Sissy Milk Stories

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Sin of Vanity Ch. 01

by Belongs2Beth on Sep 12, 2017
BDSM

Author's Note: This story continues the story of Vance, Marcia's friend introduced in "Marcia Goes Back to School". I have made an effort to make sure that this chaptered story can be read as a stand-alone or as an episode in a continuing series of stories set in the fictional town of Torquay, Connecticut. Readers of my earlier works will be familiar with Mi...

It Really Does Happen

by lipsticked on Sep 26, 2017
Fetish

This story is copyright 2009 by (lipsticked11). All rights reserved. No reposting without permission. * I am owned by a dominant couple and their niece and used as a live-in maid, cook, and sexual slave. My name was Michael, now I am Michelle. This is my story: When I was 35, my wife Connie and I lived next door to another married couple, Denise and Steve...

Mistress Milks Me

by RobinTVDaniels on Sep 15, 2017
BDSM

It was a bright sunny spring day and I had gotten up early and made my self as sissy as possible for my mistress. I touched up my shaved body to make sure not a hair was anywhere on me. I gave myself two enemas to make sure my ass was clean in case my mistress might want to use me in some way. (I always hope for the best lol) I had put on my sexiest panties...

Sissy boy shock

on Apr 29, 2025

Story about sissy crossdressing and other good stuff. Milo was a small guy he stood 5foot 7 inches tall, he was always bullied for his feminine physique growing up. No matter what excerise he tried weight lifting, martial arts or sport he failed to gain any muscle mass. Except in one place he always had a perfectly shaped ass. He never did squats or even leg...

Auntie Jean Drummond Lloyd Ch. 4

by Sissy Adele Howells on Aug 31, 2017
Fetish

The final humiliation by Auntie Jean Drummond Lloyd was reaching its very kinky conclusion. I was looking really cute in Karen Lloyd's pink pyjamas. I could smell Karen's perfume and bodily juices on them. Karen had even left her shit stains in the ass part. I was now paraded in Auntie Jean's bedroom. Kimberley Holmes, laughed at my blushing face. Her black,...

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...

Kinky Dentist Sian And Sissy Rachel Ch. 02

by Sissy Adele Howells on Dec 12, 2018
Fetish

I awoke at 5am on a cold, Saturday morning. Dreaming of my sexy dentist all night made me feel so kinky. The thought of shagging Sian Harris made my cock have a permanent erection. I was surprised to hear the bell on my front door so early. I decided to open the door wearing my pretty, pink dressing gown. It was my cousin Susan Beynon aged 37. Her flaming, r...

Milking Her Huge Udders

by TrotskysGirl on Mar 12, 2019
Fetish

Devon was the owner of a brothel that was known far and wide for entertaining just about any sexual fantasy a man could dream up. He was a shrewd businessman with a good reputation. He treated his customers right, he treated his working girls right. His creativity helped maximize both his profits and his customer's pleasure. He offered both the basic and th...

Sissy Driving

by MattieG on Sep 17, 2017
Loving Wives

Lindsay had been texting me for days after we met at the restaurant. I'd turned her into a little slut begging for my cock. She wasn't about to give up my dick for her husband's little sissy dick. We had been sexting nonstop since the other night so I knew she was pretty horny by now. I had been very busy with work and our schedules hadn't synced where we co...

Sexy Milky Sisters

by StrongMaster7 on Sep 18, 2017
Fetish

Donna was dashing around her apartment pulling herself to together for her big date. As she ran from room to room fixing her hair, putting on her carefully selected outfit, her older sister Bonnie stood holding Donna's six-month old baby boy. "You have my cell number. Try not to call, but call if you have to," Donna said as she flew from the bathroom to he...