Gay Punishment Stories

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Infinite Scroll

My Best Friend's Crazy Fat Sister Ch. 06

by RetroFan on Sep 11, 2017
Fetish

INTRODUCTION & DISCLAIMER - In this installment, after stirring up trouble with her brother Adam's temperamental wife Emily, naughty BBW girl Zoe allows Sean to use her back door as an entrance, rather than for its proper purpose as an exit. Please be aware that these stories are extremely graphic BBW/fat girl fetish stories, and includes female characters...

Cindy's Slut Ch. 03

by Bastinado on Sep 14, 2017
BDSM

Chapter 3: The Training As my relationship with Cindy progressed, she began to test the depths of that relationship. Some of the tests were overt, and overtly physical. Other tests were subtle, mostly mental. The majority of the tests were a combination of physical and mental attributes. For instance, we both enjoyed working out and lifting weights. We wor...

New Government Male Laws Ch. 02

by storydreamer on Sep 12, 2017
BDSM

Friday evening Alicia Savo entered the lobby of the Sheraton Hotel and proceeded to the large meeting room. It was 7:30pm and the hall was packed with women. It was a victory party of sorts for the women of Femdom Now. Handing her coat to check girl, she entered and made her way to the speaker's area and hugged and kissed several of the ladies who welcomed h...

The Prostate Exam Pt. 02

by His_fag_wife on Sep 18, 2017
Transsexuals & Crossdressers

It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his submissive tendencies by pushing back against her finger, she'd given him a good hard anal fingering and then he'd revealed the true depths of submissive tendencies, to Dr Megan Sutton, or Miss Megan as he'd begin to know her. She then persuaded him to...

The Whistleblower Pt. 04

by AngeSeverni on Jan 8, 2019
BDSM

I wake up mid morning the next day, later than usual given my tiredness from overnight ruminating, and woken only by Katie attempting to crash though the barricaded front door with a "What the fack?" We ended up spending the day together, Katie and I, between sorting out locksmiths and cleaning the house up before going out to Waterloo. She was handling th...

Exit Only? Taking a Drive Down...

by LaceySheets on Sep 16, 2017
How To

Exit Only? Taking a Drive Down the Hershey Highway A Beginner's Guide To Anal Sex Is your partner an 'ass man?' In my research I've found that males are either ass men or breast men, with leg men ranking a distant third. I've also found that even an ass man can be repulsed by the idea of anal sex. Of all the third-grade humour names for anal intercourse,...

Caveat Emptor

by Cicero6 on Sep 16, 2017
BDSM

My life-altering ordeal began on a spring day last year when I responded to an ad for the selling of a 1960 Porsche. I didn’t have nearly the $14,000 the owner was asking so my curiosity was really a complete waste of time. I promptly arrived at the owner’s hillside home and he greeted me with earnestness. He was in his late forties or early fifties - I coul...

Nikki Goes to College

by Latexsissy69 on Sep 25, 2017
Transsexuals & Crossdressers

When I was younger I used to be a complete bully. I used to make fun of the poor people that couldn't afford to buy new clothes every school year. There were also times that I would make fun of girls that didn't want to participate in gym class because they were wearing a dress. I used to agitate so many people that I would get into fights almost daily. One...

Punished Asian Shoplifter Ch. 01

by asianspankee on Sep 15, 2017
Fetish

Foreword: This is a series of fantasy stories totaling 12 chapters containing topics such as spanking, sodomy, interracial theme, rope bondage, gay sex, and a little bit of cross-dressing and femdom (in later chapters). The fantasies start out milder but gets progressively wilder towards the end. I originally wrote them for a friend (named Brian in the stori...

Working Relationship Ch. 11

by Jonnyflies on Aug 31, 2017
Fetish

John was in the spare room wearing a nightdress and a pair of her panties when Sarah entered. He had been sitting on the bed, waiting for her but as soon as she opened the door he stood up. He looked a little ashamed, like a little boy caught doing something naughty, as if being caught wearing her things would get him into trouble. Sarah put the drinks down...