Sissy Quest Stories

12,616 results
Orientation
Length
Source
Infinite Scroll

Trapped and Trained Ch. 14

by SissyIndy on Sep 25, 2017
Transsexuals & Crossdressers

It had been thirteen days since my last outing. Thirteen days since I was forced to sit in the middle of a bukkake of dozens and dozens of men, feeling the warmth of their sticky semen drizzling down my cheeks and chin, dripping steadily onto my exposed, and now pierced, breasts before being made to clean it all off, swallowing every last drop. Thirteen days...

XXXecil's: The CockOut Bk. 01

by xxxecil on Sep 14, 2017
NonHuman

The Kid would never get laid at this rate. Xavier frowned from the booth where he nursed a martini intended to make him appear fun-loving. But he wasn't here to get wasted. This - watching men trying, and failing to pick up chicks was his job. One he was normally better at. His client, a stuttering and pimple-faced ginger IT geek blundered something about...

The Secret World Ch. 03

by Captain_Handsome on Sep 26, 2017
Sci-Fi & Fantasy

Chapter 3, Old Man of the Sea In the past few days at the safe-house Penny found comfort in Beau, his eccentric personality was a lively one. Unlike Mister O who seemed only to care about his mission, Beau was a lot more personable. She did find it strange that between the man and the vampire, she felt more comfortable to confide with the vampire. Mister O...

Aphrodite's Curse Ch. 102

by Gaius8666 on Sep 25, 2017
BDSM

Landing on the front lawn of the Grace's Palace, Pethio gasped. Her eyes wide open she could barely contain her delight as she looked at the amazing decorations on the manor house. In her eons of existence, she did not think she had ever seen anything more beautiful that the sights that filled her vision at that moment. Millions of twinkling glowing jewels f...

Model Slave Ch. 03

by Oupa99 on Sep 26, 2017
Exhibitionist & Voyeur

I want to thank all those who sent private and public comments about chapter 1. This was going to be a fairly straight forward story, but I loved some of the suggested directions for the story and changed course. As a result this chapter had to be rewritten and took a little longer than I thought. Sorry about that, but I hope you enjoy the results. As alwa...

Kelsey's World Ch. 34

by riverboy on Sep 25, 2017
Group Sex

"How come we don't have boyfriends?" Charity asked Brie, as they snuggled in bed together with softly snoring Richie. "I guess we don't really need one, with work and all our friends and everything." "Don't we? Wouldn't it be nice?" "What if they didn't like what we're into? Most boys aren't Austin." "Yeah, but Richie fit right in. There must be others."...

Confessions of a Porn Star Ch. 02

by SusanJillParker on Sep 14, 2017
First Time

Please vote. Please give me the support or your vote. Please vote. * Part Two: From prom star to porn star In the way she wasn't born a slut, a whore, or thought to be addicted to sex, Liz wasn't always a porn star. Yet, early on, from the first time she had sex, being that she not only enjoyed having sex but also was good at giving and receiving sex, sh...

Wardrobe Malfunction Pt. 04

by L0tsaluck on Oct 9, 2017
Loving Wives

Part 4: The Shared Obsession As you may recall from reading Wardrobe Malfunction parts 1 - 3, my beautiful wife Kara managed to evolve from experiencing an embarrassing wardrobe malfunction to becoming an accomplished exhibitionist who enjoyed it more than she would admit. The chain of events culminated in an extraordinary night where she was a boytoy for f...

A New Beginning Pt. 02

by OnePenIsMightier on Oct 14, 2017
Romance

How is this possible? Kate is Katrina? No way. There's no way Katrina could possibly be this absolutely stunning woman in front of me. Katrina and I had never clicked on a personality and emotional level like Kate and I had all night. I stared at her dumbfounded, refusing to believe what she had just said, and yet, there was a familiar-ness to her eyes that...

The Middle

by HornballPiglet on May 9, 2018
Erotic Couplings

HornballPiglet here. I want to start by asking you, dear reader, to bear with me through the not-so-sexy exposition. I'll try to keep it as brief as possible, since there are already volumes of it elsewhere. But it is a long story, after all, and you may think me a little crazy...but that's okay, I'm used to that. You see, I've been thinking a lot lately abo...