Sissy Cow Stories

14,719 results
Orientation
Length
Source
Infinite Scroll

Sissy Finds a Friend

by Quietoldie on Apr 10, 2019
Transgender & Crossdressers

Andrew likes to wear women's clothes in the privacy of his home. He finds he's more comfortable dressed as a woman, and wearing frilly clothes makes his cock stiffen up nicely. He's been married to Wendy for ten years now. She discovered his fetish by accident six months ago and has come to accept his need to cross dress. When she returned home early one da...

Mistress Barbara Calls Ch. 03

by goamz86 on Sep 19, 2017
BDSM

Letter to the reader: This is a story of female domination of a submissive couple. It includes the man sucking dildos and taking thinks up the ass. If this is not your cup-o-tea, please find another story. Don't waste your time and mine reading it and making comments about me being a fagot or other asinine remarks, I will just delete them. Constructive comm...

Mistress Barbara Calls Ch. 01

by goamz86 on Sep 19, 2017
BDSM

Letter to the reader: This is a story of female domination of a submissive couple. It includes the man sucking dildos and taking thinks up the ass. If this is not your cup-o-tea, please find another story. Don't waste your time and mine reading it and making comments about me being a fagot or other asinine remarks, I will just delete them. Constructive com...

A Sissy Saga Ch. 12

by Snurge on Sep 15, 2017
Novels and Novellas

Poppy returned to the dormitory much earlier than had been planned. Most of the students at the Grange were in special detention and occupied in doing things in preparation for Open Day, but he was no longer a proper pupil and for a while that afternoon he was a free agent. He was feeling active and restless, but he arrived to find the room occupied by the...

Sissy Sidney and Sister

by FemFreak on Apr 17, 2019
Transgender & Crossdressers

Summary: Sidney is reluctantly persuaded into submitting to Ellen's humiliating wishes. His sister is along for the ride and gets to humiliate him a bit as well. In the end, Sydney questions his identity. All characters are 18 or older. Tags include feminization, crossdressing, pegging, femdom, mff, incest. ~~~~~ Angie loved to bully her little brother Si...

College Days – Domination 101 Ch. 03

by oneguy4fun on Sep 25, 2017
BDSM

Linda and Lori turned their attention to Pam when she walked in with Joe. They complimented her on how sexy she looked. Pam enjoyed the attention. "Joey did a nice job preparing me for my date," she said as she presented herself. Next the girls attention went to Joe and they laughed at the sight of him covered in black marker and dressed as a slut in red pan...

A Sissy Saga Ch. 17

by Snurge on Sep 15, 2017
Novels and Novellas

Titled people were a weakness with Miriam Hancock. She frequently spoke of them with harsh condescension, but the snob in her heart secretly rated them higher than wealthy businessmen, and so it was with some delight she agreed to the visit of the ennobled Marchioness of Wiggleswick. The delight had doubled when she discovered that in both Debrett's Distingu...

Wan Wan Wan!

by Frocto on Sep 16, 2017
Interracial Love

-The following story contains heavy race play. I do not personally bear any ill will towards the Korean race, or any race for that matter. Please enjoy this as a work of fiction!- "Good little Hyuna," said her producer, smiling down at the Korean idol. His penis was stiff as a board in his pants. "Hyuna good girl." "Very good. Very dumb and obedient, like...

Employment Conditions Ch. 01

by reavan on Sep 17, 2017
BDSM

"My name is Sonja, I haven't seen you before?" "I'm Dorothy, no I've just been hired. You?" "In here? Many times, It's the only way you can keep your job with this company and there is a depression out there, so you submit." They were both handcuffed side by side to a bar on a wall, forcing them to bend over displaying their naked rear charms to the room....

I Love Men to wear my Satin Panties Pt. 01

by Manndee on Apr 25, 2018
Transsexuals & Crossdressers

I was a quiet unassuming lad from the East end of London; I was 22 years old when I left home, it followed a number of pure flukes that all happened back to back, because of this I had had an amazing start to my life in my first job as a City trader. Unfortunately, things at home with my girlfriend were getting difficult after me losing my job. It was now 4...