High Heels Stories

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High Heels

by Flip1978 on Sep 13, 2017
Fetish

First of all I must tell you that I am a bisexual male and everyonce and awile when I am with a guy I love to dress up as a woman. This story takes place when I am shopping for a sexy pair of 6 inch plateform high heels. Well I wake up at 2 in the morning , this adult bookstore is open 24 hours a day, and I shave my legs, my ass, and my pubes, everything. T...

High Heels

by St Tigress on Sep 17, 2017
BDSM

You tense at the sound. You know it as well as you know yourself, it’s her heels on the tile floor. She loved to wear them when you'd meet and tonight was no different although you expected something, what you weren't sure; but something... So you wait.. as you always have and will; kneeling naked; hands bound; head bowed, as you'd been taught. The heels g...

High heels

by minxfic on Sep 13, 2017
BDSM

I was all dressed up for just for you. Wearing the red body with the black lace on it that you bought me and I also had on my shiny black patent shoes with the 4 inch heels. My favourites. We were upstairs in the bedroom and you were sat on the bed and looked up at me expectant and excited. Your eyes shined brightly and lips were moist in anticipation. I le...

High Heels

by toetickler27 on Sep 16, 2017
Fetish

It started as just another late summer Friday night in our local bar. The room was crowded as usual with bearded young men and pretty girls in summer dresses, the usual twenty-somethings sipping craft beer. Who would have guessed I would encounter a sexual kink to turn me on like never before, and enjoy it in such a public setting? My long-time boyfriend Bo...

High Heels & Low Lifes Ch. 01

by Dragonia on Sep 13, 2017
BDSM

Marriage can be the most beautiful thing. But then it can be the most soul destroying thing also. People have a habit of changing once you put a ring on their finger. They can become a completely unrecognisable from the one you fell in love with. Of course this doesn't always happen, some marriages go on to be great successes, where the love grows. Jenny Jo...

High Heels and Stockings Tryout

by neon_noodle on Sep 11, 2017
Transsexuals & Crossdressers

High Heels and Stockings - First Time I blame Literotica, or credit it, as the case may be. I've always been excited by women's sex clothes -- high heels, stockings, panties, and skirts, and have shot lots of loads fantasying about how hot women look all dolled up. Then I came across Literotica, and started reading all the nasty, filthy stories about cross...

High Heels and Stockings Tryout Ch. 02

by neon_noodle on Sep 11, 2017
Transsexuals & Crossdressers

Chapter 2: Bi-sexual Sluts in Stilettos Author's Note: Thanks to all who read and enjoyed my first story. I hope you like this one too, and get so excited by it you have to jerk off and blow a big, wet load. Enjoy! * After my first semen-splattering cross-dressing experience, I was hooked on dressing up like a slut, and masturbating in stockings and high...

High Heels and Stockings Tryout Ch. 03

by neon_noodle on Sep 11, 2017
Transsexuals & Crossdressers

My night of CD sex with Samantha and James had been so hot, it was practically all I could think about the next week. My wife and I had fantastic sex, with plenty of backdoor fun, including my wife sliding a lubed finger up my tight ass while sucking me, until I flooded her mouth. I also had her dress like a slut and slowly drove my cock into her bottom, pou...

Three Dates

by high_heels_lover on Sep 12, 2017
Erotic Couplings

My first attempt at writing something slightly longer. It starts slow but builds as I wanted to make this vaguely more realistic that just a quickie. Again, I've glossed over long conversations, partly because I don't think I'm very good at them, but also because it just seemed to slow things down unnecessarily. Introduction I walked quickly down the sub...

Toy Boy Ch. 05

by high_heels_lover on Sep 13, 2017
Erotic Couplings

Continuing the story of teacher Jenny and her ex-student Michael. Jenny is pleasantly surprised when things don't go quite according to her plan. Chapter 5 – A New Day I awoke feeling refreshed and warm. Sunlight was streaming through my cream-coloured curtains, and Michael had shifted in the night and was now "spooning" me closely, his arms hugging me...