Shemale Cuck Stories

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Blindfolded Surprise

by LilithsCuck on Oct 6, 2020
Fetish

Ken sat cross-legged in the middle of the room, unsure of where Lilith and Matt were in the room. Lilith had blindfolded Ken before making him disrobe. Ken couldn't see the look on Lilith or Matt's faces when he took of his underwear, but he could hear Matt's snicker as the small steel cage flopped out from behind the elastic of his underwear. Lilith laug...

Jabba's Shemale Slave Pt. 02

by mkh78 on Oct 8, 2019
Celebrities & Fan Fiction

This story is from the imagination of the writer and inspired by Return of the Jedi. I have used Huttese words in some parts. These are not of my own. *** 1:30 am. Tarno and the Twi'lek shemale prostitute he found and subsequently bought from the brothel's owner, were now quickly speeding across the Tatooine desert. He considered spending the night at a...

Mistress' Shemale Cock Gift

by MasterHornedGod on Jul 4, 2018
Transsexuals & Crossdressers

Mistress strides into the playroom in her usual seductive way, her curvy hips swinging side to side, very large full breasts jiggling ever so slightly even though squeezed together to form a captivating cleavage by her black latex skin-tight leotard. A see-through chartreuse skirt accentuates her luscious hip curves, revealing the french-cut leotard plunging...

Chance Encounter Ch. 02

by Miguel59 on Sep 13, 2017
Loving Wives

Fifteen minutes later Jean pulled into the driveway, hit the button, and opened the garage door. She considered the dark house a good sign. She was as eager to see her cuck as he was to see her. She pictured him up in her bedroom, laying on her bed, flat on his back, a towel underneath him. She had always been a creamer and they had incorporated a towel in t...

Man at The Bar

by MissFaith on Sep 17, 2017
BDSM

It was a warm evening. One of those that carry the slight hint of autumn in the air but the promised coolness hasn't arrived yet. The sun was softly sitting on the horizon as people bustled past as I sat on the bench and awaited my date for the night. We had met a few times and I was beginning to get comfortable with him. I had chosen to be brought by my car...

Saving The World Porn Review #1

by vic_elor on Sep 16, 2017
Reviews & Essays

Since I seem to have sufficient free time and a steady access to pornographic material, I have taken it upon myself to save the world from bad porn! How am I going to do that you ask? By watching lots of porn, jerking it a few times to clear my head, and then give it either my thumbs up or thumbs down. My system of review will be fairly simple. I will pro...

Attack of the Chakra Witches Ch. 02

by Nocturnal_Ferret on Sep 16, 2017
Transsexuals & Crossdressers

########## Chapter Two I witness others broken to the chakra ########## I awoke not to the sound of fighting, but fucking. And not the high-pitched squeals and cries of women, but the throatier entreaties of men who were either pleading and begging or moaning out their pleasures nearby. And around me there appeared to be several Altan men, some still...

College Shemale babysitter

by tomf15 on Sep 15, 2017
Transsexuals & Crossdressers

Disclaimer: All characters are 18 and over. Jessica pulled up in front of a large house at the end of the street. She looked down at the text; 1278 Backstreet. "This is the right place," she thought. Jessica was a fairly normal, attractive college girl. She studied hard, partied on weekends, and liked to work out. There was one thing that separated her f...

Carol, Candy & the Ex Pt. 02

by corduroysissy on Mar 26, 2019
Transgender & Crossdressers

(Will Candy make a good cuck?) Davie was standing at Carol's front door dressed in a pair of copper brown wide-wale corduroy dress trousers, and a beige polo shirt. Oddly enough, he felt more nervous than he did the night before when he was in full drag, and he attributed it to the ex-factor. Last night Davie as "Debbie" was there to meet Robbie as "Candy"...

Somewhere else.

by latexdoll on May 23, 2010
Fantasy

Waking up this morning I bet you didn’t know it would be the last day you spent here on earth. Climbing out of bed you hit the alarm clock for the third time, you can’t quite place what is wrong, you just can’t seem to get out of bed. Getting ready for work is more of a chore than usual. For whatever reason nothing seems to want to cooperate. Your shower hea...

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