Big Booty Femboy Halloween Literotica.com Stories

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Halloween Stories

by Pasin on Apr 22, 2025

A muscular Red Devil girl is on her hands and knees. She has long black hair and horns rowing out her head. She is naked and has a very small penis. On top of her sits a boy with green skin and black hair. There is stitching on his forehead. He is wearing a black suit with short shorts. He holds a leash round the devil girl's neck. "Hello and welcome. M...

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Total Drama Femboys

by nddd on Apr 29, 2025

In our current reality, the Total Drama ladies are... what they are. Hot and sexy babes that participated in a reality show that got them fame and sex as well. But what if, there's a reality where they are... femboys. A male possesses the body and curve of a female along with their feminine charm that they can be mistaken for female. And these femboys retain...

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Ms. Jiggles Ch. 04

by Cappadonna on Sep 25, 2017
Mature

Halloween was approaching, and Ms. Jiggles could not wait to play dress up. Whenever she showed up to a costume party, women kept a close eye on their boyfriends. She always found that funny since their men would always make their way to her anyway, trying to sneak in some conversation. One Halloween she was dressed as an "Ass Goddess." One person, thought...

Losing Everything

by ScottyBoi3 on Jul 11, 2020
Exhibitionist & Voyeur

Hello, everybody! This is a little side project I thought I'd try out to flex my creative muscle. I've always been somewhat fascinated with ENF and ENM stories, but I've never written any of my own! That's going to change, through. The concept is simple. You create a character that finds themself in a situation where all of their worldly possessions are lost...

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Slave Tail

by Cyberweasel89 on Jul 11, 2020
Fantasy

In the kingdom of Pendragon, slavery is a burgeoning industry. Anyone can end up as one if they aren't strong or lucky enough. Slaves can be purchased, sold, and traded legally by anyone with the right business sense and magic. Slaves cannot be freed and are at the mercy of their current owner. Often kept naked to denote their sub-human status, some are cher...

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Futanari World

by styxmaster on Apr 16, 2016
Fetish

You wake up this morning to the sight of your younger sister Sarah pulling your covers off of you. "Get up Doug, you don't want to be late for school." You get dressed for school after Sarah leaves your room. you never mind school that much, you mostly get B's and A's in your classes but given the opportunity you would like to just stay home and wa...

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Touched by a Spirit

by Wildfire427 on Sep 16, 2017
Sci-Fi & Fantasy

Halloween. One of the lesser modern ‘holidays’ is actually filled with a deep tradition comprised of numerous myths and folklore. Its roots can be traced back in history to many different interpretations. Many believe that Halloween, or Hallow eve, is the day where the living worship the dead, evil spirits and all things considered bad. Monsters, ghosts,...

Surprize!

by smotp on Sep 17, 2017
Text With Audio

* * * * * Click Here to listen: .mp3 format or .ogg format. (26 min/mp3) * * * * * Surprize is for women who want more, it's an erotic hypnotic audio experience and it's in 3D Holophonic sound, just like the ASMR audios but with added sex! Surprize is for Halloween, it has a paranormal twist in its tail and it will take you on a rollercoaster ride to a...

Futanari World Transmigration

by Gregory8 on Jan 27, 2020
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** **Author's note: All characters in this story are over the age of eighteen** Anthony was walking down the street with a hamburger in his hand, taking in small bites here and there as he was returning home from work. He had grabbed himself a snack due to the long walking distance...

The School Ch. 07

by NeighbourhoodSuccubus on Jan 15, 2019
Sci-Fi & Fantasy

Zamuel breathed hard against his captor's hand as she pushed him away from the heavy growls of guitars and loud lyrics he was too distracted to make sense of. She was powerful, toned and athletic compared to Zamuel's soft and meek form. He was helpless in her hands and could only continue walking under her firm guidance. They passed by a few femboys who too...