Sissy Pimp Stories

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Day of Reckoning Ch. 01

by 75corner on Sep 15, 2017
Novels and Novellas

I found her in the back alley behind my store. She was bruised and battered and just this side of unconscious. I rushed over to her, barely making out in the darkness the bruises that puffed her face. She was covered in debris from my refuse container. Someone had taken the time to spew garbage from my bin all over her. A message? Or just a final insult to...

Swagg Pimpin' 101

by DickThePimp on Aug 21, 2018
Celebrities & Fan Fiction

This is a parody... It is not real This story stars: Gretchen Carlson and Christy Canyon *** I had started a new satellite radio show called... Swagg Pimpin' 101 with DICKTHEPIMP... I was looking to branch out of my pimp world and maybe reach a broader audience and hey, they threw me some nice coin, so I decided to try it. It's cool. Easy work, I just sho...

Review: Size Matters Pt. 01

by velvetpie on Sep 16, 2017
Reviews & Essays

Size Matters, A Real Sex Xtra – Part One. Directed by Patti Kaplan. ***** This show is a documentary presented by HBO. The show opens with an aerial shot of Las Vegas and K.C. & The Sunshine Band's "Get Down Tonight" plays over the various shots of the Vegas strip. Men are dressed as pimps and their ladies are dressed as whores as they enter a particula...

Executive Solutions Ch. 03

by MicheleNylons on Feb 5, 2018
Transsexuals & Crossdressers

Chapter Three - Reese and LeBron The woman was dozing fitfully when the iphone buzzed. She snatched it up and read the screen. 'LeBron' it said. She swiped the screen and answered. "Sheeit bitch you in some hot water now," it was the pimp from the hotel lobby and later back-alley humper, but of no use to her now that she could think of. "I thought you d...

My Wife Was a Whore

by murphy621 on Sep 16, 2017
Loving Wives

Today, I had an early appointment with a client not far from home. I finished with him later than I had expected so I headed home to surprise Mona, my wife, and take her out to lunch before I went downtown to my office. When I got home I searched for her all over the house until I went into our bedroom. That was where I had my epiphany. I stood there looki...

Trailer Park Sex Addict Ch. 04

by DickThePimp on Nov 4, 2019
Celebrities & Fan Fiction

"God damn, bitch... suck that nut, suck it all out, baby." I look down at my next door neighbor Marge... her name's Margaret, but I call her Marge, like Marge Simpson. She's a black granny though, with short gray hair, not a yellow bitch with a blue hair beehive hairdo. She's laid out on her sofa. I'm on top of her, sitting on her huge titties, my ten inch...

Chantal: The Real Story Ch. 02

by irxgbr on Sep 16, 2017
Loving Wives

I was wandering around with a hard on for the rest of the weekend, I just could not believe that me putting my fantasy into words and getting the story posted on this site would have turned out the way it had. Chantal 'my best friend who was a girl' was already just about my lover and had committed herself to becoming a common street prostitute next Saturday...

Attorney Client Privilege Bk. 04

by Bazzz on Sep 14, 2017
Interracial Love

17 Lis looked out at the early morning light as the rain fell against the apartment window. The color was a deep grey and the rain somehow made the room feel colder. She shifted her legs together to combat the imagined chill. The movement caused her partner to stir. The large black man rolled over and slid an arm over the blonde's shoulder. Lis turned and f...

Magic Hands Ch. 02

by Frozenhero on Sep 12, 2017
Fetish

On Thursday night, in the front seat of a four-door sedan parked outside her parent's house, Sloan was jerking off Kevin, the star running back of her high school football team. The two had just been out on a date and the young man had been pleading to have sex. "I don't put out on a first date." Sloan told him, "But I'll give you a hand job." The truth was...

Michelle Gets Pimped By Tony

by Veri on Sep 19, 2017
Loving Wives

(This is a continuation of the story of my wife becoming a whore.) Thursday morning my wife Michelle was up early for work. I saw her spending time in her closet examining outfits. In her hand she had a tube top that really didn't fit her. The word SLUT was across the front. This was one of the tops she wore when she became a whore on the weekends for the...