Ladyboy Fuck Guy Stories

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Satan's Sissy

by nancyvasquez on Oct 15, 2017
Transsexuals & Crossdressers

Oh you stupid little faggot! You just had to go and get married to a woman! Why?? Why fuck up some poor girl's life like that? Was it because you crave humiliation, and subconsciously you knew it would be just a matter of time before you got caught, and you would be outed publicly? Outed as a pole smoking homosexual who was more at home in frilly skirts and...

Bibbit Smithers's Ordeals

by justincbenedict on Jul 11, 2018
BDSM

The Colonel's Chastity Tales June 2018 Stories BIBBS JUST CAN'T GET A BREAK Bibbit Smithers, Senior wondered why he was spending an expensive week at the Thumbscrew Lodge. Bibbs had had his ass kicked by his older brother, "Smitty" which you would think would have been bullying enough, right? And, Bibbs, no jock, had been charged with handing out towels t...

Tales From the Netherworlds

by JackOLantern on Jul 20, 2018
Fan Fiction

The Netherworlds. There are a countless number of them in the universe, all with their own societies and customs. Why, nearly anything you could think of could be represented in the form of one of these demonic worlds. A world that has been converted into a gigantic spa resort run by slimes that poison their customers instead of detoxifying them? Why not? A...

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Once Upon a Laundry Ch. 02

by thekestrelkid on Aug 7, 2018
Transsexuals & Crossdressers

At 7 sharp I knocked on Jessy's door nervous and anxious still not entirely sure what I was doing. I couldn't believe how hot a time I had down in the laundry room with her making me finger my own ass like a "pussy" and jerk off for her. The thought of taking it to the next level was exciting. Jessy answered the door dressed only in an over sized t-shirt a...

Business to Improve Sex Lives Ch. 08

by walterio on Dec 24, 2019
Novels and Novellas

ANAL TRAINING Trace and Brittany were eating a light practice after their customary morning sex. Trace asked, "Who do we have scheduled today?" "A young woman named Justine. She is interested in anal training." "Really, an anal virgin?" "Yes, she has a boyfriend who she dearly loves. He has tried to get to her ass several times but she refused. Now she...

Thai Graduation Photos

by StarfireMayo on Sep 17, 2017
Loving Wives

Part six of the erotic photo journals of an English Teacher in Thailand. * Noi looked up at me with those cute mischievous little eyes of hers. Her mouth encircled my cock tightly while her head bobbed up and down on my dick, helped by my right hand firmly pushing down on her head to ensure she took all my long white cock deep into her throat. She had wok...

Makati Ch. 08

by massageaddict on Jul 15, 2020
Novels and Novellas

Chapter 8 I awoke early, having a busy day in front of me. After getting cleaned up and spending some time packing up my clothes and work items, I headed down to breakfast about 7:30am. I stopped off at the restaurant and ordered my coffee and an English breakfast and headed to my seat in the smoking area. When I rounded the corner, I was a little surprise...

The Incident

by Evenite on Oct 14, 2015
Fetish

"Three months, three months since I've moved here yet I've still not unpacked everything," you mumble to yourself "Slacker as always". Looking around your one bedroom apartment you notice not much has changed. Packing boxes are still piled unopened in the corner, at least the important stuff is set-up you think to yourself noticing the du...

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Red Pt. 03

by aausaheb on Jan 8, 2018
Transsexuals & Crossdressers

*Sometimes our heart reacts in ways we would have never imagined. Certain keys unlock certain lockers in our brain, which we never knew existed, and new caves reveal themselves; caves that are waiting to be explored. This is a continuation of the adventure Avi wanted to go on but has now gotten Shana interested and excited. To see how the unknown winds drag...

My Visit with a Filipina Friend

by esclaro on May 6, 2019
Transgender & Crossdressers

This is the story of my week long visit with a Filipina ladyboy in Hong Kong. She is a 31 year old nurse who has worked all over the world but now helps her mother run a supermarket in her home town. Since she is from a bad area of Mindanao, I arranged to meet her in Hong Kong. We had been chatting daily so I was eager to see her and see how we got along in...