Sissy Husbands Stories

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Orientation
Length
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Infinite Scroll

My Wife, My Boss, & I Ch. 03

by James Quiller on Sep 17, 2017
Loving Wives

The layoffs were announced on Friday morning and by the afternoon, three of the men I had started work with a year ago were gone forever. I think they were all quite surprised that I was still on the payroll. It certainly didn't make sense. I mean, what had I done to distinguish myself from them? But then, my wife had the given me an inside rail on the compe...

Breaking with Traditions

by Canadagander on Sep 17, 2017
Loving Wives

Copyright © 2005. All characters, events, and text in this story are purely fictional, and are created by and the sole property of the author. All rights reserved. - - - - - - - - - - - - - - - - - - - - - - - Writer's Note: It's time for Canadagander to make a public disclosure, to come out of the writer's den, so to speak. 'Gander is not a real person....

The Sweetest Husband in the World

by donaldelliott11 on Sep 15, 2017
Loving Wives

My husband, Sandy, is one of the nicest people on Earth. He doesn't have a single enemy. He cheerfully helps anyone he knows, anytime he is asked. His basement workshop has always been a friendly neighborhood hangout for the other husbands on our street. Sandy is also a failure at everything, including our marriage. He has no particular talents, never learn...

Owned by my Mother-in-Law Ch. 09

by Sputnik57 on Sep 13, 2017
BDSM

Next Morning the ladies were delighted when the doorbell rang as the sissy and I were tidying up the breakfast things. Miranda was supervising my filling of the dishwasher as Blanche came through in her dressing gown with several 'next day delivery' parcels which had arrived. I was taken into the lounge and made to try on my new clothes. Every item was a bla...

Wife Watches Me Suck

by Batcum2002 on Sep 13, 2017
Loving Wives

My wife and I have been married for 15 years and I have been openly bi for that long. In all that time, she has never been with another man even though I have been with many men without her there and as often with her in the same room and with her full approval. She always said that if it made me hot and horny that she would do whatever it took to keep me. I...

Casey's Submissive Journey Pt. 13

by corduroysissy on Aug 1, 2018
Transsexuals & Crossdressers

Since Susan had been treating him so nicely, Debbie suddenly felt a little strange when she abruptly walked out. Seeing the confusion on his face, Maxi said. "Don't worry Debbie she has things to do, she'll be back when she's ready to cum again." She slowly smiled. "Oh my, how amusing. Did you think you two were girlfriends now?" She chuckled. "Sorry siss...

Wife catches husband doing what!? Ch. 02

by Storymaster252580 on Jul 20, 2020
Fetish

Jeff wakes up finding the bed empty next to him. Lauren is nowhere to be found. He initially thinks maybe she got up early to go to the gym or maybe she is making breakfast, but then he remembers the events of last night. Immediately his stomach sinks and he thinks that he has ruined their marriage. He doesn't know what to expect from her today. He gets dr...

Katelyn's New Sissy Pt. 01

by bluesbirds on Dec 25, 2018
Transgender & Crossdressers

I remember she made me try the Sissy Peni-Pacifier in the store. It was a humiliating day outing, meant as "my" Christmas gift. Dressed up in a tiny bright red sexy elf costume with marabou trim around the edges that ended at my sissy clit, black fishnet stockings and 4" black heels, with a ridiculously large shiny red bow in my hair, surrounded by mirrors a...

Black Cuckolds Of Ottawa Unite!

by Samuelx on Sep 1, 2017
Group Sex

Mercilessly Jason Whitmore thrust his hard white dick up my ebony cross-dresser's asshole, and I squealed happily while stroking my hard black dick. Meanwhile, my sexy wife Yasmin Saleh sat nearby, fingering her hairy cunt while watching the two of us. Lots of women of all hues enjoy watching guys fucking with guys, and my wife happens to be one of them. Jus...

The Whore Wife, Sissy CD Husband

by MILF4black on Jul 27, 2020
Transgender & Crossdressers

This story is completely fictional. All characters in the story are over eighteen. Prologue: The Whore wife, Sissy CD Husband "That's it, you little sissy whore, suck that cock." Jennifer told her husband as his head bobbed up and down on the strap on dildo Jennifer was wearing. Her husband, Patrick, lifted his head and the seven inch fake penis slid out...