Hole Spanking Stories

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Orientation
Length
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Infinite Scroll

Submission Ch. 12

by Goldeniangel on Sep 26, 2017
BDSM

Alanna didn't have much time to ponder ways to be bad. The very next day, first thing in the morning, her Master tested her boundaries in a way she had never expected. Putting her on her hands and knees on the bed, he had ordered her to be still, and then he began kissing her all the way down her back, his hands running over her breasts, his teeth finally ni...

College Girl's Punishment Ch. 02

by cynthiablaine7 on Sep 16, 2017
Fetish

[This story refers to bodily functions, so those offended by that kind of content should read no further. All characters are over 18.] Barbara was becoming accustomed to her stepmother Glenda's dominance. The college sophomore knew she would be subject to her only slightly older stepmom's need to control for so long as Barbara chose to live at home. Her d...

OTK Bliss

by scarlet_letter87 on Sep 14, 2017
BDSM

I met Dennis online a couple weeks ago; I'm really not sure how one went about all this before the internet. We quickly progressed to texting and dirty pictures, knowing that we wanted to fuck each other. Dennis has a very extensive spanking fetish, which I was very excited about as I've recently rediscovered my love of being spanked. We set a date and time...

Neighbourhood Terror to Sissy Pt. 13

by Fibaro on Oct 7, 2019
Transgender & Crossdressers

Chapter 15 Only 10 minutes had passed since they left from the homeless shelter and they were already pulling up in front of CC's. Mark had had no time to process the humiliation he just experienced yet while he was already getting confronted by a whole new sense of dread creeping up to him. He knew Lisa meant well, but he was also sure she would get corrup...

Ms Meyers

by magic_tantra on Sep 17, 2017
BDSM

My name is Ms Meyers. I am a thirty year old college professor of English Literature. Students have to go through me to graduate which gives me a good opportunity to root out the trouble makers and students worth spending more time with. I am a sexy 5ft. 6in tall brunette with piercing brown eyes, large breasts and shapely legs, which I love to show off to m...

Vince's Devil's Slaves

by MTL17 on Sep 18, 2017
Celebrities & Fan Fiction

Reigning WWE Women's Champion Trish Stratus slowly comes too lifting her head and slowly opening her eyes to find herself looking down at a wooden floor. Still feeling very disoriented for some unknown reason she blinks a couple of times just to make sure she is fully awake. After a few more blinks she accepts that she is fully awake although still very dis...

Miss Johnstone's Lesbian Sissy Slut

by maturesubmale_for_F on Apr 20, 2020
Transgender & Crossdressers

1. Becoming a lesbian sissy slut I was eighteen years old when I became a girl. Or rather: When I was turned into a submissive lesbian sissy slut by my High School teacher, Miss Johnstone. She was an imposing woman, in her late fifties, tall and with short cropped grey hair. She had piercing green eyes and a well-trained body that she kept in shape by regul...

Betting at Pool

by drsalt on Sep 16, 2017
Fetish

We went to the Eagles Club for a drink and some pool. Brandy had driven us there because I had already had a few beers. When we got there drank coffee because she knew I would probably have several more. Chad was tending bar that night and there were only two other people sitting on the stools. We said hello to everybody and Brandy bought some pull-tabs. Ou...

Miss Lane the Strict Teacher

by Hollow_Eyes on Sep 1, 2017
Group Sex

The young girl is bending over with her jeans and yellow panties below her butt and her elbows on the desk while she's looking down at the wooden grain. A loud smack filled the room as she shut her eyes tight from feeling the bare hand slap her bare behind in front of the whole class. The smacks alternated from each cheek and she felt each stinging hit again...

Belinda's Tail

by binacontenda on Sep 26, 2017
BDSM

Belinda had always been one of those girls at the school who could tighten my trousers whenever she was near, so I was pleased to see that she was in my literature class that fall. I don't know if it was pheremones or the sight of her body, but I never tired of imagining her as my lusty little nymph. If she only knew what lewd, shameful things she did with m...