Leather Aunt Stories

75,524 results
Orientation
Length
Source
Infinite Scroll

Emma Ch. 44

by bradley_stoke on Sep 16, 2017
Novels and Novellas

XLIV Amna was aware that her family was more than a little discomfited by the changes in her appearance, though she made every effort when she visited them to dress in a way that wouldn’t alarm them. But no matter how plain the clothes she wore (and these days it was quite difficult for her to dress especially plainly), nothing could disguise how much full...

Julie and Her Family Ch. 12

by Pretty_Sissy_Julie on May 4, 2020
Transgender & Crossdressers

My sister Becca and I were cuddled together in our nightgowns. Becca is 21 and I am 18. Becca is a beautiful and dominating woman. My name is Julie; I am her submissive sissy "sister." I have been living as a woman for weeks now since my Mum and sis decided I would look better as a woman and not my former life as a very effeminate man. At this point it wou...

Life Goes On Ch. 05

by Tall_cool_one on Sep 12, 2017
Novels and Novellas

Cool sat next to the mixer board as Billy walked toward his room. "What should I wear?" Billy asked. "What are you in the mood for?" Cool asked him back. Billy was quiet for a few seconds, thinking how he would answer. "I think Grandma wants to spank me," he answered softly. Raising an eyebrow, Cool said, "Wear leather or latex. That'll set the mood for...

The Favor

by beefjerkey on Sep 14, 2017
First Time

It started as a normal summer with family gathered around and catching up on current events. Good times were had by all... well at least I didn't have to get up for school in the morning. That`s the best part of being 18 so far. I had just got out of the pool and was sitting on the porch with my uncle when my "new" aunt, my uncles third wife. At least that'...

Out with Aunt Jo Ch. 01

by Parthenokinesis on Aug 31, 2017
Fetish

"Wait." I stiffened immediately. The credits were just rolling on the zombie flick we'd been watching. I patted her calf to get her feet off my lap, and told her I had to pee. She slid her bare foot up to my crotch and pressed in, replying in her seductive and stern voice. She knows how to get my attention. She wiggled her toes under my balls, then rocked...

Librarian Finds Long Overdue Love Ch. 15

by RVon on Oct 12, 2020
Fetish

January 8-10, 1988 Single, middle-aged and bespectacled Angelina Lione may look the part of the prim, proper and sexually repressed, buttoned-up bibliothec, but she's most definitely NOT your father's librarian - at least not while in a lover's company. Blessed with a ravenous and unquenchable sexual appetite, Angelina's orgasms are so intense that she ofte...

Red Hair and Black Leather

by Dramatist on Sep 17, 2017
Mature

It was close to 1:00 PM and I was getting hungry. I had been on the road since early morning, but after four hours I knew I needed to take a break. I was pushing myself to get away quickly and start something new and now that I was away from Portland I could start to enjoying the rest of my journey. I was glad I had opted for the local highways, because it g...

Intermezzo: Ginny's Revenge

by bondanon on Sep 17, 2017
BDSM

This is a shorter story than my others - I've been wondering why some of my stories get quite a lot of hits but few comments or ratings - maybe my readers give up before they get to the end. If that is so, take heart, this one is only a single page. And if you enjoy a particular part of one of the others, but not the whole thing, please take a moment to scro...

All Tied Up For Christmas

by pleasedontstop on Sep 12, 2017
BDSM

Are you kidding me? Laying my horn as hard as I can. Trapped on the highway on Christmas Eve. I can't be late. Christmas Eve with my family is the family event of the year. We are all together for one evening. It's my dads side of the family and we are small, I only have 3 cousins, and I'm the youngest by 6 years. I bought a new little black satin dress, s...

Grab Bag Transvestite Story

by MicheleNylons on Sep 16, 2017
Transsexuals & Crossdressers

I am a part time transvestite, who, if I do say so myself, looks quite attractive when dressed as a woman. It has taken me years to become adept at makeup and being capable of selecting sexy clothing that is in my size and that suits me. I have also had a number of lovely encounters with other TVs and male admirers. You can read my True Stories on this site....