Pimped Out Sissy Stories

353,644 results
Orientation
Length
Source
Infinite Scroll

Curious Jade Ch. 08

by JackPorter23 on Oct 31, 2017
Exhibitionist & Voyeur

I couldn't remember how I had gotten there, but there I was, laying on the ground in a damp pool on the ground. My throat was soar, and I reached up to check to see if my glans were swollen I felt the cold steel of a chain wrapped around it. Panicked, I tugged the chain and found that I was leashed to a stone wall and shackled at the waist, legs pinned wide...

The Player Witch Augment Ch. 02

by DTales on Sep 1, 2017
Humor & Satire

The Player Witch Augment 2: Paranormal Virility Written By D. ***** Katrina almost dropped the controller in disgust, staring at the results screen. It was a hard-fought battle, ending in a tie-breaking match that split the rounds five-four. And she lost! The unknown esoteric energies of the world that baffled scientists were at her fingertips. The powe...

Dark Redemption Ch. 13

by BarbraNovac on Sep 12, 2017
Romance

I vaguely felt Peter leave my arms in the morning, but I was so filled with contentment, I barely stirred. I had dreamed in the night, and they were still strange dreams, but more along the lines of Peter and I reaching out for each other across deep chasms and raging rivers. Always in my various dreams, we touched our hands, but we were still left with the...

Kelly Clarkson's Voyeur

by Kash_the_priest on Sep 15, 2017
Celebrities & Fan Fiction

Author's note: I'd like to thank Money for coming up with the idea of this story and being patient while I took ages to finally write it, also, I know the title has 'Voyeur' in it, but there isn't really any voyeurism, if that's what you're into and the sole reason why you clicked on the story, then I'm sorry. So now Kash Money collacorations presents: Kelly...

Pontoon Boat Party

by wakedad8 on Sep 12, 2017
Group Sex

Ever since Katie fucked the pool boy, she's had her eye on younger guys. Of course, that is fine with me as we are as open to new stuff as any couple around. We never went out specifically to find somebody for her, but she obviously saw plenty of potential any time she was out and around. She was even checking out some younger ones of 18 and 19 years old. Fo...

On a Sleeper Car to Venice

by Sanomiya on Sep 26, 2017
Group Sex

This is the story of the wildest night of my life, a night I spent on an overnight train from Paris to Venice with two gorgeous women, one of whom I met for the first time that night. I was 22 at the time and in the middle of my post-graduation backpacking trip through Europe. I'd started out in the UK and eventually made my way down to Spain and Portugal be...

If Great Authors Wrote Porn #07

by SexyGeek on Sep 13, 2017
Erotic Couplings

IF GREAT AUTHORS WROTE PORN: #07 Mark Twain: Hoss Williams Talks “Persons attempting to find a motive in this narrative will be prosecuted; persons attempting to find a moral in it will be banished; persons attempting to find a plot in it will be shot. By Order of the Author” Now, they has been some books writ by a man named Mark Twain, bout a couple of...

The Evil of Hammond House Ch. 3

by Patrick-Donovan on Sep 13, 2017
Erotic Horror

THREE: "No Way Out" Brenda bathed herself in the soothing rain of the shower, cleansing her body of all the exertions and passions she had experienced that night. She cleaned herself thoroughly, doing her face and neck, under her breasts, her stomach, her bush and inside her sex, and also between her buttocks. The pleasure of Robert's entry into that forbid...

Carrie's Vacation Adventure Day 6

by Carrie1 on Sep 16, 2017
Exhibitionist & Voyeur

We woke up late and had to rush to get ready. As soon as I moved to get up I could feel my abs were really sore from the day before. I slowly got out a bed and tried to massage my stomach muscles back to life. Lisa ran into the bathroom leaving me to suffer. I couldn't decide on which bikini I wanted. Since I didn't have a top for either it looked like I was...

My New Life Ch. 05

by K.K. on Sep 26, 2017
Loving Wives

Jan and I made love and then as Jan slept I thought about everything that had been happening. In the last several months, sex had gone from being an infrequent even with minor impact on my life to being the most important thing in my life. I wasn't sure that this was a good thing but I was having too much fun to want it to stop. When this started all I wan...