Sissy Hubby Freestories Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

Sissy Hubby

by rj1774 on Mar 18, 2020
Fetish

In case these are not the fetishes you like; this story features pegging, CEI, and sissy training. * It had been a very long week at work, but I had finally made it to Friday at 3pm and was excited to relax over the weekend. Then a text from my wife of five years came in that started the snowball rolling down a steep mountainside. "Hi! I have to run a few...

Sissy Hubby Ch. 01

by buttboi on Sep 19, 2017
Loving Wives

From the beginning of our relationship, my wife Stacy has been the dominant partner in our relationship, especially with regard to our sex life. We have had traditional intercourse only once during our seven year marriage and it was a disaster like my three previous experiences. Since then she has refused to try again, insisting on oral sex. As I lay in be...

My Girlfriend's Sissy Roommate Ch. 02

by SEVERUSMAX on Sep 16, 2017
Loving Wives

"So, buddy, what gives? Or should I say, girlfriend, because, let's face it, we've always acted more like girlfriends in the platonic sense, well, minus your tongue going between my thighs. Other than that, you've been more like a female friend or a gay male one or something like that. Anyway, let's talk, openly now, about what Rain wants out of this relatio...

Friday Night

by DrLuverotica on Sep 13, 2017
Loving Wives

I arrived home from work at 6pm on Friday completely exhausted. It had been a killer week in work. We had had some new software installed that had played havoc with our macs and it had taken half a dozen of us until 11pm the previous night to finally fix the wretched thing. As soon as I walked through the door I kicked off my shoes, poured myself a glass o...

Shango's Hot Time in Philly

by dsoul on Sep 16, 2017
Interracial Love

The taxi deposited me in front of this quaint and simple suburban home. It was a hot Saturday, the sun was out in the sky with no prediction of rain for the next three days. I haven't been in Philadelphia before, but I was there on an assignment. Some bitch-ass white hubby whom I'd been communicating with online finally caught my attention and begged me to c...

Adam's Journey Pt. 28

by stormdog on Sep 15, 2017
Loving Wives

My orgasm had been so sudden and intense that it had even surprised me, and I was left gasping and shaken, my cock still deeply buried, motionless, inside of Sue's now liquid pussy. We laid that way for a minute, all three of us silent and unmoving, and when I could speak, for some reason the first thing I said was "Holy fuck! Rick, I just came in your wife!...

Behavior Modification Institute Ch. 13: Final

by NancyPan on Sep 25, 2017
Fetish

Thanks to all of you who encouraged me to continue writing this story. Stay tuned for new stories. Please vote! All respectful feedback appreciated. ***** "Wake up, Nancy. Rise and shine. Time to get up, sissy." I hadn't heard the key turn in the door lock, and I hadn't heard Ms. Jensen enter my room. I sat bolt upright, then remembered that I was wearin...

Office Cumslut Ch. 01

by DrLuverotica on Sep 12, 2017
Loving Wives

FRIDAY MORNING "Are you going to work dressed like that Jo?" My wife was dressed in black, sexy high heels, black stockings with a pink 1920s style pencil line up the back of them, pink frilly satin panties (she hates thongs) and matching push up bra. "Yes I am hubby," she purred, as she pulled a navy blue, short pleated skirt over her hips. "Is there s...

For Marion's Pleasure Ch. 02

by MarionsPuppy on Nov 23, 2017
Fetish

"Babydoll, I really want to discuss something with you, something very important to you, to me, to us, and by us I mean me and my lover and our fabulous developing relationship, yes? And don't get too upset by that definition of "us" baby, because you and I are no longer an item are we? You stopped being my husband when I found that pic of a white hubby wi...

Neighborly Relations Pt. 04

by grizzley123 on Mar 25, 2019
Fetish

Author's Note: As is true with all of my stories, this is a fantasy. The themes and ideas I find erotic might be different than yours, that's ok. Please leave comments, my ego will appreciate the positive ones, the writer in me will enjoy the constructive ones, and the submissive side of me will accept the berating ones. Enjoy! *********** It is best to re...