Shemale Fucking Guy Stories

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Absolute Devotion Ch. 12

by KaseyLegs on Sep 16, 2017
Fetish

The cabin was much as Grandpa had described it, on a peaceful lake, surrounded by woods, and with Adirondack furniture on the porch. What he didn't describe very well was the interior, which contained two well-worn cots with stained sheets, a wobbly table with four rusty folding chairs around it, and a kitchen that included, amongst other things, an old man...

Pagans Revenge

by JaxRhapsody on Nov 16, 2020
Erotic Horror

"Those fucking Sorority girls piss me off, flaunting themselves... buncha whores. Especially that head bitch; Heather," Taylor gripes. "High school was a long time ago, We're in college, it's like a new life," Jack replied. "Yeah but she always made my life hell. Made me an outcast and either stole, or cock-blocked any guy I was trying to date. I can get e...

Stepdaughters Transexual Surprise Ch. 2

by juge1 on Sep 19, 2017
Fetish

As I ended the first chapter of my love story, my Stepdaughter Dawn and I were returning from loading a Ryder truck with her possessions. We were to spend the night at home, then continue on to her new place in the morning. We had stopped on the way and enjoyed committing acts of sin by Dawn seducing her willing Daddy. No regrets. We were 20 minutes from h...

Rod Sucks a Mystery Cock

by PinkDelphi on Sep 3, 2017
Fetish

Rod Gets Lingerie, a Strap-On and a Mystery Cock. He tastes cock for the first time. Part Five My other boyfriend was going to service Rod's decadent desires, and Rod did not know it. My friend Bill was sitting in his car just outside the house, waiting to come in at the right time, when Rod was really ready for his first taste of real cock. I had found o...

Office Punishment

by Chewiebon on Oct 15, 2017
BDSM

Contrary to her name, Sandy had long, brunette hair. She was a little over 5 feet tall, and very skinny and petite. She lived in a pretty normal neighborhood, filled with traditional families with traditional parents and usually around 2 or 3 kids. There were a few singles in the neighborhood like her, but only a few. The moms in the neighborhood were pretty...

Genesis: Sucker Punched

by panther1282 on Sep 16, 2017
Sci-Fi & Fantasy

Chapter 1: Veronica "V" Stone V woke up after the blessing of the sun shining its light through the opened shades of the window. V did not need to go outside to tell how beautiful it is. To V it didn't matter if the clouds were dark grey, lightening lighting up the sky, or it would be pouring rain. Nature was beautiful. If only she could control it in he...

Pool Party

by GuyIncognito06902 on Sep 26, 2017
Celebrities & Fan Fiction

Happy to share this story with you. This one is a bit odder than the usual fare and I warn you going in that this story involves well hung celebrity shemales. I kind of wanted to save it as a surprise twist, but that seemed a bit unfair to have the story seem like a typical lesbian celebrity story and then have it be about girls with hot cocks instead of cun...

A Shemale Shock: A MILF Falls

by silkstockingslover on Sep 25, 2017
Illustrated

Summary: Mom catches her daughter with a teenage shemale and.... Note 1: This is a Nude Day 2017 Contest Story so please vote. Note 2: Thanks to Tex Beethoven, Robert, and David for editing this story. I was having a bad day. I'd spilt coffee on myself on the drive to work. I'd gotten a rip in my nylons. And I'd forgotten my notes for tonight's intervi...

"A Shemale Submission": A Lust Story

by silkstockingslover on Dec 23, 2019
Illustrated

"A Shemale Submission": A Lust Story Summary: Author Jasmine falls for a hot new teacher with a big cock. Note: Thanks to hfernandez1983 for the many pictures used in this story. He spent weeks getting these perfect for the many different scenes I requested. If you like the pictures in this story, please feel free to read the multi-chaptered series Cheerle...

Master PC - NYC Edition Ch. 29-END

by Sementix on Jan 22, 2019
Sci-Fi & Fantasy

Twenty-Nine When Nat approached his apartment door (after entering his building from above not below), he smiled and prepared himself for a small harem of woman on the other side. It was about seven p.m. and he had set a dinner reservation for 8:30. That was plenty of time to wind down a little bit and then get changed, etcetera. He opened the door. As he...