Literotica: Big Burly Shemale Made Me Stories

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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...

Hotel Club Ch. 03

by pantywriter on Sep 25, 2017
Transsexuals & Crossdressers

I stretched and groaned under the sheets while transitioning from sleep to wakefulness. I felt really good, well rested, and sported the usual morning erection. Idly and automatically I reached down to caress myself when my fingers touched the lacy fabric of the panties. A giant grin spread over my face as the events of my second night's adventures with Cind...

New Bathroom Experiences - Shemale

by Gweh on Oct 15, 2017
Transsexuals & Crossdressers

"Come ON Kate! Hurry up! Before someone comes!" Natalie beckoned urgently to the young woman standing further down the hall from her as she held the bathroom door open, straining not to giggle, her voice barely audible over the thrumming music coming from the rowdy crowd just outside. Lady's night tended to get a little wild here, and they couldn't expect...

How I Became A Girly Slut Ch. 02

by richfun71 on Sep 13, 2017
Transsexuals & Crossdressers

Copyright 2008 I couldn't believe what was happening to me. Here I was a normal straight guy dressed in a tight pink t-shirt, stockings and suspenders and black lacy panties under my jeans, wearing bright red lipstick and with a transvestite's cum dried onto my face, and the taste of another man's cum in my mouth. I had a piece of paper with an address on i...

Pam's Shemale Experience Ch. 10

by majicman21 on Dec 2, 2019
Transgender & Crossdressers

Pam woke up, and as she remembered what day it was, a smile crept across her lips. Earlier in the week, her owner had decreed that she would not fuck Pam until Wednesday. That had been Sunday night, and now, with Monday and Tuesday past, today would be the first time in a long time she would feel that magnificent cock opening her up. It's been too long.....

Pam's Shemale Experience Ch. 11

by majicman21 on Jun 1, 2020
Transgender & Crossdressers

Content warning: one scene with a golden shower. "Ah, what a way to start the day," Tanya sighed, letting her cock slip from Alex's pussy. The shemale had just filled it with a load of cum, dribbles of that gift already leaking out. Pam smiled from next to them, at the possessive yet affectionate way Tanya slapped her cock onto one of Alex's thighs and...

Pam's Shemale Experience Ch. 08

by majicman21 on Mar 11, 2019
Transgender & Crossdressers

Content warning: one scene with a golden shower... Pam woke with a start. It took her a few seconds to hear her alarm ringing. Next to her, Tanya was still asleep, and further down on the bed, Alex was as well, her head resting on Tanya's thigh. Pam reached over to the bedside table and quickly turned off the alarm. Neither of the other women stirred....

Pam's Shemale Experience Ch. 12

by majicman21 on Oct 12, 2020
Transgender & Crossdressers

Pam and Alex sat together on the bed, the former watching television, the latter on her phone. It was their last night at the hotel. Some of the teachers at the conference had organized a group outing earlier in the night to a nearby restaurant for dinner and drinks, as a farewell of sorts. Pam had gone along, but Tanya had been unable to. "I have a date,...

The Sexiest Shemales Ch. 03

by cleanly_shaven on Sep 13, 2017
Transsexuals & Crossdressers

I woke up laying on Daisy's inner thigh. Her cock was lying right in front of my face. It smelled so good. It smelled like sweet perfume and cum from our previous romp. I smelled it and began rubbing the tip of my nose on it and then slowly I began kissing it. Daisy began to slowly wake up and did her cock. It grew more and more as I continued to kiss it and...

Pam's Shemale Experience Ch. 09

by majicman21 on Aug 7, 2019
Transgender & Crossdressers

It was Tuesday morning, the second day of the weeklong teacher's conference, and almost the entire room was paying close attention to the speaker, one Martin Greenman, forty-seven-year veteran of the classroom and expert in educational theory. The only one not paying attention was Pam. She was in the front row, doing her best to listen and sit still. Next...