Ladyboy Fuck Guy Stories

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Two Birds with One Stone

by erectus123 on Mar 7, 2018
Erotic Couplings

Dear readers, all sexual events involve persons above the age of 20. A lot of the dialog is dialectic and its rendition is not necessarily grammatical but does honestly represent the way people talk and think these days. ***** TWO BIRDS WITH ONE STONE Best friend's girl grabs your cock? Waa-ta-do? Can't believe it, did I say that. Can't believe, dam I ca...

Letter from Lythgoe Heights

by justincbenedict on Mar 7, 2018
Transsexuals & Crossdressers

Dear Shoeblossom: I want to tell you about my male master, Emil. He is Austrian, and although I am, I think a heterosexual male, not really bisexual, or maybe a bit now... But Emil is a find! Just this morning I was being tutored in how to edge without cumming. When I got close, kneeling in front of Emil, he reached down and tweaked the mousetrap on my ri...

Guilty Pleasures

by trevorm on Sep 16, 2017
Transsexuals & Crossdressers

Trevor parks the car at the far end of the large car park so we're not seen arriving together. That's very important. We play by my boyfriend's rules. I have no choice in the matter. "Come on you little slut," he says, killing the headlights and switching off the ignition. He doesn't smile, only puts his hand up my dress and feels my crotch. "Jesus!" he say...

Groomed to Depravity Ch. 04

by ssamlee2000 on Jun 1, 2020
Transgender & Crossdressers

"Wake up you lazy slut." I opened my eyes to find Mohamed's naked figure looking over me. His morning wood, erect in all its glory. Did he want me to suck him off? My tiny cock flinched as I recalled the adrenaline rush from being raped in the throat. "We need to be out at 9 if we want to make your first appointment. Put your make up on and get dressed, I'...

The Reunion Ch. 03: The Hot Tub

by Valtikka on Jul 14, 2020
Exhibitionist & Voyeur

*All characters in this story are at least eighteen years old* I only realize how much I missed these people after seeing them again. Jessie is the first to arrive. He's still driving the old Volvo my father gave him when he passed his driving test as a student. He brought his daughter Zoë with him and judging by the look on her face she would have rather b...

Heidi’s Submission

by TimT1972 on Sep 19, 2017
Transsexuals & Crossdressers

Eighteen year olds are the same the world over. The handsome, tough and sporty are nearly always the most popular. Adam was none of these, he was rather effeminate, of slight build and definitely no sportsman. As such, he never had that many friends. His home life wasn't much better; his father was dead, he had no siblings and his mother worked every hour Go...

Mistress Dusty

by justincbenedict on Sep 15, 2017
BDSM

BUTTERMILK BOWL (possibly Sadistic Spouse in Buttermilk Falls) "But I've not cum in six weeks, Dusty" Crake Ingledew said to his demure spouse. Dusty looked up from her "Cosmo" long pink nails tapping an article discussing depilatory body hair removal. She is so beautiful! Crake thought. Languid hazel eyes with long lashes, the dark eyebrows frowning irrit...

An Ever Changing Story

by Helenthemaid on Sep 16, 2017
Transsexuals & Crossdressers

Caught Out and Permanently Punished I was wearing a ultra short black leather mini skirt, a tight leopard print low cut top, which revealed my cleavage entrapped by my pink lacy bra (with matching panties). The straps of my 6 inch leopard stiletto heels were securely padlocked around my ankles. Recently I had been often going to the local park dressed in...

The Tax Man Comes

by Stormysailor on Jul 20, 2020
Erotic Couplings

Ced (for Cedric) approached what was probably a hobby farm or small business at the end of an unpaved, narrow road. An odd assortment of noisy dogs raised the alarm and a man came out of an outbuilding. They stared at one another for a while until Ced broke the ice, "Ross, from high school?" "Cedric, what are you doing in this part of the world?" "Obviou...

Kasey's Confession Ch. 15

by KaseyLegs on Sep 12, 2017
Transsexuals & Crossdressers

Dr. Duckworth, who looked just like the crazy shrink Gary I'd met while apparently imagining myself as a prostitute, had apparently been consulting with Dr. Bennett and others during my coma. He was very interested in the psychological effects that being in a comatose state for an extended period of time had on a person. When he informed me that he was willi...