Auntie Sissy Stories

8,340 results
Orientation
Length
Source
Infinite Scroll

Leather and Lacy Ch. 02

by mollyj on Sep 17, 2017
BDSM

Watching the two women laying in repose at her feet, she cuddled into her own contentment, letting them rest as she sipped her drink, petting herself for the sheer pleasure of it, knowing she would find her arousal later, and knew the longer she waited for her pleasure the greater it would be. When she felt her passion rising, she called Lacy to her with her...

Knicker Fun with Marie and Julian Pt. 03

by Seamstraight on Mar 6, 2018
Fetish

I looked inquisitively around at Marie and Julian's quite spacious bathroom. I could hear Marie giggling from their bedroom next door. She had told me to wait for her in here whilst Julian and herself got things 'ready' for more fun and games together. Slowly stroking my semi-stiff prick as I sat on their toilet seat. I admired the walk-in shower before my...

Mrs K and Me Ch. 04

by amorone on Sep 13, 2017
Mature

Chapter 04 Auntie P employs a gardener. If you have read chapters one to three of "Mrs. K and me" you will be aware that Mrs. K seduced me, her grocery delivery boy who was the son of an acquaintance of her own age. Mrs. M or Auntie P. as she was known to me, a neighbor of Mrs. K. had got involved in chapter two. She was a close friend of my mother but a l...

Teddy Bare in Captivity

by christinecuddlewell on Aug 18, 2017
Fetish

Whilst this is written as a story that can stand on its own it is also a continuation of an earlier submission 'the bad Teddy Bare.' Oh joy. I have, for the first time in my life, a real live supplicant of my very own. Now just fancy that if you can. Me, Christine Walters, fat, fifty and widow of this parish has pulled a dishy slim young man of twenty od...

Training Tim Ch. 02: Oral Exams

by ualmech88 on Nov 18, 2019
Mature

Chapter one gives a lot of character development and background that will not be repeated here. This can be a stand alone story but is probably better enjoyed with the first chapter having been read beforehand. All characters are above the age of eighteen when any sexual activity takes place. ***** "The time has come to step up our training." Tonya said t...

Andrea Millhouse Pt. 09

by ThickAsThieves on Dec 9, 2019
Romance

__________ 20 __________ A cawing rooster awakened us the next morning, something which I hadn't experienced since childhood at my Grandfather's orange farm in Phoenix. Lifting my head, I peered at my phone which read five thirty AM on the dot, sheesh, it's already Saturday... I set my head back onto the pillow and pulled Andrea closer to me, the rooster co...

Afternoon Delight Ch. 02

by Catytheghost on Sep 16, 2017
Transsexuals & Crossdressers

Chapter 2: The Party The week was very busy getting ready for the party. All of Auntie's staff was invited, plus several students and professors that I didn't know. Well, this presented me with a small problem: Not all of them knew I was transsexual. I asked Auntie if I could wear a wrap skirt in order not to freak anybody out. She told me with a bit of a s...

Black Eye Ch. 01

by velvetpie on Sep 14, 2017
Interracial Love

"I don't believe it!" I sat on the couch in my aunt Tywrella's house, staring into the startled face of my mother, Renisha. Auntie Ty stood behind her with Uncle Revis at her side, his mouth hanging open as well. I had just told them the most important news of my life. Being twenty-three and a new college graduate, I was excited about finding a job in my c...

Razia, The Horny Divorcee Ch. 04

by sahebji on Aug 30, 2017
Group Sex

Dear reader, permit me to refresh your memory by repeating the last few sentences of part 3. When I got up in the morning Razia was still fast asleep. I shaved and had a relaxing shower. As I was about to wear my dressing gown Razia opened her eyes and yawned, 'Lover you are up early. Have you had tea?' 'No I was thinking of taking it on the terrace. I n...

Paul's Corset Story

by Learningfast on Oct 6, 2020
Fetish

My name is Paul and I seem always to have had a fascination with women's underwear, especially girdles, corsetry, bras, stockings, suspenders and so on. As an 18-year old teenager, in 1969, the family went on holiday to the Norfolk Broads. On the way back, a detour was made to the Spirella factory at Letchworth, Hertfordshire. There were many women, men and...