Sissy Husband Embarassed Stories

111,201 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

FMDM Inc - Jerry's Story

by satinmarabana on Sep 13, 2017
Transsexuals & Crossdressers

"I just want him to get what he needs without destroying my family or our marriage," said Mrs. Farrett quietly. She was sitting in a corporate office speaking to Amber Giles, a woman half her age and twice her breast size. Approaching this mysterious FMDM, Inc. had been her last resort to saving her marriage. "I understand, Mrs. Farrett," said the FMDM repr...

Chronicles of Heather Maureen Ch. 09

by HeatherMaureen on Sep 16, 2017
Transsexuals & Crossdressers

Final Exam While I was waiting in bed last night for George to join me he had gathered up my clothes and purse then locked them in my car to make sure I'd spend the day with him. His clothes would fit me like a tent and his wife's merely like a pup tent so they were no help. I resigned myself to staying here and inside for the day. He made breakfast for...

Humiliated Stable Sissy

by SissyTwinkleToes on Oct 5, 2020
Transgender & Crossdressers

After a long week at work, I was looking forward to a quiet weekend of relaxing in front of the TV with a beer, but my fairy godmother had other ideas. "Good morning sissy," came her stern voice as soon as I woke up Saturday morning. I whimpered, immediately knowing I was in for a humiliating weekend. She frowned, not pleased with my whimpering. She's an ol...

Pat's Panty Slave Ch. 02

by Sissyfreak on Sep 16, 2017
Transsexuals & Crossdressers

Continuing story of Pat's Panty Slave, It had been a couple of weeks since my secret of dressing in womens underwear had been uncovered by my neighbour, Pat. She had caught me in her bedroom, on her bed, wearing her lingerie, and playing with one of her dildoes. To say I was embarassed was an understatement, but worse was to follow. Her Daughter, Jo, knew a...

Being My Roommate's Sissy Pt. 01

by SubTessa on Sep 19, 2017
Transsexuals & Crossdressers

We approach the door to my dorm, walking slowly with our hands in our pockets. Glancing over at her she seems sort of detached from the conversation, maybe thinking of what she's going to say when we reach my door? I feel kind of nervous as we step our way through the dim-lit corridor, it must be at least 11 at night now; all the dorms are so quiet - making...

Caught and Used

by rayd9 on Sep 18, 2017
Transsexuals & Crossdressers

I am a secret, heterosexual panty boy, that loves to dress up in my wife's lingerie when she is not around. My wife and I have two mutual friends named Mike and Mandy. Mike and Mandy had things stored in our garage while they moved. Well my wife had to go away for a day seminar for her company, and I had the day off. I have been looking forward to this day f...

The Shoe Store Slave

by YoungSub13 on Nov 18, 2019
Fetish

I am such a pervert. I've been a dirty boy since junior high when I was obsessed with porn. High school wasn't any better, in fact it just got worse. So now here I am attending college in Boston the ultimate college town. It was the beginning of my senior year and I figured that since I had a somewhat easy schedule that I would get a part time job. At first...

Caught and Maid to Order

by Sheermistress on Sep 12, 2017
Transsexuals & Crossdressers

PART ONE It had been a long, first day of a four day business conference; I could only thank myself lucky that we were all staying in-house, at the resort, for the entire time. After the final session my colleague, Ashley a somewhat reserved but cute account executive and myself had decided to meet up for dinner later somewhere downtown. I needed a shower a...

His Sissy Bitch Ch. 06

by keptsissy on Sep 18, 2017
Transsexuals & Crossdressers

I think about it all the way home, makes me so hot I want to masturbate right there in the back seat of the cab. I can feel the wet spot on the end of my little thing, feel it against my inner thighs, feel my small baby like penis slide around tucked up under my butt, pushed down and held between my legs as we ride toward my house. I try to keep my penis tuc...

Things she said that turned me on..

by c213 on Apr 22, 2025

This is a list of things I remember during my relationship with my girlfriend that really turned me on. Sort of running somewhat chronologically. In many of these instances **** and **** were involved: When we first watched porn together she would comment on how big the cocks on the screen were all the time, saying things like 'look at the size of that one'...

Open in Reader