Shemale Stories

1,331 results
Orientation
Length
Source
Infinite Scroll

Genie Chronicles - Make a Wish 03

by BebopJet on Sep 19, 2017
Sci-Fi & Fantasy

A big thanks goes to Joe Brolly for the original Genie Chronicles. As many people have done, I'm simply taking his original story format and giving it a twist. Fair warning, lesbian and futa (shemale) sex will feature heavily in this storyline. Thanks to Ultrafem, Stickymon, NinjaKitty, and Anasheya for drawing pictures that inspired these stories. Milla Jov...

The Making of Georgie

by spitzharder on Sep 14, 2017
Transsexuals & Crossdressers

I was thrusting with all my might, my strength failing me as I gripped another tightly. Straining and forcing my body upwards, holding a slippery stranger, wild horses couldn't part us now, my lungs bursting with the effort, we were nearly there. Suddenly we burst through the surface of the water. Gasping for breath I raised the strangers head clear and chec...

Tits Have Benefits Ch. 04

by hottchic on Sep 18, 2017
Transsexuals & Crossdressers

Thank you for everybody's support for this story. Andrea gets an invite to visit Trish and Sandy in California and the story takes an unexpected turn, although I am guessing that some of you may have figured out what direction things might go. Please note that in the first few paragraphs there is a lot of plot development with no erotic scenes but fear not w...

Tinkle Bell Ch. 15

by Many Feathers on Aug 29, 2017
Fetish

After our totally unplanned for, totally surprising, and certainly shocking episode out on the patio deck with mom and dad of all people...Bella and I soon after retired. I did have an early day ahead of me tomorrow with school again, though it was also an early day home too. Something I had purposely scheduled in order to take advantage of a somewhat extend...

Home Invasion

by XtinaSmith2017 on Sep 16, 2017
Transsexuals & Crossdressers

No characters depicted in the story below are under the age of 18. ***** Charlene let out a low wistful moan as she awoke, stretching out catlike under her covers as she blinked wearily, rolling sideways some to look towards her clock, feeling her massive, soft breasts shift in her loose tank top as she rolled. Blinking against the light of her clock she...

Crossdresser's Rassling Dreams

by footqueen99 on Sep 17, 2017
Fetish

The following is an email chain between two crossdresser's who enjoy wrestling. All persons depicted in this writing are well over 18 years old. ***** I wish i could have been there! I would love to see a few pics if u can share. I love pro style fantasy matches. I love all the holds, drama, trash talking and victory poses where u pose with your stocking...

True Love Ch. 05

by das4200 on Sep 25, 2017
Transsexuals & Crossdressers

-12- The rest of the drive was uneventful, but I have to admit that my nerves were starting to get the better of me with each passing mile marker. Sam tried to comfort me by holding my hand through the drive, which helped a little admittedly. I meant it when I told her I would choose her over my parents. Sam had been in my life more than my parents had been...

Abducted... by Aliens

by silent_one__ on Sep 19, 2017
Sci-Fi & Fantasy

Disclaimer: This story contains sexual content between a male and futanari, shemale, etc. Any names referenced in its writing that bear resemblance to actual people is purely coincidental. All characters referenced are 18 years old (or older). Thank You and Enjoy. ***** Abducted ... by Aliens Prologue: Unknown to the people of Earth, alien spaceships ha...

Shemale Stories: A MILF Fucked

by silkstockingslover on Sep 25, 2017
Illustrated

Summary: Lonely MILF walks in on teen girl masturbating and.... Note 1: Thanks to Hernandez for doing the photos for this story as well as the plot bunny that led to the final story. Note 2: This is a 2017 April Fool's Day Contest story so please vote. Note 3: Thanks Tex Beethoven, Robert, goamz, With my daughter Simone away at band camp as a counsello...

Kendra's Very Merry Christmas

by WhiskeyIsGood on Sep 19, 2017
Transsexuals & Crossdressers

Yes, this is the same Kendra from the "Jay's Sex Club" series. I thought a nice Christmas spin-off would be nice. I hope you all enjoy and keep your eyes open, for a part two around the time of New Years. December 24th, 2016 I stumbled through the freezing cold streets, hands shoved in my pockets and a hood pulled over my head. Even with the heavy jacke...