Boy Sissy Aunt Spa Stories

118,092 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

The Chief Pt. 02

by Aunt_Joanne on Sep 16, 2017
Transsexuals & Crossdressers

I awoke the next morning to the aroma of bacon frying. I was alone in a strange bed, and for a moment, I couldn't remember where I was. Then it all came back to me. It hadn't been some vivid erotic dream. I was lying in another man's bed, naked except for a pair of pink nylon panties. My stockings and garter belt were discarded on the floor, and my male clot...

Aunt Pamela and Leslie Ch. 02

by fantaseeboy on Jun 25, 2019
Fetish

Editor's note: this story contains scenes of incest or incest content. ***** The days passed incredibly slowly after my meeting with Aunt Pamela. She dominated my dreams and fantasies. She often crossed my mind while in class and I would wind up with an erection and squirming in my seat with the memory of the spanking she'd given me and the reward I'd earn...

Mistress Marisa's Estate Pt. 13

by keptsissy on Sep 13, 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 am taken to a club, the country club for just the type of high-end players you love to know and that LOVE to know you....

Trained by My Aunt Ch. 01

by Misslexia on Aug 18, 2017
Fetish

It was my Aunt's suggestion that, when I left home and got a job, I moved in with her. Although my job was a few miles from her house, I had my bike and the renting a flat in the city was not an option. Secretly I was delighted. Aunt Suzy was my mum's younger sister, jokingly described as an 'afterthought' or an 'accident'. Fifteen years younger than my mum...

Sissy Maid to Be... Ch. 03

by missjennymaid on Apr 8, 2019
Transgender & Crossdressers

I would recommend reading the first chapters to get to up to speed on the story, but if you want to start in the middle... Jeremy: A married crossdresser who loves to live out his crossdressing fantasies with his supportive wife. Lizzy: Jeremy's wife who participates in his sissy maid desires every other Friday when they have the place to themselves. Jere...

Feminized by My Girlfriend Ch. 02

by Trinni69 on Sep 25, 2017
Transsexuals & Crossdressers

I followed Brook and Linda out of the spa onto the sidewalk and I looked around for the limo but it was no where to be found. As the girls started walking down the street and talking to each other, I asked where the limo was. Neither of them responded and just kept walking. I followed behind as closely as I could and hoped no one would notice me. Luckily it...

Bikini Car Wash

by Romanticme on Sep 16, 2017
Romance

This is my first story in literotica, so be kind! I need to know if I should quit my day job. So I'd appreciate your comments. ***** $10,000! That was what I needed to come up with by Friday of next week to keep my car wash open. 14 days! How could I come up with 10 grand in 14 days? I had just got my MBA in Business Management at UNLV and had invested...

Dreams

by DrLuverotica on Sep 25, 2017
Transsexuals & Crossdressers

"Hey! Hey! Wake up, wake up!" "What? Jo, what is it? What's going on?" "I think you should be telling me that!" "I don't understand." I was slowly coming round now, But I was still mystified as to why my wife had woken me at 2 a.m on a Saturday morning. "Erm your cock is as hard as nails and you were waving your ass in the air," Jo said, starting to laug...

Nylon Femdom

by BlkNYLONS on Sep 18, 2017
Fetish

This took place in 1964... A time when the fashion called for women too wear girdles, garters, and shiny ultra sheer reinforced heel and toe stockings, spike heel pumps/mules daily! A time when my fetish for nylons was young and in full bloom! A FANTASY STORY.... As she stood in her bathroom she could almost still feel his presence. Joan would know just...

My Summer as a Girl Pt. 07

by RightButSexy on Feb 25, 2019
BDSM

Hopefully you will read the earlier stories about how I came to live with my aunt and how I came to dress up as Molly. OK, who am I kidding - How I came to be Molly. But in case you're rushing - I'm a college student who came to live with his aunt. Having no money, we started doing video dates, where I was Molly, a red-headed girl, not Brian, a brown haired...