Cuckold And Stockings And Heels And Boots Stories

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Prescription Cuckold

by cuckytoher on Jul 11, 2018
Fetish

My wife Stephanie and her boss Frank's affair was now out in the open. Frank is a doctor and my wife runs the office for him. I work for her father in his janitorial service. As I wrote in a previous story, I was out of town while Frank and Stephanie made their affair known to me. They let me know I was to be their cuckold upon returning. I was heartbroken b...

Dionysus Retreat, The Invitation

by sleeplesssailor on Sep 13, 2017
Loving Wives

The thick oversize first-class envelope didn't feel like junk mail, so Brandi took a second look on her way to the waste can. It had a return address at 550 East 50th Street, Level 45, New York, NY. That was uptown, East side, near 5th Avenue shopping and Grand Central, just a few blocks from Stuart's office in the uptown financial district. Brandi opened th...

Elizabeth's Confession Pt. 05

by georgekaplan on Jun 26, 2019
Mature

The beginning of the winter descended upon me. I was still living for the most part in Sophia's flat over the lingerie shop. I was still mostly out of action from the still healing ink. Well, and that my Mistress had fastened my many pierced cunt with a chain and lock, to stop me fingering myself remorselessly. Our rendezvous with my estranged husband was we...

Yvonne's Awakening

by pandy2011 on Sep 12, 2017
Interracial Love

Yvonne was a happy attractive 29 year old woman. She had been with Phil for over a year now and their relationship was great. Sex wise things had always gone well apart from Yvonne's lack of confidence in herself, appearance and ability to be sexy. Now Yvonne was by no means a skinny mini, she was a curvy sexy size 16 with 38c breasts that were as firm and p...

Suzi: Suzi the Glamour Model Pt. 02

by NeilMc123 on Mar 6, 2018
Exhibitionist & Voyeur

The Taxi eased into my driveway with the driver almost drooling. I'd been doing my usual slut teasing on the journey home, opening my long coat to reveal my black stockings and garter belt, with my large firm breasts and tight shaved pussy to my driving companion. I'd been tweaking my erect nipples, sliding a finger between my aroused labia and regaling my a...

Life as a Bull Pt. 03

by Kalimaxos on Sep 25, 2019
Loving Wives

This story and the chapters to follow are fiction. It's a story of a man who became a bull in the cuckold scene of the early eighties in New York. This is his road to that place in his life. ***** New York 1981 I had been working as a hired male escort for wealthy New Yorkers for close to three months when I met Melanie Price. She was forty-four when...

The Cuckold Life

by cuckytoher on Aug 18, 2017
Fetish

I'm sitting outside a restaurant wearing sheer to the waist pantyhose and a cb3000 chastity device waiting to pick my wife and her lover up after their dinner date. I'm excited and can feel my tiny cock straining against the device wanting to get out and play. I was told to be here at ten pm to pick them up and it's now almost forty minutes later and they st...

French Maid

by jcace on Sep 16, 2017
Loving Wives

My wife and I was playing dress up, it's a game we usually play before sex. I dress her in a sexy outfit and then we make love. She has a vast wardrobe of sexy lingerie and other various items of clothing that I get to place around her very sexy body. I also have different types of underwear that I wear at these times such as thongs or other sexy briefs. Thi...

Losing Pounds, Gaining a Cuckold Ch. 03

by MissToni on Dec 24, 2019
Loving Wives

Dear Readers: This is Chapter Three of my "Losing Pounds, Gaining a Cuckold" series. If you haven't read the first two chapters please do, you'll enjoy this one much more knowing how the plot actually started. As with the first two stories it's a true to life experience from a wife's point of view with some minor editing. Your comments and votes are apprecia...

Mistress Morgan's Sissy Husband Pt. 03

by corduroysissy on Dec 16, 2017
Transsexuals & Crossdressers

Robin arrived home from work about 5:30 on Thursday, he still felt a little apprehensive about what happened Tuesday night with his sissy friend Patty, and he hoped he might get to talk about it with his wife Morgan. He really enjoyed wearing the corduroy skirt outfit she bought for him, and he loved being a sissy whore for his wife and Patrick, her "boyfrie...