Punishment Haircut Stories

34,773 results
Orientation
Length
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Infinite Scroll

Cheerleader Slave

by Cosmicbeauty1 on Aug 2, 2020
BDSM

Ashley was a beautiful girl with a beautiful body. She is 18 years old, light brown hair, tan skin, and sparkling blue eyes. She is about 5'8 and has bubble butt. She has a shaved pussy and has size D breasts, The perfect look for a cheerleader. She is daring and enjoys the rush of flashing, but her family does not know about her secret naked life. When her...

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Trip to the Beauty Salon

by chiefsissy on Sep 16, 2017
Transsexuals & Crossdressers

I'm a non-passable middle-aged cross dresser who is just beginning to share my secret with the world. Here's one way that I'm starting to do it. Last time I needed a haircut, I went to a beauty salon that's a little off the beaten track in our town. Turns out the staff consisted of two very petite, middle-aged Mexican women. I must have surprised them becaus...

The Visit

by THe_SILVER_BULLET on Sep 19, 2017
Erotic Couplings

This is my first story. Hope you like it, feedback would be appreciated You hear "Shave and haircut two bits." tapped on your front door. You smile and lay back on the bed your arms above your head your legs 2 ft apart and your left leg raised bent at the knee. Wearing nothing but a smile, you know you look hot!!! You see me in the doorway. With a smil...

Birthday Celebration

by Lily_s Lover on Sep 13, 2017
BDSM

After all these years, I was finally going to have Lily to myself on her birthday. I was determined that I was going to make it a great one. You see, Lily had been ignored by her husband for years, and was only now getting used to the idea that a birthday with her man was going to be a day where she was put first. Lily is a very sexual creature, although s...

Christine Takes Charge Ch. 05

by cynthiablaine7 on Sep 17, 2017
Fetish

[Readers of previous chapters will enjoy this story the most because the action is continuous. Those offended by bodily functions, especially relating to menstruation, should read no further. Also, while the chapter focuses mostly on fetishistic behaviors as well as humiliation, there is some caning, and readers need to be prepared for and accepting of that...

Studio 96

by Rodwarrior on Sep 14, 2017
Erotic Couplings

Ryan shut off the engine and checked himself in the mirror, then exited his car for his haircut. Studio 96 was not the kind of name for a place that a guy who wasn't confident in his sexuality would patronize. Most of the clientele were middle aged women trying to look younger. Ryan was eternally grateful that he hadn't let the name put him off. He had disc...

Sweet Gwendoline Ch. 10

by Schlank on Sep 18, 2017
BDSM

I was naked, my legs were spread indecently far apart and my bottom was pushed out towards Doctor Riemen. This would have been quite humiliating all by itself, however Doctor Riemen increased my mortification by spearing my asshole with her fingers and probing deep and mercilessly into my anus. "Now Gwendoline, I am going to ask you some questions," Doctor...

Rhonda Rousey's Repercussions

by TheDarkCloud on Sep 12, 2017
Celebrities & Fan Fiction

Ronda Rousey nervously adjusted the painting in her large hall one more time. It's wasn't squint but it gave her something to do and wasted another five seconds of this time that was passing so slowly. The 29 year old glanced up at her ornate hanging clock (paid for by one of her early UFC victories) and groaned as she saw the second hand hit exactly for eig...

Haircut

by jakenbb on Jan 1, 2019
Erotic Couplings

It was the second of January, 2013, and my hair was bugging me. It was just long enough to be irritating. At 6:30 PM, i drove to the HairMasters, by the Outlet Collection, and went in to see if I could get my haircut on short notice. When I walked in, I saw no one waiting and there was only one employee. The cute girl greeted me and asked what she could do f...

A Sexy Haircut

by ArchieB on Jul 13, 2020
Erotic Couplings

A Sexy Haircut By ArchieB Everyone was showing a bit of wear and tear by the third week of the lockdown. Even Mark, the office gay guy, who was usually immaculate in his appearance, began to look a little ragged. It had to do with hair. Only that morning my lover Eve had upbraided me. She could turn from deep passion to irritating nagging in a flash. I gu...