Sissy Husband Stories

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From a Husband to a Dutiful Sissy Ch. 01

by Sissy_Chantel on Sep 25, 2017
Transsexuals & Crossdressers

Preface: Welcome to my next sissy story. This one is based around the exciting ideal of a married sissy, crossdresser. It will have many ideas based on my thoughts about how life could be for me as a married, crossdressing sissy maid. I hope you all enjoy it. ***** Chapter One: Sometimes one's most unique secrets do come out. My name is Phil and I've alwa...

Pink Panties

by DrLuverotica on Mar 27, 2019
Transgender & Crossdressers

It all started with a pair of pink panties. It was sometime after midnight when Jo arrived home from being on-call at the local hospital. She'd received a phone call several hours earlier about a bleeder and had to rush in. Recently her workload had become almost unbearable, but we needed the money so she was working her sexy curvaceous ass off. By the ti...

From Husband to Man's Sissy Wife Ch. 03

by Pantypansy on Jul 15, 2019
Transgender & Crossdressers

'So how was it, sweetie,' Hamish asked me as I opened the door. I was still shivering with desire from licking up my wife's lover's cum off her huge, oiled tits in 'their' bedroom downstairs (actually my marital bed).. I felt a sudden wave of emotion, after being so overcome with desire to watch my wife's lover come all over her. I had helped him by pushing...

End Scene

by felicia_rene on Sep 28, 2020
Transgender & Crossdressers

This is fiction so literary license allows for the omission of condoms, but our reality doesn't. Enjoy Description: When a rich wife discovers that her husband married her for her money and to add insult he turned out to be gay. ROLL CAMERA My rich wife had me over a barrel after finding out about my affair with my handsome boy toy assistant. She took a...

Genius That He Was

by Art on Aug 19, 2017
Exhibitionist & Voyeur

Billy Bob was quite pleased with the new, or nearly new, VCR that he had acquired at the local pawnshop. It was in its original box and still had the shrink-wrapped owners manual. And, it had cost him twenty-five dollars less than a brand new one. He stopped at an electronics store on the way home and bought a few things to hook it up to the television and t...

Sissy's First

by CDJessie on Mar 7, 2018
Transsexuals & Crossdressers

This is a work of fantasy. (I wish my gf would do something like this to me.) *** I'm woken up to the blinding sun after Sarah rips open the curtains to our hotel room window. We were up half the night fucking our brains out, and I was pretty hangover "Fuck, you couldn't wake me up like a normal person instead of blinding me?" I ask. "Don't take that fuck...

Creating Ginger Ch. 06

by Ms_Allison on Jun 9, 2020
Transgender & Crossdressers

Author's note: This is a story of a loving, married couple who wanted to expand their boundaries. It involves crossdressing, gender play and their foray into dominance and submission. If these are not topics you are interested in, then please move along. In the below story I refer to the male character several ways but try to maintain a consistent in referr...

This is What I Want

by bisissystephenie on Jan 22, 2020
Fetish

My wife Pam has started going out for a "Girls Night Out" and this time she came back a little tipsy. And very late! She knows how I love to give oral sex to her and she hardly ever says "No". We went to the bedroom and she laid back on the bed. I got in my position, on my knees and between her legs. I started kissing her knees and going up. She stopped m...

Dreams

by DrLuverotica on Sep 25, 2017
Transsexuals & Crossdressers

"Hey! Hey! Wake up, wake up!" "What? Jo, what is it? What's going on?" "I think you should be telling me that!" "I don't understand." I was slowly coming round now, But I was still mystified as to why my wife had woken me at 2 a.m on a Saturday morning. "Erm your cock is as hard as nails and you were waving your ass in the air," Jo said, starting to laug...

Kinky Adele Mummy Fucker Ch. 02

by Sissy Adele Howells on Sep 17, 2017
Fetish

I had no idea what a dominant, perverted women Adele Howells could be. She wanted me to take her eighteen year old daughter's virginity, but at a price. Everything would be on her terms. She now had complete control over her husband Tony. I was made to sit naked on her bed, as I watched her put her lipstick and clothes on. My cock was as solid as a rock, as...