Shemale Gloryhole Stories

702 results
Orientation
Length
Category
Source
Infinite Scroll

Porn Shop with Gloryholes Ch. 04

by Sinful_whispers on Sep 14, 2017
Fetish

These days Joe was pretty bored with himself, Brent was hanging out with his new slut as he practically lived with the bitch now. He had given Brent a call earlier seeing if he wanted to have a bit of fun tonight, he had a new girl for him to break in at the shop. He was told she was a fiesty cocksucker, one those that could suck the chrome off a trailer hit...

Her

by St_eve on Sep 16, 2017
Fetish

I could never say no to Her, I was helpless, if She said frog, I jumped. She called me into the bedroom; She was on the bed naked, lying on Her side, ass out towards the edge. She told me to take off my clothes and play with myself. I started slowly, looking at Her bare backside, the side of Her breast, Her long dark hair and finally at Her ass. She could se...

Sissy/Cock Sucker Dictionary

by silkstockingslover on Jun 12, 2019
Reviews & Essays

Summary: A list of terms to aid in understanding the activities and nature of sissies and cock suckers. Note 1: The author's source material isn't Webster's Dictionary or anything similar, but is drawn from many years of interest in matters sexual and countless conversations, both spoken and online, with other perverts. Note 2: Thanks to Tex Beethoven and...

Confessions of a Cum Slut Pt. 04

by CandiNyse on Sep 25, 2017
Group Sex

Chapter 4 — Twylla I was doing pretty well in my first year of college. A few of my classes were boring, and some were hard, but I was learning a ton of new stuff, and I discovered I liked it. More importantly, I was learning to really think for myself. (Cin-dy! Cin-dy!) My love life was going pretty good too, despite my being a semi-submissive, not-quit...

HypnoSissy: Educated to be Pegged

by silkstockingslover on Aug 13, 2019
Fetish

Summary: Cock sucker's training is advanced to hypno videos on anal sex. WARNING PLEASE READ: -This is a hypnosis story with potentially influential subliminal messages within it. -The story also contains hypnosis video scenes. -So if you begin behaving differently after reading this story and all your friends start pointing fingers, don't come crying to...

Futanari World

by styxmaster on Apr 16, 2016
Fetish

You wake up this morning to the sight of your younger sister Sarah pulling your covers off of you. "Get up Doug, you don't want to be late for school." You get dressed for school after Sarah leaves your room. you never mind school that much, you mostly get B's and A's in your classes but given the opportunity you would like to just stay home and wa...

Awakening: 7 Slutty Blackmail Tasks

by silkstockingslover on Mar 20, 2018
Illustrated

Summary: MILF's sexual awakening by being forced to do 7 slutty tasks. Note 1: This is an April Fool's Day 2018 Contest Story so please vote. Note 2: Thanks to DARKBREEZLY for collaborating with me and creating all the illustrations that bring this story to life. Note 3: Thanks to: Tex Beethoven, thor_p, Robert, and Wayne for editing. Note 4: A warning:...

Twenty-One More Questions

by silkstockingslover on Jan 1, 2019
Reviews & Essays

Summary: Jasmine responds to the most frequent questions asked by readers. Thanks to: Tex Beethoven, Wayne, and Robert for editing this essay. This isn't really a sequel, although it's a second part, as it addresses questions I didn't answer in 2017's Twenty Questions. 21 More Questions After 2017's 20 Questions, I received many more questions. I have n...

Love Rekindled

by HerLittlePiggy on Sep 19, 2017
Fetish

I watched her walk naked into the room, my eyes devouring every nuance and curve as my heart raced and my flaccid cock began to stir. Her bright green eyes sparkled knowingly and a mischievous grin danced on her full lips. She was beautiful, sexy, intelligent and giving and I loved all of those things about her and more. I'd first met her nearly a decade ear...

Kim Lazenby's Resumé Ch. 02

by PrimalRoots on Sep 13, 2017
Group Sex

I like to think of myself as a master of exploitation. Others will call me a bitch, a whore, or just plain evil. But my interference in the affairs of others is minimal; its victims further extend the problems I cause. Many solutions present themselves, but are neither explored nor realized. I feel no sympathy, and remain far from empathy. I only feel joy fo...