Cuckold Stockings Stories

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Infinite Scroll

Kissing Crossdressers Pt. 02

by Candyboi on Sep 13, 2017
Transsexuals & Crossdressers

I awoke the next morning still dressed in Carla's purple panties, stockings and matching bra. The rampant rabbit and the dildo were beside me on the bed. There were traces of the lip-gloss on the duvet and the heady, pungent smell of cum. Carla's panties were stained with the stuff. I figured I had a lot of cleaning and clearing up to do. I felt a sense of...

Girlfriends Fantasy

by Sfmm22 on Mar 6, 2018
Fetish

You had made a promise to your girlfriend Doe that you would fulfill her deepest darkest fantasy that she has had for the longest time, that until you she never felt she could experience. Well now the time time had come for her to collect and for you make good on your word. A little about Doe she was everything you had ever wanted in a woman and you knew tha...

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My Way to Cuckold

by tirreno12 on Sep 14, 2017
Erotic Couplings

We are a happy and solid couple with a kinky side. Let me explain. My name is John, and my wife's name is Carla. I know her since she was a tender and unripe sixteen years old girl. By the way she was virgin when I met her. We married five years later and our marriage had been gratified by the born of two wonderful daughters. She had been and is the most l...

Thoughts for a Cuckold

by Badboy_71 on Apr 14, 2020
Loving Wives

I saw your wife today, and I have to confess, she is a very attractive woman. Of course, I never saw her done up the way I have seen her with you in social functions. Perhaps that is why I didn't realize it was her at first. After all, I never saw her in a top like that, with a neckline plunged so low I thought I could see her belly. It gave little to the im...

The Making of a Mistress Pt. 04

by EiryCGar on Jul 13, 2020
BDSM

Author's note: The saga of Mistress-in-Training Marie and her sissy Charles has reached the point of their marriage. After the ceremony, Marie achieves her ambition and becomes a hotwife, making Charles a cuckold in the process As in all my fictional stories, all characters are over the age of eighteen, and all sexual practices described are performed conse...

Cuck Me One More Time

by Cuckme1moretime on Jan 14, 2018
Loving Wives

My partner, Jacqueline, is an attractive 50 year old business consultant with a secret life that few people know about. Around 4 years ago I encouraged her to be a Hotwife and we explored this lifestyle for some time although the frequency was relatively limited. She went to swinging clubs with a guy she met and I would be so excited watching her dress up in...

Cuckold Coach Ch. 01

by hunterdonmale on Sep 12, 2017
Loving Wives

The young receptionist smiled and handed him a clip board. "Please fill this out," she said, "and I'll tell her you are here." She turned and went through the door behind her. He sat down in the waiting room and completed the medical history and insurance forms. He was a little over weight, and going bald. When the receptionist returned she announced that i...

The Weekend

by lrwriter on Sep 13, 2017
Loving Wives

You may recall a movie from years ago called "Same Time Next Year". In that movie, friends since youth meet once a year to rekindle their feelings for each other. After that weekend, they each return to their spouses and their routine until that following year, when they meet again. Ours is not a situation where we sneak off and meet someone else. But it is...

Big Black Cock: A Sissy Surprise

by silkstockingslover on Feb 13, 2018
Illustrated

Summary: A wife joins her husband as a slut for a teen BBC. Note: This is a 2018 Valentine's Day story so please vote. Note 2: Thanks to Tex Beethoven, thor_p, Robert and Wayne for editing this story. WARNING: If you hate gay stories, interracial submission, sissification (not a word I know) or cuckolding please don't read. If you do like those themes.....

Bachelor Party Cuckold

by beatoffboy on Sep 15, 2017
Loving Wives

This true story is about how I became a cuckold. When I became engaged, despite my objections my friends decided to hold a bachelor party for me. Since they knew I would object, they had to trick me into coming. My best friend John called me and asked if I wanted to watch the Redskins football game on his big screen TV the following Sunday. Being a huge Skin...