Diaper Sissy Cuckold Stories

14,631 results
Orientation
Length
Source
Infinite Scroll

The Cuckold Ch. 04

by sissyboycamille on Sep 13, 2017
Transsexuals & Crossdressers

I don't know what had gotten into me the night before. I couldn't look my wife in the eye the next morning and it was a relief when she finally went out to go shopping. I stayed at home and thought about what had happened. I had actually sucked another man's cock, what made it worse was I had swallowed his come and done all this in front of my wife. Charles...

A Different Story

by tirreno12 on Sep 14, 2017
Erotic Couplings

Since we were first married I liked to have my wife Louisa naked in front of others. She was very shy but something also excited her about going nude and I started a regular action of conviction. The first time she timidly left her top off on a beach. Her pear shaped breasts made a success. For a while she kept it as a one off to make me happy but it was als...

A Night at the Roxy Ch. 01

by Stultus on Sep 16, 2017
Loving Wives

Synopsis: To what lengths would you be willing to go to save your job? How far would you allow your wife to go to help you? One salesman and his wife find out. A 'thinking' Loving Wife story. Sex contents: Some Sex Genre: Loving Wife/Romantic Codes: MF, FF, reluctant, wife watching, swing, oral, anal, slow Originally Posted at SOL: 2008-12-13 ****...

A Whore Is Born Ch. 02

by ScriptoLobo on Sep 14, 2017
Erotic Couplings

Men... you're just fucking weird. My guy—Guy #1, Bill, you'll recall—has a long, really thick dick. If he points it at your nose and you stare at it at eye level, you see its girth is oval-shaped, not round. I can lay two American quarters across the top of his erection. My middle fingertip cannot touch my thumb when I jerk him off. He's a mouthful, literal...

Owning Monica

by DickThePimp on Sep 11, 2018
Celebrities & Fan Fiction

This is a sex slave fuck parody. This story is about me taking sexual ownership of Monica Gellar, a character from the TV show Friends... She was played by Courteney Cox... It takes place in 2003. Lower Manhattan, New York 2003 I was at a party, at my friend Monica Gellar's apartment. She and her husband Chandler were hosting a little party for their frie...

4K Diamond

by rodryder44 on Aug 7, 2018
Loving Wives

This story is complete fiction. There is no Jo or Hank or double stretch limo. I tell my wife I would never share her. I thank Shygirlwhore for her editing skills, making this story a better read. I did change a few words yet again so any errors are my responsibility. Comments are invited. Rodryder44 * She sat down at the table opposite him and grabbed h...

My First Cuckold Experience

by Icfrailtynu on Jul 17, 2018
Loving Wives

It all started with me deciding to be completely honest with my fiancé. To many that may not sound like a Herculean task, but like many men I have some secret desires that aren't normally trotted out around anybody at all. They would instead stay where they belong, between me and my incognito chrome tabs. However, this woman was more special to me than a...

Tom Breaks the Three Minute Mark!

by Porky_Pig on Mar 13, 2018
Fetish

"Oh my God! Slow down ..." I pleaded in vain as she bounced on my penis with her head flung back and her long hair touched my knees. Her beautiful young body with its perfectly perky breasts was exquisitely torqued like a Greek goddess. "Uh ... uh ... uh ... uh ... Gina ... " I groaned in ecstasy with my eyes wide open drinking in her magnificent form in th...

She Gives Me what I've Been Wanting

by califm_curious on Mar 5, 2018
Loving Wives

"Are you fixing your makeup for this guy?" Molly was leaned over the sink and reapplying eye makeup. "I just want to look nice, he's doing me a huge favor by bringing over the papers for me to sign. He's kind of bailing me out." "Who is he again?" I asked even though I was pretty sure she had mentioned Chris' name a few times over the past few weeks. "I'v...

Beach House Continued Ch. 04

by softhands3 on Apr 17, 2018
Loving Wives

Author's Note Last chapter I mentioned that my friend Kate who would have loved to have the opportunities that Jill in the story has, is having a difficult time. When her money ran out she moved back with her husband, after which he was diagnosed with cancer and recently passed away. She feels guilty now having the desires and wild times she did, but she al...