Sissy Cow Stories

14,719 results
Orientation
Length
Source
Infinite Scroll

A Day at the Fetish Flea

by Tinababy on Jun 11, 2019
Transgender & Crossdressers

I first met Jack at the bar. It was a little uncomfortable for me talking to people there, because not only was it was a drag bar, I was drinking alone and I dreading that I might run into someone who might recognize me. I had been to the Fetish Flea that afternoon, gawking at the outlandish gear. Many booths lined the hall, and hundreds of freaky people st...

The Femdom Milking Farm

by williewagtail on Sep 14, 2017
BDSM

1. In the yard The male human "cows" were all in the yard waiting to be milked. With the cows corralled together, the girls, Sara, Teri, Jo and Nancy liked top spend some time of a late afternoon inspecting their goods. Leaning on the rails, they ordered all the cows to line up on all fours facing away from them. Legs apart, yelled Teri, let's see what you...

The Bimbug

by Testytesterton on Jun 17, 2020
Science Fiction

The world changed overnight with the first cases of the Sexually Infected Subjects Spreading Infections Exponentially Syndrome, or SISSIES, became known. At first it sounded like some urban legend, men turning into hot, horny, hung shemales and spreading the infection to any man that came in them...or any man they came in. It was only after you saw video evi...

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His Breeding Cow

by SWGirl on Sep 12, 2017
Interracial Love

(DISCLAIMER: If you're not a fan of interracial sissy cuckolding, go no further. Don't bother with the righteous indignation or the crude comments. Celebrate why you're here in the first place and move on.) "He said he wants me off the pill, he's going to breed me Tony!" "What!" I said. "Jenna, he can't do that.... You can't do that. You're my wife." I w...

Three Old Tarts and a Sissy Ch. 02

by Sissy Adele Howells on Oct 13, 2017
Fetish

We all sat in the living room of Diane Bennett's house. I was proud to be sissy Charlotte Church. My wife to be, Joan Harries sat naked on the sofa next to Sonia White. Joan's body could have done with being ironed over, but for 70 years of age, she had a fantastic figure. Having kinky sex with Joan, two hours earlier was the icing on the cake. For her to ex...

Mistress Barbara Calls Ch. 02

by goamz86 on Sep 19, 2017
BDSM

Message to the reader: Once again, this story, as the first one in this series does, has aspects of cuckolding, male submission, lots of humiliation and whipping and even some man/man cock sucking. If this is not your thing, please move on. The use of the "N" word in no way reflects the author's opinions of minorities. Leaving abusive comments about the auth...

Auntie Jean Drummond Lloyd Ch. 2

by Sissy Adele Howells on Aug 31, 2017
Fetish

Auntie Jean sat on a chair behind the bar. She pulled me onto her lap, cuddling me against her orange dress. Kimberley had gone over to her husband. Kevin had his arm around her. They both were kissing, to show they were happily married. Auntie Jean stroked my hair. Karen had left the room, but soon returned wearing a black, lacy dress. Auntie Jean farted qu...

Auntie Jean Drummond Lloyd

by Sissy Adele Howells on Aug 31, 2017
Fetish

I had been caught red handed. My kinky secret was now known by the stewardess of my local club. At 45 years of age, without a girlfriend, my world was about to change. Of course this was a fantasy dream, but everything was so real. Stewardess Jean Drummond Lloyd was 58 years of age. Sixteen stone of obesity, with short, blonde, curly hair. This was going gr...

Sissy Amy Loves Mummy Belinda Ch. 03

by Sissy Adele Howells on Sep 17, 2017
Fetish

Nurse Sue George sat opposite her best friend, Nurse Lynda Christopher. Both looked stunning in their royal, blue nurses uniforms. Lynda was a tall women in her middle forties, with dark, long hair, tied back in a bun. She wore glasses, but was attractive for her age. The best thing about Lynda Christopher, was that she sneezed frequently and enjoyed blowing...

Sissy Maid to Be... Ch. 01

by missjennymaid on Sep 5, 2018
Transsexuals & Crossdressers

Prolog I have always had the desire to dress like a girl. It started at a young age when my mother used to have me try on dresses to "see if they would fit my cousin." As I got older I still had the desire and it got strong enough that I started going out in public in college. I was lucky enough to meet and marry a woman who was accepting of my "hobby". Liz...