Sissy Husbands Stories

24,164 results
Orientation
Length
Source
Infinite Scroll

My Accidental Orgy

by usmclass on Sep 16, 2017
Transsexuals & Crossdressers

If you don't enjoy stories about oral sex, transwomen, sissy sex, or orgy situations, then you need to check out the Reader's Digest website, because that's all here, and a bit more. ***** Hi! I'm Cassandra. Growing up in the 60s and 70s (in an Alaskan logging camp no less) I became very familiar with men's magazines and Penthouse Letters. Before I move...

A Sissy is Born Ch. 03

by 0ra11yfix8ed on Sep 16, 2017
Transsexuals & Crossdressers

As the title indicates there are two previous chapters. They are quick reads and even if you've already read them a quick review will enhance the enjoyment of this installment! * When the reality of my situation became clear I began to panic. I was seated in a woman's car dressed as a whore and I had no idea where my regular clothes or car keys were! I be...

Becoming a Sissy Maid & Slut Vol. 11

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Eighteen: Some New Friends for Chantel. A blissful night's sleep has led me to a wonderful Sunday day off. Master has told me I must accept that special Sunday plans are on the go after 3:00pm but today, this morning awaking at 9:00am I run my routine, enema, shower, put on fragrant body lotion. I then begin a day of dressing just for myself, but al...

This Cock Tastes Like My Wife Ch. 04

by Turned on Sep 17, 2017
BDSM

This is part 6 and 7 of the series. Parts 1-3 were contained in chapter one. Part 4 in chapter 2. Part 5 in chapter 3. Part 6 – The Battle Against Reality "Honey? Honey? Are you awake?" I cracked my eyes slightly, but pretended to still be asleep. DD was wearing red thong panties and a matching bra, checking herself in the mirror atop the dresser. She...

Dr. Miller Comes to Call

by ElorraButler on Sep 14, 2020
First Time

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** Dear Reader, A "THANK YOU" to 29wordsforsnow for kindly reaching out and being my wonderful Proofreader/Beta reader on this one! It is so nice to have a second set of eyes and perspective on things! So again, Thank you!! As always, characters are all 18+, fictional and h...

Broken In by BBC

by sissyashley4bbc on Jan 15, 2019
Transgender & Crossdressers

My wife, Jena, and I married so young, right out of high school so we were still only 22 when we had our 5 year anniversary earlier this year. Things had gotten a bit stale in the bedroom. We are both very open sexually, but we just found ourselves in a bit of a slump. So open to the extent that we had even tried some threesomes previously, both with an ex...

Joining the Ranks of Lady Bois

by eviltwin52 on Sep 14, 2020
Transgender & Crossdressers

This is a story about one man's transformation from loving husband to lady boi. His evolution began with a colleague leading him to an aggressive indoctrination. The journey takes him from the safe confines of a married Caucasian heterosexual male to celebrating his new life as Black cock loving lady boi. On a side note I have chosen to turn off the anonymo...

Mistress Marisa's Estate Pt. 18

by keptsissy on Sep 13, 2017
BDSM

I am one of several slaves my Mistress Marisa keeps in her household. I am completely owned as are the other slaves that serve her. These episodes are written with her permission. It is my, our story... ******************************** There are many women in the room, all dressed sexy and beautiful. Your slave matron Ilsa that manages and disciplines your...

Caught in Her Panties Ch. 03

by Knightofround on Sep 16, 2017
Transsexuals & Crossdressers

As we walk down the street I wink at some of the men walking past us. Alex and Mary giggle as they see the men checking me out. I even smile at the women too. "You are such a tease Krystal!" Alex says noticing some of the women blush as I check them out. We find a nice sidewalk coffee shop and take out seats. As I sit, I feel someone smack my ass. I jump a...

My Desire To Be The Office Slut

by HighHeeledHoney on Sep 19, 2017
Transsexuals & Crossdressers

It has been a while since my last story but I hope you like this one. I had worked at the same company since leaving school, When I started I was doing photo copying etc but now I had worked my way up to commercial lending manager. This meant that I dealt with clients who wanted to borrow money to help their businesses. The company was started by my b...