Sissy Aunt Stories

18,612 results
Orientation
Length
Source
Infinite Scroll

Mikey becomes Melodie

by tiffanyfoxe on Jul 14, 2020
Transgender & Crossdressers

The very first day that I met Heather she made it clear to me that sex was very important to her. That same night, when she first saw me with my pants down, she explained that since my penis was way too small to ever satisfy her, she expected me to service her with my tongue and lips whenever she wanted. All my life I'd always loved fantasizing about being...

Questions That I Don't Have Answers

by SusanJillParker on Sep 16, 2017
Humor & Satire

SusanJillParker has lots of questions but no answers. Help. I need help. Being that there are lots of wicked smart and/or educated people who read the sexy stories posted on Literotica, I need your help. I need answers. I have lots of questions that I don't have the answers. In search of answers, I need answers. With all of these unanswered questions hurti...

Nicole Desired Ch. 06

by NicoleAlldredge on Sep 13, 2017
Transsexuals & Crossdressers

Nicole dried herself with the fluffy terrycloth towel. Sitting at her makeup table she massaged lotion into her body to keep it soft, moist and supple. Once the lotion was absorbed she proceeded to dust herself with a light perfumed powder that made her feel smooth as silk. Nicole had picked out an emerald green form fitting floor length evening gown that ma...

Xtcnymph: Intimate Diary Pt. 01

by xtcnymphette on Sep 16, 2017
Sci-Fi & Fantasy

Ch 1- The awakening- transformation I awoke early, as rays of sunlight streamed through the tiny crack in the heavy curtains. I began to rise, feeling disoriented, my skin still showing some of the remnants of my former life in a patchwork of peeled remains that littered the bed where I had laid. I felt like a snake that had wriggled out of its skin. I had...

Messy Melinda Ch. 03

by BossySon21a on Sep 13, 2017
Fetish

Folks, this is a pure fantasy story, intended purely and solely for entertainment. Nothing that happens in it is real, none of it is meant to be in any way realistic, real life is never, ever, ever like this. This is just some good dirty messy family crossdressing kinky fun! * As the chilly, golden egg-goo ran down her bare buns, Melinda was able to stop h...

The Bargain Dresses Ch. 01

by HeatherMaureen on Sep 25, 2017
Transsexuals & Crossdressers

Harold's words raised concerns in my mind but as Jean smiled at me those concerns evaporated. I simply basked in her obvious approval and forgot everything else. Jean looked at the time and told me I should stay tonight so I could start early and see what a full day as their maid would be like. She called Sandy up to show me to my room for the night. Dur...

Letter from Wieland Cove

by justincbenedict on Oct 8, 2019
BDSM

Dear Shoeblossom... The other night, after I'd finished straightening up, I came to bed, and my beloved Ligia was already snoring. Often I would go down on Ligia to arouse her a bit and help her relax, and then I'd give her a nice massage. It was a true joy, watching that gorgeous bosom rise and fall in the moonlight from the window. Generally, Gia's whi...

Contagion 63X - Viral Transformation

by Aroband on Feb 20, 2020
Fantasy

From the records of Advanced Bio-hazard Research Facility Psi Omega - Location **Redacted** ---===Virus 209-q===--- Codename: 63X Virus 209 was designed as a way to naturally incapacitate the human body by temporarily drastically increasing the production of certain hormones in the body. Strand q was a dangerous outlier in 209's evolution that went far beyon...

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The Chief Pt. 03

by Aunt_Joanne on Sep 16, 2017
Transsexuals & Crossdressers

Michael drove me into a part of the city on the edge of downtown that I had never visited before. There were lots of small shops, restaurants, and other businesses, mostly housed in older buildings. Some of the structures were a little run down, but the neighborhood was plenty lively. I saw lots of people out on the streets doing their errands and morning sh...

Boston to Birmingham Ch. 02

by qhml1 on Sep 18, 2017
Loving Wives

Here it is, part two. No sex, a little action, and a lot of fleshing out of the main characters. You'll need this knowledge in the next chapters. ................................................ She stepped of the train, tired, miserable after a two day ride. The heat and humidity hit her like a physical slap. "Who the hell would voluntarily live here?"...