Cuckold Stockings Stories

46,934 results
Orientation
Length
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Infinite Scroll

Michelle Gets Help

by 0ra11yfix8ed on Sep 14, 2017
BDSM

This story is a continuation of an earlier submission "Michelle Finds Out." It will be much more enjoyable to read the first story before this one but it's not really necessary! * It had been a little over a week since Michelle had confronted her husband Allen about reading porn and masturbating. Starting that evening she took control of his cock and ball...

Making Music

by StellaStories on Sep 18, 2017
Mature

My name is Sharon. I teach piano in my home. I'd like to tell you about one of my students. His name is Richard. He's been my student since he was 13. I'm going to miss him when he goes off to college next month. . He's one of my best students. He's a good-looking young man—tall, athletic, bright eyes ... the cutest smile. I'm surprised some hot, little...

First Time as a Cum Slut Ch. 02

by kager on Sep 13, 2017
Transsexuals & Crossdressers

The next day I was very excited and nervous. I put on black stockings, black lacy panties, matching bra, padded it out, and put on a pale blue top with a short flared pleated grey skirt. As I walked along to the spot, I had butterflies in my stomach and nearly turned to go back home, but he appeared up at the trees and beckoned me up. As I neared him he sa...

How I Persuaded My Wife to Indulge Ch. 02

by Horace212121 on Aug 14, 2018
Loving Wives

Continued from recent post, A knock at the door and I let Howard in. It had been 3 weeks since he had come round to take up where he left off all those years ago. An old flame that had never got beyond foreplay until just recently when Jan and I had agreed he would be the perfect candidate to see if we could indulge in a threesome, with her the centre of a...

The Minibar

by Tqtman on Jan 8, 2018
Erotic Couplings

She was sitting on the other side of the quiet hotel bar when I walked in. I ordered a scotch and sat idly watching the ice cubes while some talking heads ranted on the overhead screen. Brunette hair to her shoulders, pretty face, a business-like jacket with a white blouse underneath. Finished her meetings for the day and just relaxing before the flight ho...

Sarah has Some Thanksgiving Fun

by SarahCD on Dec 3, 2018
Transgender & Crossdressers

I first published this story a few years ago. Since then my writing skills have improved a little. While I cannot change what actually happened to me, I have added some more details and corrected some grammatical mistakes. --------- I felt like going out as Sarah and being a naughty girl. So I advertised on Craigslist for a naughty play mate. I had a prom...

Sarah Asked to Work as a Hotel Maid

by SarahCD on Dec 17, 2018
Transgender & Crossdressers

A few weeks before the events described here, I had watched a transgender porn video. It was about a guy who dressed as a French Maid and worked in a hotel. I was so excited by what happened to him, I wanted to give it a try. I searched on-line for an LGBTQ friendly hotel and found a promising one close by. I emailed them and asked if I could tryout as a 'ma...

7 Days Trip to Seattle

by FrenchFlair on Jan 7, 2019
BDSM

Day One It had taken him nearly two years and a few months to be on the plane he was in. Flying from London to Seattle to finally meet the woman he had been talking to on the internet. First, he did not make much of it, she was a sexy white married woman living far away from him but now that the time had passed and they had gotten close, he realised he had...

Corsets And Stockings

by PamelaPlaisir on Sep 12, 2017
BDSM

He reached into the car and took her hand. She stepped out, the rings on her ankle tinkling softly, and lifted her blue eyes to his then bit her lower lip and grinned at him. He chuckled, "I don't know what you're so nervous about, little one." Then he took her hand and led her across the parking lot to the little boutique. When they stepped inside, her eyes...

The Sensual Mistress Ch. 01

by OrdinaryGirl on Sep 17, 2017
BDSM

You check the slip of paper for the hotel room # again, just to be sure you have the right one. The door is a bit ajar, and when you knock, it opens a bit wider. All is quiet inside. "Hello?" you call, pushing the door open more and tentatively stepping inside, wondering if it was a mistake to come. "Shut the door," you hear me say and you do, taking a few...