Prostate Popping Stories

28,578 results
Orientation
Length
Source
Infinite Scroll

Lauren's Hot Date

by Boxlicker101 on Sep 16, 2017
Transsexuals & Crossdressers

When Lauren woke up on Friday morning, her long blonde hair was tousled across her pretty face and her ruffled teddy was twisted around her breasts. She brushed her hair back, adjusted the nightie and smiled. Although the long hair and frilly garment were sometimes nuisances, she really liked the feelings of femininity they gave her. As the show tune went, s...

One Glass of Wine, Revisited

by sublocked on Sep 14, 2017
BDSM

Note to reader: My last entry, "One Glass of Wine?" was not very good. That was partly because it was hastily prepared in fantasy mode. This version, "One Glass of Wine, Revisited" (without a question mark) is, I think, better and here is why. The first was fiction, with things added that I would like to see done to me. But that is not up to me, so in this s...

A Fantasy Becomes Reality

by HerLittlePiggy on Sep 26, 2017
Group Sex

His big meaty hands moved slowly from my wife's full hips to her soft natural tits and my pulse quickened. It didn't seem real but my heightened senses made everything too clear for it to be a dream. 'Tell me what you want Baby Girl," he asked playfully as a wry grin spread across his handsome face. His eyes flashed briefly at me and his hands left my wife'...

The Glass Rose Ch. 02

by shptchr on Feb 25, 2019
Romance

Note to Reader: This is pure fiction and any resemblance to persons living or dead is coincidental. ***** Chance Owens is a business traveler. He's been in the air so many times that flight attendants know him by name. On over one occasion he's seen stunningly beautiful women either as passengers or crew, but he's never accepted their desires. Mostly, runn...

Kinky Extreme Sex BBW & Transsexual

by mrstanley on Jun 4, 2019
Fetish

Note: If Sexy Feet, BBWs or Transsexuals turn you off don't bother reading this story. The story is written from Jill's perspective. ***** Mature BBW finds a Sexy Trans Woman with a Big Secret * My name is Jill and I am a 55 year old blonde widow living in Las Vegas, Nevada. I am 5'11" tall and wear a size 18 dress. Everyone thinks I am about 40. My ta...

As Journey to Janet

by jamtby on Jun 5, 2019
Transgender & Crossdressers

A few years ago, I suffered from prostate cancer. The surgery saved my life but killed my sex life. My wife decided she needed an active sex partner and my small cock could no longer satisfy her. After I tried all the known ways to regain my sexual passion, she decided I was no longer the man she married and left me. That destroyed my self-esteem and feeling...

Serving the Dark Lady Ch. 07

by Certeis on May 27, 2019
Sci-Fi & Fantasy

"Twenty gold for the engagement ring." Karee looked up with a start at the Tiefling who ran the jewelry stand. "You were staring at it, cutie pie. Hoping to get one from a special someone?" She smirked at him coyly. Karee laughed nervously, and then blushed when that didn't work. "No... just daydreaming." "About your future..." She paused, letting the word...

Kat has a Dog Ch. 09

by loveto69u on Jan 8, 2019
Transgender & Crossdressers

I woke early in the morning with Kat draped across my chest. Her hard cock pressed against my leg. Quietly extricating myself from her grasp I changed position and took her hard cock in my mouth. Her soft moan encouraged me as she stirred. Her cock felt so good in my mouth. I swirled my tongue around the head as I slowly bobbed on it. Kat's moans grew louder...

A Latex Crossdresser's Dream Pt. 03

by shinyglove on Sep 23, 2019
Fetish

Please read A Crossdressers tale part 2 before moving on to this story. *** I stood proud in more ways than one, glistening in semi-transparent blue latex and wondering whatever could happen next. Karen was the first to interrupt the silence. "What do you think of this toy?" She asked as she pulled out a small leather harness which had a double dildo on...

Having a Beer at the Laundromat

by donaldelliott11 on Mar 30, 2020
Loving Wives

This is crazy short and a little weird. I couldn't stop myself from writing it. I've enjoyed a lot of hotwife, slutwife, and cuckold fiction. The husbands are almost always either all in, enjoying wifey's cheating, or they're hurt and pissed and looking to get revenge. In this story I wanted to explore the notion of a couple where neither one of them gave a...