Shemale Gloryhole Stories

1,788 results
Orientation
Length
Source
Infinite Scroll

What a Long, Strange Trip It's Been

by kurrginatorX on Feb 11, 2019
Romance

This is a Valentine's Day Contest entry. To vote, please click the stars at the end of the story. Thank you. ********************** Sunday evening I emailed Mrs. Sherman, my English instructor, with the following message: Mrs. Sherman, I know I have no right to ask this, but I need an extra week for my project. I have had one terrible incident after the...

Ms. Margo

by lyzunchik on Apr 3, 2019
BDSM

This is a partially true story, with some embellishments and enhancements out of my own fantasy. I'll allow you, dear readers, to wonder what is true, and what is contrived, where truth ends and fantasy begins. Enjoy. ;) Mistress Margo was waiting for me in the reception hall of Saint Petersburg Airport. I had been there a couple of times before, but this t...

Beautiful Men

by Jonathan_Stone on May 7, 2019
First Time

[An Account from the PRISM Chronicles] Chapter 1 An Unexpected Opportunity Huffing and puffing wouldn't make it go away any more than believing that Howard Hughes' enormous wooden aircraft, the Spruce Goose, was a practical way to build a usable plane made it so. His fiancée, Parker Scott, had gone to considerable trouble to get him an interview with a...

Don't Lie Ch. 01

by Scribler on Sep 13, 2017
BDSM

All I can say is don't lie to you wife. If I didn't I wouldn't be in the situation I found myself in. It really wasn't that big of a lie but it was enough as far as my wife was concerned. It started a few weeks before we got married, five years ago. My wife Dawn decided that she wanted to tell me everything about her sex life before we got married. She sai...

From the Ashes

by panther1282 on Sep 14, 2017
Sci-Fi & Fantasy

1 The night was beautiful. A combination of warm and cool. Many people were out on the street partying, living it up as if it was their last. One particular woman was walking the street with her hair as dark as the night flowing down her back. Her dark brown eyes were like the color of almonds. And her skin was nicely tanned with a tag of red blush on he...

Ghosts of The DMV

by RaistlinMajere on Jan 16, 2019
NonHuman

CHAPTER 1 - GHOSTS OF THE DMV Amelia yawned and sat up. Her long, fluffy brown hair was a mess about her head and her plain white pajamas were messy. She kicked the covers off and didn't pay any attention to the fact that a ghostly woman stood naked at the foot of her bed. Her bare feet were chilly on the wood floors of her quiet little home and she walked...

Body Politic

by YKN4949 on Sep 12, 2017
Transsexuals & Crossdressers

Chapter 1: Just a Matter of Public Policy "Hey Jack, you see we got the fiery dyke back again for another week," I heard the voice behind me and knew without looking it was the sweaty guy from the local paper with the big gut and the comb over. I could just sense the way he was sprawled out in the press room, his sweaty arms hung over the chairs on either s...

Sharon Goes Back to School Ch. 15A

by RogueAlan on Sep 19, 2017
Interracial Love

Original Story: Scipio Continuation: RogueAlan Forward: New readers, it would be best to go All the way back to the beginning put down by Scipio. Fans, I apologize for the long wait... I hope you think this is worth it. The next bit should be shorter and I hope to get it written and out quickly, but cannot promise anything, because life gets in the way. Ha...

The Book of Gloria

by Poorimpulsecontrol on Sep 14, 2017
Humor & Satire

Gloria's story: My husband, Peter, is police commissioner of our large southwestern city, and he's walking a very fine line between protecting the public from illegal sexual activities versus actively participating in them. Yes, his vice squad continually attempts to tamp down prostitution, pimps, and sexual slavery. But, on the other hand, he gives protect...

My New Life

by gbr2004 on Jun 1, 2020
Fetish

This story is totally fictional and involves forced fem, discipline, interracial sex, among other kinks. Kind of a long story with probably too much dialogue and not enough sex but I hope you enjoy it. *** I'm not going to take any more shit from this asshole. I'm talking about my stepfather. Sure, he's nice when Mom is around but when she isn't here, he t...