM

The crop was laid aside after I had administered it the tenth time. It hadn’t been a harsh whipping, but your arse was red and pleasing to my eye, and I hadn’t broken the skin. I ran my fingers lightly over it, and saw you flinch, but you didn’t moan or say a word. I went to the cupboard and got out some soothing ointment, and from here I could see your face...

Under Her Complete Control Pt. 02

by Nonoeb on Oct 8, 2019
BDSM

I began to think about what she had just said. "First hogtie? Punishment?" I wasn't sure what it was that she had in mind, but something told me that it would be a reminder not to disobey for the rest of the week. When she mentioned my dirty socks, I knew she meant that I would soon find myself gagged with them. My mind began racing about some of what she ha...