Crossdress Wife Stories

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Orientation
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Infinite Scroll

Wet Dreams

by TheNextGamer on Jul 15, 2018
Fetish

For two entire weeks, you, John Doe, have researched tirelessly on a place that historians and philosophers have secretly called... The Labyrinth. A special location that links the psyche of every living being on Earth. The place where you can traverse in people's dreams and do whatever you've wished. Out of sheer luck, you've managed to find a way to enter...

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Sissy Academy

by Cynthia Sissy on Jan 2, 2019
Transsexual

(feel free to message me about anything! I'd love to hear from my readers :)) The alarm beeps away as you groan at the sound of it. A cool breeze rustles the curtains, letting the sun peek through. Pushing your hair to one side, you check the time. "Oh, it's still early," you say, pushing the sheets away to reveal your blue satin panties and chemis...

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Relax

by BoredTBDL2 on Jan 7, 2021
Fetish

“Jesus man, that’s a lot.” Mike stared at the old metal table between you two in the middle of his backyard patio for what felt like several minutes. You couldn’t blame him for taking his time though; you two were just gonna meet up for drinks, but the alcohol had other plans, and now you feel like you need to pay your friend for being your therapist. “I don...

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Confiding in My Hairdresser

by Leighharding on Dec 19, 2018
Transgender & Crossdressers

I've always had a great relationship with my hairdresser, Mary. She'd been cutting my hair for years and we probably shared a few more details than we should about sex, she made me laugh at some of the naughty stuff she'd been up to! On occasion around a year ago, she came to the new house that I'd just moved into with my girlfriend to cut my hair. The cha...

Just a Normal Couple

by Feinux on Sep 25, 2018
Transsexuals & Crossdressers

To the untrained eye we look like just another normal couple walking down the street. Beautiful girl with a handsome guy, both smiling and laughing, holding hands with each other. But if you were to look a bit closer you would realise not all is as it seems. You see, my name is Paul and I am the beautiful girl. My girlfriend's name is Sarah and she is the ha...

Other Side of the Coin

by NaomiQ on Sep 15, 2017
Transsexuals & Crossdressers

If this is at all popular I will continue the story. The next chapters will be much more sex driven and dirty. ***** "So, you're saying that all I have to do is imagine myself as another form?" Michael asked. "Yes, but you must concentrate deeply in order for the transformation to take place. The change can be as simple as adding a freckle or as drastic a...

The Marriage of Martin Hastings Ch. 17

by rik581 on Sep 14, 2017
Transsexuals & Crossdressers

Martin sat alone in a small interrogation room. The large wood table with the two empty chairs on the opposite side of the table were all the furnishings in the room. The humiliation Martin had suffered as he was brought through the police station, the giggles, sneers and staring were still fresh in his mind. Though he was told he was not under arrest, he fe...

Learning to Crossdress Pt. 01

by crossdressme70 on Sep 15, 2017
Mature

I am a "Closet-Crossdresser" - something my wife would not accept, but a secret I indulge in whenever she is out of the house for a while. This is my story of how a beautiful older lady, who had a "fetish" for lipstick, nylons, high heels, and lingerie, introduced me to the pleasures. It was the late-1980's, we had just moved from a small town in the UK, t...

Chance Meeting on eBay of All Place

by Leighharding on Sep 16, 2017
Transsexuals & Crossdressers

This is a true story of a chance meeting which has turned out to be really rather amazing and surprising. ***** I was trolling eBay for some underwear to buy when I happened on a rather large lady selling some used kit. I messaged her to ask specific sizes and she responded straight away asking if it was for me. Normally I would deny that I was buying...

I Dress Up and Fuck My Friend Pt. 01

by tgirlchrissy on Apr 3, 2019
Transgender & Crossdressers

So last summer I was left home alone for a weekend while my parents were at a wedding. I was bored so I had my friend come over. I usually crossdress and masturbate in my sisters clothes while I have an empty house. Me and my sister are about the same size but she is curvier. She is also at college so I dress whenever I want. So me and Kyle sat around and wa...