Stockings Heels Stories

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The Door to Door Stocking Salesman

by MicheleNylons on Sep 16, 2017
Transsexuals & Crossdressers

In 1959 Brian Macklin was in his mid forties and was making just enough money to get along; his dreams of affluence were ruined when his marriage failed. He used to be a sales executive for an affluent London based firm but all of that came to an end when his wife left him; his father-in-law owned the firm where he worked; say no more. To make matters worse...

Lisa Strips for Daniel

by Redrob48 on Sep 16, 2017
Romance

Lisa looked at the text from Daniel and was puzzled at what it said. She bit her bottom lip and a frown crossed her brow as she battled to understand the text message. "Are you alone" the message screamed as Lisa's fingers gently caressed her smart phone to fully open the text. She nudged the reply box and said "Yes. Why?" Her phone immediately beeped as a...

Preparing for an Evening Out

by MsDreams on Sep 17, 2017
BDSM

He walks in to the bedroom, sees a chair placed at the end of the bed, his Mistress no where in site. Notices that a beautiful black PVC dress is laid out on the bed that he recently purchased for her. Lying next to it is his collar a sure sign that his Mistress is wanting to play. Laying next to it a few lengths of rope and his ball gag. He undresses slowly...

My First Time Dressing Ch. 01

by ChrissyCD on Sep 16, 2017
Transsexuals & Crossdressers

This is the first of hopefully many stories to come. This one may be a bit boring and lacking the hardcore fucking and sucking so many of you are used to. I feel the need to tell it because it will give some background to the rest of my stories. For the most part I will send them in chronologically from my younger days to present day as a undercover crossdre...

Turning Point

by gladiator111 on Sep 14, 2017
Loving Wives

We have been married now for over ten years. We have had our good times and we are now going through the bad. Having had three children and working shifts have taken their toll on our relationship. More to the point our sexual libidos have grown apart. Its true, where she has remained the same since I lost her virginity, I have not. She would be happy to "ma...

Chris & Miranda Ch. 2

by cbf316 on Sep 16, 2017
Fetish

Miranda had just walked over to Chris who was tied down on the floor. She smiled as she had him right where she wanted him. "Chris don't go anywhere I got plans for you" Miranda moaned. "Boy these heels are killing me I hope you don't mind I have been in them all day and I just gotta slip them off" Miranda purred as she bent over in the tight skirt she had...

Craigslist Adventures 04

by PorscheKaru on May 13, 2020
Transgender & Crossdressers

Before I tell more of my stories from the past I'm going to update you on what's going on with me most recently. The girlfriend I have been living with has left me and moved to another state. So despite the hurt I figured the best thing to do was to order gurly stuff and start dressing again. But before that, while still together with my girlfriend, she...

Fantasy Reversal Ch. 03

by cuirouswriter on Sep 12, 2017
Transsexuals & Crossdressers

Gentle reminders of my first orgasm continued, until the shower water was no longer warm. It seemed like I had been there for an hour. As I looked down again, the female body I saw was not what I had hoped for. My cock was not there, I was in her body, the body of Katrina, my wife. What had she done to me, how had she made me dream like this. I hoped it was...

Kissing Crossdressers Pt. 02

by Candyboi on Sep 13, 2017
Transsexuals & Crossdressers

I awoke the next morning still dressed in Carla's purple panties, stockings and matching bra. The rampant rabbit and the dildo were beside me on the bed. There were traces of the lip-gloss on the duvet and the heady, pungent smell of cum. Carla's panties were stained with the stuff. I figured I had a lot of cleaning and clearing up to do. I felt a sense of...

Juliette Gets a New Dress

by Dreamstime on Sep 16, 2017
Transsexuals & Crossdressers

It builds up like a huge wave of excitement, lust and fear. My want for a dirty, no holds barred session with my wife. She knows it's building up in me, the grumpy comments, the early morning hard-on's that prod her in the back. Nice, romantic love making has its time and place, but the sexual animal in me is beginning to stir. "I want to be your sex...