Sissy Milk Stories

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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,...

TS Princess Ch. 01: Fucked by My Warden

by TSPRINCESS on Sep 16, 2017
Transsexuals & Crossdressers

It had been several weeks since I left home with my cousin brother for my breast-enhancement surgery. All our family knew was that I was going to some cram-school to get coaching for Pre-Medical Exam (AIPMT). My cousin brother had been supportive of me not only since he cared for me; it was due to his own advantage of having a full-formed girl at his disposa...

Outed and Married Ch. 04

by keptsissy on Apr 23, 2018
Transsexuals & Crossdressers

I feel the cool air all over me. I'm in his warehouse. It's a huge facility and I'm naked and restrained in the middle of the football field sized room, surrounded by floor to ceiling full shelves of his adult sex toy products. Two other men that stand and watch stare impassionately. One of the men says something to the other man, points to rear end. The bot...

XChange Seminar, X-change, X Change Ch. 02

by Grabenork on Feb 6, 2018
Transsexuals & Crossdressers

"Good morning, everyone! I am Dr. Welcott, and I am very happy to welcome you to X-Change Technologies, Inc. You are all here because you attended one of our X-Change Seminars run by Dr. Brewer at the Comstock Institute. He reports that you all participated in the seminar enthusiastically and then signed a list to volunteer to become future demonstrators at...

A Letter to Our Pantyhose-Sissy

by Sheermistress on Sep 19, 2017
Transsexuals & Crossdressers

I'm on my bed on my knees, my skirt pulled tight and just a little high, exposing my control-top pantyhose to your eager eye. My feet are dangling over the edge of the bed and you, my little pantyhose-slut, are standing behind me, dressed in your sexy schoolie outfit and mary-janes. Your face is made up in a prissy, sissy, teen-girl way and your hair is fini...

Being Holly

by Sissyhalo on Sep 13, 2017
Transsexuals & Crossdressers

Okay like right off I want to make it clear it's Holly now and forever. Holt's fucking dead and I'm killing anything that's left. And that's a damned good thing. See Holt was an asshole, I...he...that person I was...I was raised by an asshole. My dad and he wasn't a nice guy. He was a jock, he was a mean jock raised by worse my grand dad. Holt was part...

Developing Emma Ch. 04

by Sputnik57 on Sep 19, 2017
Transsexuals & Crossdressers

Emma took comfort in the shoes he'd bought her as the days passed, and as she slept she thought hard of the warm suitor's face and kissed her pillow; her anus tingling sweetly on the butt plug, imagining the beautiful sensation she'd experienced when he'd mastered her for the first time. She yearned for him and hoped he'd not just used her for a moment's ple...

The Farm Ch. 03

by Stillherer on Sep 16, 2017
Transsexuals & Crossdressers

Ed took his time with me. He constantly taunted the two younger men as they waited eagerly for their turn to stuff their hard cocks into my cum filled sissy cunt. "Only right that your daddy gave his bitch to a real man before you two pathetic losers." After smothering me with his fat sweaty gut and smelly cock Ed had swapped ends never letting go of his pri...

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 Unsuspecting Candidate Ch. 03

by missvicky53 on Sep 11, 2017
Fetish

I awoke at 6:00 A.M. and set about preparing for my sissy's surprise. I opened the door to see him there on the bed, his ankles and wrists still cuffed to the four corners of the bed. His head was still encased in the bondage hood and he lifted it as I shut the door and approached the bed. "I trust my sissy slept well," I cooed as I began to release him fr...