Male On Shemale Stories

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Infinite Scroll

Life as an Intersexed Furry

by kazuomeso on Aug 8, 2020
Fetish

The sun barely began to poke up from between the Mitzger Building and the Laylaeux towers, the two largest skyscrapers in the city which you apartment building was directly west from. The faint, royal purple sky began to bleed over into orange as that dastardly sun officially drew your weekend to a close. That damn sun was always ruining your sleep schedule,...

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Mistress Coco School Wayward Boys

by tawnysuede on Sep 14, 2017
Transsexuals & Crossdressers

Where Boys Become Girls, Whether They Like it or Not by Mistress Tawny Suede assisted by slave Holly Introduction In Which We Meet Rich Bitch Kimberly and Domineering Mistress Coco Kimberly Caldwell's head thrashed about on the silk pillows; a cry of ecstatic pain escaped her luscious lips as she cupped her heavy breasts, her crimson fingernails ra...

The Slave Traders

by jamtby on Jan 14, 2019
Transgender & Crossdressers

It was a warm Spring evening when Carla and I parked near the lake for a little time together. We had been together the entire senior year in college and would graduate in less than 6 weeks. Carla is a beautiful woman 5 ft 7 in with a nice figure. While she complains that her breasts are too small, I think they are great. Her blond hair and blue eyes make he...

Percy Jackson, cumdump of the hunt

by Emi on Jun 13, 2019
Transsexual

In this story, all the hunters are older than 18. "Sorry Seaweed brain, but I think we should end this relationship here." It all begun with this simple phrase, she never told him why she wanted to dump him, she just did. When he asked why, she just said that he wouldn't understand before leaving like that, like everything they've been through didn...

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Realization vs. Reality

by Throckmorton on Dec 24, 2019
Transgender & Crossdressers

This story is one hundred percent true to the best of my recollection. I wanted to tell someone for so long, but never have, until now. Feed back is appreciated, and applications are being accepted. Read the story, you’ll understand. To get to the story… So…here I sit. 40 years old and revisiting the confusion of my youth. I am, and always have been, a fir...

The Making of a TLB Pt. 03

by TheMarlboroMan on Sep 23, 2019
Transgender & Crossdressers

I suggest you read parts one and two to pick up a man's journey to womanhood caused by the woman he loves, his wife. Some of the items used may not be available in the market today. Rest assured they will be. The key to any conversion is the manipulation of one's mind. What the wife fails to remember is that each one of us has freedom of thought. I got up e...

Jabba's Shemale Slave Pt. 02

by mkh78 on Oct 8, 2019
Celebrities & Fan Fiction

This story is from the imagination of the writer and inspired by Return of the Jedi. I have used Huttese words in some parts. These are not of my own. *** 1:30 am. Tarno and the Twi'lek shemale prostitute he found and subsequently bought from the brothel's owner, were now quickly speeding across the Tatooine desert. He considered spending the night at a...

Romina Ch. 01

by Lubba on Sep 13, 2017
Transsexuals & Crossdressers

I was round at some male friends flat having a few beers after a night out. When none of us got lucky on a night out it became the norm for us to watch one of the many porn videos they had collected over the years. One of the guys had returned recently from Amsterdam and bought a few budget films which had trailers at the beginning of some fetish films. We...

Somali Femdom: New Convert

by Samuelx on Sep 14, 2017
Transsexuals & Crossdressers

Mistress Fatuma Suleiman, Supreme Matriarch of the world-fastest growing religion, the Fatumanism Faith, looked down at her latest supplicant, Ahmed Dawit. The six-foot-tall, burly and broad-shouldered, bronze-skinned and brown-eyed, hairy Egyptian male grimaced as Fatuma's cohort, Lady Karma, thrust her cock into his asshole. Mistress Fatuma Suleiman smiled...

Mistress' Shemale Cock Gift

by MasterHornedGod on Jul 4, 2018
Transsexuals & Crossdressers

Mistress strides into the playroom in her usual seductive way, her curvy hips swinging side to side, very large full breasts jiggling ever so slightly even though squeezed together to form a captivating cleavage by her black latex skin-tight leotard. A see-through chartreuse skirt accentuates her luscious hip curves, revealing the french-cut leotard plunging...