Heels Stories

80,885 results
Orientation
Length
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Infinite Scroll

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...

The Storage Bin

by gg9510 on Sep 16, 2017
Transsexuals & Crossdressers

Wednesday night was "girls" night out. Religiously, Jill went out with her friends on Wednesday, which left me with a night to do with whatever I pleased. Over the years I have grown to love my Wednesday nights "alone". Back when Jill and I first moved in together and she first started her routine mid week evenings out, I was still working towards getting...

SCTT Nancy Pt. 06: Back at Home

by KittyZateez on Jan 21, 2020
Fetish

Ever since Nancy appeared earlier at the top of the stairs back home, Sam had simply been dying to have his way with her! He wanted her right then and there, from the moment she presented her new babed-up appearance to him for the first time, and after that he had been desperately wanting to take her home and make love to her. But he had been forced to beha...

Kitty's AssKissing LegBoy Pt. 01

by KittyZateez on Aug 28, 2018
Fetish

My LegBoy has been tending to my sexy legs and high heels for several weeks now during repeated teasing and denial sessions. During that time, we have had many delicious and stimulating evenings together, and I am absolutely adoring the way he has been responding to my specialized erotic training! He is just so interested in me, so willing to obey my whims...

9 Stone Cum Queen Rides the Train

by 9StoneCumQueen on Sep 18, 2017
Exhibitionist & Voyeur

(This is my fourth story for Literotica) * Here I am. I'm riding the Circle Line tube train round and round. I have been round London three times already. I stay in the same seat. I drink Cherry Coke. Different men sit opposite me. Men come and go. They look up my skirt. I encourage them. I swing my legs high when I cross my legs. I am in no doubt that th...

Amateur Photographer Ch. 02

by davidwriter on Sep 25, 2017
Exhibitionist & Voyeur

Sarah returned to the living room wearing her new 'outfit'. What a sight. The skirt was like one of those semi-tartan numbers, only it was plain dark red, with thin pleats. And she wasn't kidding – it was short. The top she was now wearing was a kind of lycra singlet sports top which finished a few inches below her breasts, leaving her mid riff bare. She had...

Teresa's Shoe Store Ch. 02

by fanofpantyhose on Sep 16, 2017
Fetish

A couple weeks into my new job, I gradually got into the groove of things. Getting to know what merchandise was in the store, what the prices were, at least in terms of a ballpark idea, welcoming and helping customers, and becoming a bit savvier with my salesman talents. Teresa definitely appreciated the good sales I was able to land and told me that I was o...

Becoming a Sissy Maid & Slut Vol. 10

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Seventeen: It's time that Chantel Earned Her Keep. Well it's the morning of a Saturday, to where by night time I will soon be doing some true sissy slut street walking and now truly begin to earn my keep and begin to earn some serious money for my Master. I awake like all other mornings at 7:30am and follow my morning routine, enema, shower, shave...

Older Sister's Nylons Ch. 02

by fanofpantyhose on Sep 14, 2017
Fetish

This is the first sequel to Chapter 01 submitted by BLKNYLONS in 2003. I love this story so much that I decided to write two more chapters. (I hope BLKNYLONS does not mind...). Like Chapter 1, this chapter is also taking place in 1966, when nylon stockings with garters, girdles, and stiletto high heels were an essential part of women's elegant fashion, and w...

Unusual Conditions for Employment

by SHAFERLINE on Jul 30, 2018
BDSM

Chapter 1 Linda Wilson was to start working for advertising agency in a suburban high-rise office building in the Clayton area of the St. Louis region. She had completed business and computer training in the community college system while working part time as a retail sales clerk. It took her three years to complete her associate's degree after graduating f...