Stockings Heels Stories

98,395 results
Orientation
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Infinite Scroll

A Few Beers Lead To My Humiliation

by lrwriter on Sep 16, 2017
Loving Wives

I really had no idea I would find humiliation so exciting, nor did I ever think I would submit so easily. But I was wrong on both counts. I should start by saying she had been my wife for only a couple of years. I was in my mid 20's, and while I enjoyed sex as much as any 20 something, she was five years my senior and had a lot more experience. I learned m...

The Awakening Ch. 01

by MicheleNylons on Sep 13, 2017
Transsexuals & Crossdressers

Part One -- The Woman In The Mirror Dark; then light; my eyelids flutter. "Can he hear us?" a woman's voice. Dark; then light. "He's still comatose; but he's improving," an authoritative male voice. Light; now dark, the dream returns. I'm inside the mirror but I can't be seen. I try to reach through the glass but I can't. I try to speak but I am mute....

Lauri's First Adventure Pt. 01

by stockingsofsilk4me on Feb 12, 2019
Transgender & Crossdressers

Micha and I met in the early days of Yahoo chat, when finding explicit chat rooms was easy and there were plenty of fun people online. I'm Lauri, or more formally, Lauren Carruthers, a name I chose to match my desired feminine persona. Now in my mid-40's, I've been crossdressing since my early teens. Micha and I met online and chatted for almost a year and...

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...

Stockings and High Heels Sluts Ch. 02

by muffinstud on Sep 14, 2017
Group Sex

"Wow," thought Mike as he looked around at the gorgeous women strewn about the room all dressed in the sexist of clothes. "It's just like a candy shop." He watched two young women dressed identically as school girls (or maybe they were real school girls). Plaid mini-skirt; white blouse; loose short tie; little white lace topped ankle socks and wearing 4 in...

The Adventures of G Ch. 02

by garterbelt on Sep 12, 2017
Mature

My job requires that I travel extensively. Craig, the guy I was seeing asked me to go to a wedding with him. I was on my way home when I got stranded in Pittsburg. The airline couldn't get home until late the next day but in time to make the wedding. I called Craig and told him my problem. He told me he would pick me up at the airport and we could we go stra...

Serena Visits The Fetish Shoe Shop

by fantasyboy on Sep 25, 2017
Fetish

As the train slowed down and drew into York station Mark smiled at his wife Serena and asked how she felt. 'Nervous, and as horny as hell,' she replied. The train slowed to a halt and Mark and Serena got off and made their way off the platform where they were due to meet Robert, Mrs Wyles' assistant. They held hands as they approached the ticket barrier an...

Passion for Black

by Hosieryboy on Sep 19, 2017
Interracial Love

After our return from the islands, my wife Donna wanted to continue being with black men. Her passion heightened with her first experience going black to the point of no return. I encouraged her behavior, as I loved watching her perform but more for a selfish reason. I was becoming just as much as a cum slut as she was. Using my lovely wife to satisfy my cr...

Edged in Public

by yorktvjane on Jul 15, 2020
Transgender & Crossdressers

So, my on/off BF is mad on my legs and feet, he likes to see me wear nice heels in public and loves me to tease him in public. Just lately things have taken a twist and he has a new thing he likes. It started about a year ago, we were walking by a quiet river side path just of the main Street (North Street) in York center, it was about 8pm at night and it h...

Stockings and Heels

by PornoPriestess on Sep 16, 2017
Transsexuals & Crossdressers

Shelia kisses Gavin lightly on the knee cap as she slowly pulls up the second black silky stocking up his long pale leg. Gently she straightens outs the seam along the back of his leg and then levels out the lacy tops around his quivering thigh. Shelia crawls backwards to allow Gavin to stand and take everything in. Gavin had never done anything like this b...