Sissy Doll Stories

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Orientation
Length
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Infinite Scroll

My New Neighbours Ch. 03

by csm1967 on Feb 25, 2019
Transgender & Crossdressers

I closed the bathroom door and looked at Katie. 'So, how was it?' I asked. She looked at me and smiled. 'It was great my love. I am a bit sore to be honest, but I can understand why you are so captivated by Angie and Tilly - they are amazing girls.' I nodded. 'They certainly are. I hope you weren't shocked by some of the things they said. Or I said for th...

College Misery Ch. 01

by newauthor19 on Sep 16, 2017
Fetish

Ever since words got out that James has some femboy porn hidden in his laptop it has been a nightmare for the 19 year old poor boy standing 5'8" and weighs merely 122lbs. His classmates have totally lost all respect for him. He was admired before for his friendly attire and kind hearted nature but now he is admired for his feminine body. He lives in a boy's...

Mistress Marisa's Estate Pt. 07

by keptsissy on Sep 12, 2017
BDSM

I am one of several slaves my Mistress Marisa keeps in her household. I am completely owned as are the other slaves that serve her. These episodes are written with her permission. It is my, our story... *************************** I hear you ring your bell. Hurrying to your bedroom I almost trip on my 4" spike heel shoes on the stairs. You decided that my...

My "Uncle" Caught Me in Pantyhose! Pt. 06

by JHouston on Sep 16, 2017
Transsexuals & Crossdressers

"You will make a hot little sissy in those heels and dress." said a man's deep voice behind me. I was startled. I was shopping alone in a boutique and adult novelty store near my new rented apartment. I had just moved in two weeks ago to be closer to my new college, and, I was picking out a few sexy outfits for crossdressing fun. I turned around to see a t...

The Homosexual Sissy Wife

by jakladd on Sep 14, 2017
Transsexuals & Crossdressers

I love being the one for you, the one waiting at home for you while you are at work. The house is immaculate. My time at home is spent making everything perfect, especially me, your gay sissy wife. Gay does not aptly describe the level of homosexual submission I have towards you. Being femme and sexy for you is my constant quest. I spend hours at our home gy...

A New Life

by sissycinnamonswirl on Sep 18, 2017
Transsexuals & Crossdressers

It was nearly 7 o'clock PM, and I was running late. I had gotten held up at work, and there was no way I could tell them exactly why I had to be home by a certain time. How could I begin to tell them that my Mistress would be expecting me home at exactly seven in order to receive my night's instructions? Not only would I sound pathetic, but I would be disgra...

Me & My Wife Are Sisters Now Ch. 02

by gayindia1980 on Sep 16, 2017
Transsexuals & Crossdressers

This story is in continuation of my last story Me & My Wife Are Sisters Now Ch. 01 ***** Next morning, we both slept quite late then our usual time, I don't know about Shivika but I was still feeling cum inside my ass. Last night my wife, Shivika was fucked by 2 sexy men in a 3some and then one of them fucked me really hard. Shivika woke up around 9:30 an...

Barbie's BBC Beginning

by jacki697 on Jun 9, 2020
Transgender & Crossdressers

I had always been curious about men. I had always wanted to experiment but alas I was way too scared of being "gay" to ever follow through on any of my urges. Chalk that one up to 18 years of living in a conservative Christian community. Instead I left my sexual urges to the alone time I had to indulge in my other fantasy of crossdressing. I loved the thrill...

The Drop-Off

by Longo_Afar on Nov 18, 2019
Transgender & Crossdressers

"Where's my comb, Mommy?" Margo sighed. Sissy could be so needy at times. And was there even a brain underneath that pile of blond curls? "I'm sure I saw it on your nightstand. But if you can't find it in all the junk you've piled up there, I'm not surprised!" Yes, Sissy's nightstand was a clutter of lipsticks, rouge, mascara and numerous other skin care...

Halloween Agreement

by princess_nicole on Sep 16, 2017
Transsexuals & Crossdressers

Halloween was fast approaching. This made me nervous as my new girlfriend had gotten me to agree to a costume I would never have thought I'd wear. A school girl. She said it would be fun, and that nobody judges on Halloween. Not that she had to try convincing very much, I cave in to her every whim pretty much all the time. I guess you could say I have a fair...