Crossdress Wife Stories

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Orientation
Length
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Infinite Scroll

Sissy's Decline into a Slut Pt. 01

by Sissy_Chantel on Sep 13, 2017
Transsexuals & Crossdressers

Hi, readers, here is a new hopefully erotic story series of a sissy's decline to that of playing a sissy slut and then without her knowing soon to be a enslaved sissy maid and slut, featuring your sissy girl Chantel. Enjoy... ************************ Chapter One: Sissy Crossdressing Play Time. I'm sitting inside my car, it's late, a faint drizzle falls a...

Alone Time

by bullockhall on Sep 14, 2017
Transsexuals & Crossdressers

I walk up the steps of the old Victorian house where I live and slide my key into the lock of my door. I smile. It is Saturday. My day. The day I get to dress up, explore my feminine side. I enter the house and drop my keys into the bowl by the door. My roommate, Jack, walk into the living room with a sandwich and a beer. He picks up the tv remote and sees m...

Tinder Pt. 02

by TwistedPanties on Jan 22, 2020
Transgender & Crossdressers

I appreciate you all asking me for more of the story - It would be hotter if you begged ;) Sissies can be so over-eager... (Keep the feedback coming please, Sweeties) Background: Bryan's roommate Caitlin has just discovered his crossdresser girl Tinder profile, while her friend Allison was swiping for a new girlfriend. Bryan is in the kitchen with a baby...

T Ladies Orgy

by MicheleNylons on Sep 15, 2017
Transsexuals & Crossdressers

(T minus three weeks) Mike Harris called it 'The Quickening'. He had borrowed the term from the film 'The Highlander' where the quickening refers to the awakening of special powers that lay dormant in certain people until they are triggered by a significant event. Mike applied dramatic licence to the feelings that regularly overwhelmed him and called these...

Taken Too Far Pt. 01

by SwitchSissy on Jul 2, 2018
Transsexuals & Crossdressers

I had maybe taken it a little too far. It had started as it always does, a little light crossdressing at home. Then toys as well. Then wearing something a little extra under my boy clothes when I was grocery shopping. Then when I was at work. And that leads me to my current situation. On the outside, jeans, t-shirt – normal enough. Underneath though... It w...

The Adventures of Sissy Madison Ch. 02

by sissymadison on Mar 6, 2018
Transsexuals & Crossdressers

They all got into Kim's car ready for the trip. Haley turned around as soon as Kim started the engine looking Madison up and down. "You are just sooo cute, I can't even get over it!" and with that Haley got out and hopped into the back seat with Madison. "So do you like being all dressed up like this?" Kent nodded but didn't say a word. "Oh don't be l...

The Theater Pt. 01

by Stephisissycd on Sep 15, 2017
Group Sex

About a mile from my apartment is a porno theater. It plays hardcore porn films and is as seedy as it gets. Most of the people there are black and Latin men. I'm a petite white guy who has recently started to crossdress. Something about wearing slutty girls clothes makes me really horny. I'd drive past that theater and imagine walking in dressed like a tot...

The Truth

by MoistVonLipwig on Feb 2, 2021
Fetish

Beth entered the room as quietly as she could, conscious that she was running late. These kind of things never start on time, she thought to herself as she slipped into the dimly lit meeting room. Apparently this one did as her eyes adapted to the dark. She saw a couple of free seats at the back and made her way to the round table to try and catch her breath...

Open in Reader

Michele and Buster: A Tranny Tale

by MicheleNylons on Sep 14, 2017
Illustrated

This is the continuation of my True Stories series, where I tell my readers about my real life adventures as a part time transvestite. In this instalment I will tell you about Buster, an admirer with whom I have I met up with a number of occasions. I warn you now that the story contains graphic sex, use of alcohol, mild bondage, use of recreational drugs and...

Michele Nylons' True Stories Ch. 05

by MicheleNylons on Jul 14, 2020
Transgender & Crossdressers

This is the continuation of my True Stories series, where I tell my readers about my real life adventures as a part time transvestite. In this instalment I will tell you about Buster, an admirer with whom I have I met up with a number of occasions. I warn you now that the story contains graphic sex, use of alcohol, mild bondage, use of recreational drugs and...