Severe Sissy Tawse Stories

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Simon Sissy Slave Ch. 03

by Timewarp10 on Jul 30, 2019
BDSM

Mr Berne watched with satisfaction as the sissy paraded in the post room. Sissy walked gracefully in high heels. His ballet training made it easy. He knew how to walk like a woman. He had practiced, and he could walk with a book balanced on his head. It gave him poise, and the high heels gave elegance to his calves. The skirt was short enough to look slutty,...

Joel's Stressful Afternoon

by justincbenedict on Jul 18, 2018
BDSM

"You are, too a crybaby." Yvette smiled as she said this to the perspiring Joel, her ever devoted older boyfriend. They'd just come in from walking home with ice cream cones. "You complain, and whine and wimp out. You're a big sissy." Joel, not yet scenting the danger, protested good naturedly. "I don't think that's true. I do give you your own way a lot,...

By Day, By Night

by rick_oh on Sep 17, 2017
BDSM

This is the story of three females and the contrast between their professional and personal lives. They are employed as institutional discipline administrators at a reform school for males. Sandy and Veronica are experienced mistresses and Kendra is a new punishment mistress. Let's take a look at a typical workday. Part 1. By Day: Sandy Sandy stood nonchal...

Honey's Place

by MountainLord on Sep 19, 2017
BDSM

Master returned home from running errands. Honey had been left at home, she had domestic chores to attend to. Master had given permission for her to watch television, once she had completed them. Master opened the front door, stepped inside, and closed the door behind Him and waited. He waited for 5 minutes - He timed it with His wrist watch. Honey did no...

Letter from Minneapolis

by justincbenedict on Sep 23, 2019
Transgender & Crossdressers

Dear Shoeblossom, I just got permission from Waylon to send you this CD. It's such a shame I couldn't do a video of our experience as well; but these politicians are so sensitive! Best, Mistress Cy. *** "First you take-Waylon, stop pouting. You are so lucky I'm letting you practice with a hot dog. When Bryson is here, if you use teeth, if he feels teeth...

Surrogate Master

by Implacable on Sep 12, 2017
BDSM

Mr Jamieson has arranged for his wife Sylvia to visit Mr Trumble, a professional disciplinarian once a fortnight while he is overseas on an extended business trip. Being a professional, Mr Trumble naturally writes to Mr Jamieson after each visit to report on Sylvia's progress. Below is the report from Mr Trumble after Sylvia's fourth visit. "Dear Mr Jamieso...

The Party's Ripe for Caning Ch. 05

by lesliejones on Sep 19, 2017
Fetish

This is a series of stories about the impact of the new female teachers at the traditional school for boys 18 and over, Hamilton Hall, dedicated to preparing them for college but insistent on retaining corporal punishment. The school first hired Linda Crawford and now has both enrolled girls over 18 and brought on two more female teachers. There is some refe...

Lucky Day

by Polthus on Sep 16, 2017
BDSM

I'd spent over an hour on the living room floor being beaten, humiliated, fucked – then beaten again. Twelve strokes into the second thrashing, her phone rang. After delivering lucky thirteen, she checked the caller ID. Grumbling, she dropped the sweat-slick tawse on the couch, then snatched the phone from the end table. Moments later, she was engaged in con...

A Visit to the Headmistress

by adoration on Sep 14, 2017
BDSM

I was 25 and randy, but I was also curious. Well, they say curiosity killed the cat, but in my case curiosity got me the cat. I'd better explain. It was about five years ago and I was just coming off a torrid affair with a lovely colleague, who had dumped me for a much older man, the bastard! The older man, not the lovely colleague. Sandra said that while...

Chloe's Sex Lessons Ch. 11

by Bodington on Sep 15, 2017
Novels and Novellas

As the school year was coming to an end, Chloe was satisfied with her accomplishments. Barring an unlikely brain meltdown at the term ending exams she was going to pass her first year at the University of Minnesota with a 4.0 GPA. She was also pleased with her tutoring skill. She had been recruited by her academic advisor to help Dexter Randall Hamilton, the...