Shemale Joi Stories

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Shemale Tales: The Christmas Party

by silkstockingslover on Sep 2, 2017
Illustrated

Summary: Young woman discovers the perfect man... a woman with a dick. Note 1: This is a Christmas 2016 Contest Story so please vote. Note 2: Thanks to TexBeethoven, Robert, Dave, and Wayne for editing. Shemale Tales: The Christmas Party I'd been working at the firm for only a couple of weeks and originally wasn't planning on attending the staff Christ...

Shemale Surprise.

by ceb35 on Sep 16, 2017
Sci-Fi & Fantasy

As a single woman I do spend quite a bit of time enjoying porn flicks on my Kindle Fire. But I never imagined that anything I watched would ever happen to me. But it did! My girlfriends and I often go out to one of several bars nearby my home. We go as a group just to hand out and talk and occasionally meet new people. Some are nice and some are just compan...

Create a Shemale - Game Edition

by wsauthor on Apr 22, 2025

This is my attempt to create a gamified edition. Cockbot, Inc. has become the most valuable company in the world. Will you beat them at their own game, just beat them, join them, or just sample their wares? Use ‘Start Game’ in the sandwich on the top to begin. ***Heavily WIP*** Going to be an ongoing project. I welcome feedback. Some modules are dead ends an...

Transformed Into A Shemale

by girlboybootsie on Sep 13, 2017
Fetish

I was 18 when I first had sex with a man. This is the story.... I am a very hot looking guy. I say that knowing that some may consider me vain, or arrogant, but over the years I have had so many women and men tell me how fine I am, that I know it is true. I am 35, blond and blue eyed, 6'1," 180lbs, with a tan athletic body and a 7" beautiful cock. I have be...

"A Shemale Submission": A Lust Story

by silkstockingslover on Dec 23, 2019
Illustrated

"A Shemale Submission": A Lust Story Summary: Author Jasmine falls for a hot new teacher with a big cock. Note: Thanks to hfernandez1983 for the many pictures used in this story. He spent weeks getting these perfect for the many different scenes I requested. If you like the pictures in this story, please feel free to read the multi-chaptered series Cheerle...

How I Met My Shemale Pt. 04

by Eroticalover1968 on Sep 25, 2017
Group Sex

Ever hear of the expression, 'Led around by the balls'? Well, it brings back visions of an epic fuck up. Whose fault? It hardly matters. Joyce peeled around the corner, cast a delirious water-eyed glance at me. She drove over a curb—our suitcases jostled around like they were fucking. "What the hell just happened? How does Cheryl have a cock? She put it in...

Buyers Beware

by XtinaSmith2017 on Feb 6, 2018
NonHuman

Shemale Orc x Trap human ***** "You're kidding? Right? You want this one?" the man laughed, pushing his hands in his pocket, idly toying with a few coins out of habit as he glanced back over his shoulder at the merchandise, "No, no, look, you want strong and powerful, you want this, sure, but it ain't pretty, ain't clever and really ain't safe." "How much...

BORG Collective Pt. 03

by bladeday on Jun 8, 2020
Sci-Fi & Fantasy

Prolog In the first story, I willingly agreed to join a BORG Collective, the acronym stood for Beautiful Order of Rare Girls. I was Invited to a Cosplay party where I would be assimilated. Arriving to Find ten stunning women with breasts exposed to my delight. Eight dressed as BORG Drones, the Queen, and Seven of Nine. After pledging to serve the needs of t...

Pam's Gangbang Experience

by majicman21 on Oct 14, 2017
Group Sex

Author's Note #1: This is a continuation of 'Pam's Shemale Experience' from the Transsexuals/Crossdressers category. Although reading those stories is not necessary to appreciate this one, it will enhance the experience. Either way, enjoy. ***** The splashing in the hotel pool provided an aural backdrop as John read his Kindle, learning about the history...

Pam's Threesome Experience

by majicman21 on Apr 3, 2018
Loving Wives

Author's Note #1: This is a continuation of 'Pam's Shemale Experience' from the Transsexuals/Crossdressers category, as well as of 'Pam's Gangbang Experience' from the Group Sex category and 'Pam's Lesbian Experience' from the Lesbian Sex category. Reading those stories is hopefully not necessary to enjoy this one, although it will likely enhance said enjoym...