Aunts Sissy Literotica 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,...

Daddy's Sissy Staircase Ch. 03

by SissyLoniOR on Sep 28, 2020
Transgender & Crossdressers

This is part 3 of a 3-part series, to understand better, go back and read parts 1 and 2. Thanks for everyone's comments, this has been my first story here at Literotica, and I have ideas for many more. Please feel free to contact me with ideas for future submissive sissy slut stories! My visits to Daddy now typically involve more time than just during the...

Dealing with It

by Alemuchomas on Sep 16, 2017
Transsexuals & Crossdressers

This is a real story that happened to me. I know that some of you would have taken different decisions but this is what I decided to do. Excuse the poor writing since I don't have too much experience in this. ***** I was alone once at my dads house, mom and dad were split up and I remember that one of the times that I was staying with my dad, he had a frie...

Dress Up

by hairy4135 on Sep 16, 2017
Transsexuals & Crossdressers

I don't know how to explain it. I am not gay although I may be passive bi. I have had sex with men, but not a lot and I have always been the one receiving, you know once a friend showed me a pack of pictures of his wife from fully dressed in conservative suit to complete nude with some action photos, her sucking his dick and fucking her self with a rubber di...

Picked Up On the Prom

by DeborahC on Jul 15, 2020
Transgender & Crossdressers

I was nearing 20 years old and had no real life plan. At my Aunts suggestion, I accepted her invitation to use her coastal cabin. I was her favourite nephew and she thought I could make use of the solitude, the wide open space and the fresh sea air to gather my thoughts. The village near her cabin was a lovely old place. Set in a valley between rolling hil...

Letter from Alexandria

by justincbenedict on Sep 24, 2019
BDSM

Dear Shoeblossom: This isn't exotic, from Alexandria, Egypt, but just Virginia... I taped this the other day at Starbucks, and I hope your readers get a little educated, or just for laughs. My friend Felicia is very impressed with my philosophies! Marlowe "See, one reason I have Orion in the belt is because I want him to experience what I've gone through...

Breaking with Traditions

by Canadagander on Sep 17, 2017
Loving Wives

Copyright © 2005. All characters, events, and text in this story are purely fictional, and are created by and the sole property of the author. All rights reserved. - - - - - - - - - - - - - - - - - - - - - - - Writer's Note: It's time for Canadagander to make a public disclosure, to come out of the writer's den, so to speak. 'Gander is not a real person....

New Years in New York

by SissyAndi on Sep 13, 2017
Transsexuals & Crossdressers

Disclaimer: The following story contain explicit descriptions of consensual sexual activity and are not suitable for reading by anyone under the age of 18, or anyone offended by reading such material. These acts include bisexuality, cross-dressing and other fetishes and perversions. This story is pure fiction and fantasy. I encourage everyone to practice s...

Eve Quest Pt. 04

by JJ Neal on Sep 12, 2017
Transsexuals & Crossdressers

Chapter 16 Monday morning I was told to wear my red panties, bra and ribbon; my white collar, bracelets and heels and a red sleeveless dress. Sheila and Jenny ate breakfast, got dressed and loaded me in the car. They dropped me off in front of the beauty parlor and Jenny said. "If Hilda finishes today. You should give her a tip." I went inside with that d...

A Sissy Saga Ch. 11

by Snurge on Sep 15, 2017
Novels and Novellas

"Your financial accounting is abysmal, Miss Hancock." said the man from the Department of Inland Revenue. "Some of the necessary records are incomplete and others are totally missing. How can you hope to complete a Tax Return for your business without appropriate qualifying evidence?" Miriam Hancock eyed him with some malevolence as he poked the documents i...