Cuck And Stockings And Heels Stories

359,800 results
Orientation
Length
Source
Infinite Scroll

Susan Russo's heels create a cuck

by profperverse on Dec 3, 2019
Fetish

The minute I spotted them under her desk my fetish kicked in. They were sexy red high heels and their allure to a fetishist like me could not be denied. I had walked into her office just after hours to drop off a file she needed. Susan Russo kept the heels in the office to wear but stored them under the desk when she left for the day. They were only worn in...

Derrick Explains Cuckolding Ch. 01

by funcouplelb on Nov 16, 2020
Interracial Love

I couldn't believe I did it. I hit send, and a 15 year old picture of my wife at our wedding and a one month old picture of her naked ass texted to Derrick. You would never have thought that ass belonged on a 43 year old... ********* One month earlier... My wife was a U.S.-born East Indian with a beautiful face and a thick ass. After two kids with extra e...

Erotic Games Ch. 04

by jealouscuck on Jul 24, 2018
Loving Wives

I was totally taken by surprise when Meredith had me put on her panties and bring her to orgasm orally. Even more surprising than that was when she had me jack off into her thin panties and cum in them. Then she instructed me to go to sleep. I was intending to fuck my sexy girlfriend as long and hard as I could. I was that turned on. I guess when she told me...

A Bull's Tale

by Redthorn on Sep 17, 2017
BDSM

He was already bound and gagged when I arrived at the house. Violet greeted me at the door with a loud "Hello there" and a tongue-heavy kiss. She was always a little heavy on the tongue when she was horny and, God knows, I wasn't going to complain. I barely had time to register what she was wearing before my cock startled struggling against the fabric of my...

Carol, Candy & the Ex Pt. 02

by corduroysissy on Mar 26, 2019
Transgender & Crossdressers

(Will Candy make a good cuck?) Davie was standing at Carol's front door dressed in a pair of copper brown wide-wale corduroy dress trousers, and a beige polo shirt. Oddly enough, he felt more nervous than he did the night before when he was in full drag, and he attributed it to the ex-factor. Last night Davie as "Debbie" was there to meet Robbie as "Candy"...

Trip to New York Ch. 02

by Tall_Fred on Sep 16, 2017
Interracial Love

I am not sure how long I had been asleep it was getting light as I heard the door click shut, I wasn't sure what to do, I half opened my eyes to see Ruth creep in the room holding her heels in her hand, wearing just her skirt! God I was instantly hard again! She looked my way then turned and put her shoes down and went to the bathroom. I then heard the showe...

Cuck enlists me for he and GF

by bidavy on Jul 31, 2019
Fetish

We met on-line and exchanged a few messages. He wanted to meet for coffee, which I was totally cool with. He explained they were long term, switch couple and he had a fantasy of being cucked and whatever that might entail but most of all he wanted to be dressed in a French maid costume and used by a bull and humiliated. His job was to vet potential playmates...

Making It Work Ch. 05

by xleglover on Sep 18, 2017
Loving Wives

Mike went down on Jen. She panted and clutched at the sheets as he brought her to orgasm. Jen got on top of Mike and put him inside her. They made love and he came inside her. They showered together, then Mike packed. He had meetings in London about Sapphire, starting with a dinner meeting that night. Jen saw him off, still in her fluffy cotton robe. Jen...

Cuck-Queen: A Velvet Dungeon Story

by evil_from_cssa on Sep 17, 2017
Celebrities & Fan Fiction

Her heels clacked on the hard floor as she made her way over to the dining room table, a spritz from the bottle and a quick wipe made the table clean. Aly put down the spray bottle and smoothed out her french maid uniform, tugging the top down a bit, smoothing out the skirt and checking to make sure her stockings were straight. 'Madame hates it when my unif...

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...