Shemale Fucks Boy Stories

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Shemale Utopia

by Lewd_Ruby on Jun 15, 2016
Transsexual

*De-De-De-De-Deep* *De-De-De-De-Deep* *Click* I gently pressed the large red button atop my alarm clock to stop the annoying racket of those high pitched beeps. Sitting up I began to take a look around at my surroundings, Beige wallpaper spread across the walls, the odd video game poster stuck on lazily with some blu-tack. Letting out a small sigh I swung my...

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Arabian Nights Pt. 05

by MicheleNylons on Sep 26, 2017
Transsexuals & Crossdressers

Defiled ***** Sadan pulls his cock from Michele's anus with an audible plop. Semen mixed with lubricant run in a rivulet from Michele's anus down her thigh and soak into her tattered stockings. Sadan wipes his cock on the remains of her ripped panties and then pushes Michele facedown on the bed. "You have performed well my pretty putta; better even than t...

The Gym Ch. 4

by Kip Carson on Sep 14, 2017
Group Sex

John arrived at Kate's house at 6:50 pm. She answered the door in a very tight fitting short dress. "Damn, you look good" John told her. "Sorry I'm so early, but I was so excited about tonight" he added. "That's fine, I'm always ready early" she said. "And you look pretty damn good, too" she added. She eyed him up and down. He was wearing black dockers, a ni...

Purgy's Birthday Blowout Ch. 01

by rikkusguardian on Sep 13, 2017
NonHuman

Purgy is the (c) of :iconmatthewbrandon: Vipra reference is the (c) of :iconVipra: Story is (c) :iconrikkusguardian: This story contains one of my new found love of condom filling/popping! X3 I always wanted to read/see more condom inflation, but there isn't much here, at least not at the levels i like it....so i decided to add it to this story and leave...

A Girl with Something Extra

by TonyXxx on Jul 30, 2019
Transgender & Crossdressers

I found her online. She was exactly what I was in the mood for. A girl with something extra. After trading pics, a little email flirting, she invited me over. I tucked my hardon back in my pants and drove over, just hoping she was as hot as her photos. Yet when she opened her door, she looked even better... A beautiful woman with a great figure, a pretty...

Making Shemales

by lknround2 on Sep 13, 2017
Transsexuals & Crossdressers

I have a first kiss fantasy. A knock on the door, I answer and open the door, we smile, I'm greeted by the smile of a friend Sarah, you step in, once inside Sarah places herself between me and the wall. We look into each other's eyes and we kiss. It becomes a passionate kiss, You see I met Sarah on FB, first time I ran across her profile, I thought damn sh...

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...

Dark Life

by Samuelx on Sep 14, 2017
Transsexuals & Crossdressers

Kiara looked at herself in the mirror. She liked what she saw. A tall girl with long black hair and pale blue eyes. Her skin was light bronze. She stood five feet eleven inches tall in her bare feet. She had just stepped out of the shower and finished drying herself up. Kiara was a pretty girl and she could hold her own against most of the other females out...

Boy Brides Ch. 2

by yano on Sep 14, 2017
Fetish

Chapter 2: A Shock from Victoria Darren continues his story of his introduction to the KBG. "On Saturday evening I arrived at the shop in time to meet the two men with Mandy and Victoria. This time Victoria had on a bright pink dress which looked no more than a multi layered petticoat. "Once into the fitting rooms I was ordered to strip by Mandy and then...

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...