Shemale Gloryhole Stories

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Orientation
Length
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Infinite Scroll

The Chronicles of Madhuri 03

by Briano82 on Jul 20, 2020
BDSM

Introduction: This chapter is the continuation of A Boy To Be Tamed and Enslaved By Mother's Best Friend, in that order. If you have still not gone through the previous parts, do consider reading them otherwise you could use the quick recap to connect yourselves with this chapter. If the previous chapters are read by you, you needn't involve yourself in the...

The Fairy Ring Ch. 03

by dowd_elwood_p on Nov 26, 2019
Sci-Fi & Fantasy

This story depicts incest, non-consensual sex, and abuse of authority as part of a fantasy tale, but it does not promote or endorse these behaviours in real life. All characters are the age of consent or older for their species. As the story makes references to plot and character elements from earlier chapters, reading the story from the beginning is recom...

The Multiverse

by komrad1156 on Sep 15, 2017
Fetish

*Note to readers: This story involves the fetish of smoking. If that offends you, please move on but don't bother telling me how you feel about it. Smoking is legal and people who smoke do so by choice. As I've said elsewhere, from the moment it begins, life comes with a death sentence. How we live in between is a matter of free choice. Many of us find the s...

To Reign in Hell Ch. 01-06

by SEVERUSMAX on Oct 31, 2017
Erotic Horror

Chapter 1 I felt an incredible pain all over my body as I awoke, thinking to myself that this was the hangover from Hell. I didn't know just how accurate that statement was, however, until I noticed the heat all around me and smelled the Sulphur smell ... and then heard the screams of agony from everywhere, in every direction. I looked around and saw people...

Would You

by sydian on Sep 16, 2017
Transsexuals & Crossdressers

'Would you...?' 'Look the part to play the part....' 1 5' 4...dreaded, and to be dreaded....bookish, be-spectacled—damn near owlish....so much so that you might miss the way her tits spoke to you no matter how much she attempted to 'silence' them ....that you might miss the way her skirt gathered at the flatness of her tum, then fell away from her no-wais...

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...

Resolution

by PattyMarie on Sep 16, 2017
Transsexuals & Crossdressers

This is the third part of a trilogy by three different authors. If you haven't read Torn by patricia51 and A Typical Day by Chagrined this won't mean much to you. They are both worth the read. Consider these two stories as the prolog. * While we attend church regularly, I'll admit to not being a praying man, but I prayed laying in bed that night. "God, he...

The Golden Orb Ch. 02

by hawke56 on Jan 9, 2018
Transsexuals & Crossdressers

Synopsis: This story is a direct continuation of my story "The golden orb." It is advised that you read the first installment beforehand to understand what little plot is happening. If you are just looking to read some story with a lot of sex scenes though you might enjoy this even without reading the first part I guess. The story further follows Sam and Ja...

Afro Stress Relief Ch. 06

by llts1970 on Dec 12, 2018
Transgender & Crossdressers

I was running a bit late after I'd overslept my alarm clock, my shift at Missy Bee's and the hard riding I got from Leroy must have tired me out more than I thought. I managed to get into work just on time, once there I rang Sarah. "Oh hi Johnny, sorry I mean Tina, wow it's early," Sarah lazily answered. "Hi Sarah, is Marci OK? I can pick her up this eveni...

A Learning Experience Ch. 09

by Joscelyn2tg on Sep 19, 2017
Transsexuals & Crossdressers

--- This chapter is dedicated to those of our Brothers and Sisters who have left us far too soon. Thank you for waiting so interminably long between chapters. I am afraid I allowed my enthusiasm for editing wonderful new stories by other authors get a bit out of hand. But I have taken some time off to finish my little transition Biography. I would like to...