Crossdressing Husband Stories

668 results
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Infinite Scroll

Story Tags

by Literotica on Sep 18, 2017
How To

You've written your story, edited it within an inch of its life, and are all ready to show it to the world. You open a submission page and – what's this? Story Tags? What the bleep is a Story Tag? The larger any archive grows, the more important organization becomes. Separating stories into our current categories helps connect readers with stories they'll e...

College Adventure

by thashyw on Apr 22, 2025

Hello, you are 19 years old. You have long blonde hair. You are skinny feminine built with a girly bubble butt. You are 5.6ft and weighed around 110 pounds. You were never good at sports and always shy and submissive. You have a girlfriend. Her name is Ashley and she also 19 years old. She is 5.7ft and weighed around 120 pounds. She has long blonde hair with...

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.....

Evolving Sex Life Pt. 01

by slavecaro on Jul 14, 2020
BDSM

This story is part true but if chapters progress, it will evolve to include pure fantasy. It is about a husband and wife married for several years. The sex at the beginning is rare and boring for both. It will include many kinks but is starting out as wife humiliating a husband, denying him intercourse, and long nails. It can go a lot of places from here bec...

Ian's New Job Ch. 02

by SatinSlip on Dec 10, 2018
Fetish

Authors note- this story includes non-consensual, rough, and coerced sex. As well as straight and bi-sexual sex, crossdressing, and humiliation. ********** Wendy wore the shortest skirt she owned. A blue, pleated thing that stopped a few inches short of her knees. Underneath she wore red lace panties Ian had bought her for valentines a couple years ago, an...

A Demon's Revenge

by SnoopWorg on Nov 20, 2020
Fantasy

Prologue When Aron Steelside began adventuring, the golden years were already past. Almost all the High Demon lords had long been defeated by the heroes of old, whose statues now resided in the cities they had made safe. There was still some money to be had clearing out nests of goblins and protecting smaller villages from bandits, but fame was a pipe dream....

Pretty Chris-tine Ch. 03

by jealouscuck on Sep 26, 2017
Fetish

After I had learned to openly share all my fears and inhibitions with my wife, Sharon, we really began to enjoy our sex life even more. In the last chapter, I told about how she encouraged me to dress up "pretty" for her. This was not our entire role playing event, but rather a very titillating one we both enjoyed. And now, I totally enjoyed our evenings and...

Diary of First Time

by hubbyofprincess on Sep 11, 2017
Loving Wives

This is the journal of my life and the evolution of my sexual awakening over the past four years. My name is Nina and I am a 40 year old Caucasian woman who is happily married with four wonderful children, a devoted husband, and a good job. I am your average neighbor who lives right down the street, or you see rounding up the kids at school, and you would mo...

Daniel and Jamie's Romantic Night

by lockedinsteel on Nov 8, 2017
Group Sex

Jamie stepped out of the cold up to the hostess desk at the chic, trendy, new restaurant. It was the first time that she had been out with her husband, without the kids, in she couldn't remember how long. It was a weird feeling, she thought to herself. Not to have to worry about anyone making it inside or helping kids off with their jackets. It was liberat...

An Intimate Caning?

by deference on Nov 26, 2017
BDSM

An oxymoron is said to exist when two words are used whose meaning does not seem to fit together such as jumbo shrimp or government intelligence. No doubt, the words 'intimate caning' would also fit this definition. However, while a majority would view corporal punishment and domestic discipline as either sadistic or sexually deviant, a minority have found i...