Shemale Caption Stories Stories

702 results
Orientation
Length
Category
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Infinite Scroll

All Girl's School: A Cunt Fest

by silkstockingslover on Jul 8, 2019
Illustrated

Editor's note: this story contains scenes of incest or incest content. Summary: A teacher's lez side is awakened by a hot teen. All characters in sexual situations are 18 years of age or older. Note 1: This is a Nude Day 2019 Contest story. Note 2: This story was inspired by this caption photo by @Mistressr3: At the top was the following text: Ever si...

Exploring My Fetish

by fetishguy81 on Jan 7, 2018
Anal

Note: This story plays off of my previous 2, taking place after both of them. You won't miss too much but you can get more of the backstory by reading my other 2 stories first. ***** I developed to rather uncommon fetish's in pretty uncommon ways through out my life. My first was a fetish around salon capes and haircuts in general. When I was younger I dre...

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...

What It Takes Ch. 04

by YKN4949 on Sep 25, 2017
NonHuman

Dear Reader: This is part 4 of a 4 part story. All four parts are written and will be posted sequentially. In Part 1, struggling space crew member Luna walked in on a crew member, Dr. Janice Alton, sharing an intimate moment with a giant space slug. In Part 2, Luna was attacked by a space spider. In Part 3, Luna befriended "Rex" and helped him out. This is n...

The Rise and Fall of The Queen of Hearts

by Stormbringer on Sep 19, 2017
Interracial Love

A Golden Shower Universe story Copyright 2013 by Stormbringer * Olivia Queen Hart turned her BMW on to her driveway and honked the horn twice. It was a little ritual she did to inform her husband that she'd made a sale. Sure enough, he came out of their lovely three story house with a broad grin on his face, their five year old daughter in his arms. "Cong...

SpellsRUs: Urge for Self Loving

by Aphotic on Sep 12, 2017
Sci-Fi & Fantasy

My thanks to: J R Parz, the inventor of the Master PC universe, one of the better class of MC stories. My heartfelt appreciation to J R D author of the magnetically compelling Witch Chronicles series. Xanthos Pendragon , his Master PC Eclectic's Edition reminded me of the consequences of messing about with others' actions and how it troubles the conscien...

Sissy for a Day

by silkstockingslover on Oct 16, 2018
Fetish

Summary: With his wife's help and support, a man becomes a sissy for black cock. Note 1: This is a Halloween 2018 Contest Story. Be warned: this story involves sissy sex, obsession over black cock and a bukkake. If this isn't your thing, please don't read any further. Note 2: This is dedicated to the real Paul who requested this story. Note 3: Thanks to:...

Twenty-Two More Questions

by silkstockingslover on Jan 20, 2020
Reviews & Essays

Twenty-Two More Questions Summary: 22 questions asked by readers answered. NOTE: Thanks to Tex Beethoven and Robert for editing. I wrote the essay Twenty Questions in December 2017 and Twenty-one More Questions in 2018. I answered the following questions, in case you want to read them. 1. Are you really a teacher? 2. How often do you wear nylons? 3. Wh...

The Bio of a Masturbator

by Chatomana on Sep 18, 2017
Toys & Masturbation

Disclaimer: Although this is a work of fiction, some parts contain actual facts and events. The author can not and will not be held responsible for any injuries that may occur if the reader tries to reproduce of these events. The author holds all copyrights to this story, printed and/or digital. Prologue This story is not about love, nor about romance, or...

Farewell from Randydaughter

by randydaughterreborn on May 15, 2018
Reviews & Essays

I've been writing my erotic stories on and off for almost 10 years now, and I think my well of creativity may finally be running empty. I might post the occasional story here if the muse strikes me with a good enough story, but I think overall I might be done with actively writing erotica. Before I go, I thought I might write a kind of farewell letter to my...