Husband Crossdresser Stories

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Infinite Scroll

Evolving Sex Life Pt. 02

by slavecaro on Aug 31, 2020
BDSM

The following Sunday my wife woke me up telling me she needed a new pair of shoes. This has always been code for sex. We began kissing and after several minutes of foreplay, I rolled on top of her and tried to enter her. She pushed me and said, "No, please eat me." I slid down the bed and between her legs. Sometimes she can quickly get to an orgasm and this...

Sissy in The Hart of the Valley

by EvelynT on Sep 16, 2017
Transsexuals & Crossdressers

The story so far; having completed the first date with Harold Plumrose and with over a month until the scheduled second date Sissy Betty Blane spends time at a t-girl club with Cindy. ***** When I got home from the Hollywood Hills I barely had the strength to remove my makeup. I was so exhausted I just wanted to flop on the bed and pass out, but I persever...

Alex Struggles to Accept who He Is

by Shy_n_bi on Jul 29, 2019
Transgender & Crossdressers

Alex never thought he'd be living in this moment, a desire that he kept buried ‎deep within for his entire life and now a near reality! His eyes locked on her every move as his heart raced like he had never felt it race before and the battle between pleasure and guilt had all but began leading from his mind to the pit of his stomach! There he was, nervousl...

It All Started... Ch. 01

by trixie38cd on Sep 18, 2017
Transsexuals & Crossdressers

It all started when my sister in-law, Kim, came over after work one day to tell me my wife was just called out of town for her job. I had planned on her being gone, anyway, and so I'd left work early to get my other wardrobe out of the attic, thinking I'd have the place to myself for a few days. I just happened to be wearing a pointy cup black 36D bra, bla...

From Dom To Sub

by ScarlettCD on Sep 14, 2017
Transsexuals & Crossdressers

Twenty minutes to go. A few days ago I had posted an ad online looking for someone to come to my place so that I could, to quote my ad, "get treated like a tranny slut by a true Dom of a man." I kept the ad low-key and photo-less to ensure none of my colleagues from work saw it of course, but more importantly, I was a Domme in my own spare time and did not w...

Created in the Image of a Superior Being Ch. 01

by alyssawinters on Apr 15, 2020
Transgender & Crossdressers

Philip Meyer had always dreamed of owning his own high-end women's shoe store. Having come from a long line of males doing it sales of shoes was in his blood. His father had done it so too his grandfather though neither owned the store they worked in. The grandfather came from a time the area of the city he worked in was known for its street hustling. 'We...

Cumming to Terms with Her Pt. 01

by contactsteph77 on Sep 4, 2018
Transsexuals & Crossdressers

My first experience of anal intercourse was a pretty traumatic one. I had been dating my girlfriend for about 6 months, and we had yet to consummate our relationship. Being a horny 21 year old man I was gagging for it. Don't get me wrong we had fooled around with oral play, and mutual masturbation. But I was 21 and still a virgin; the term "Blue Balls" did...

The Bargain Dress

by HeatherMaureen on Sep 25, 2017
Transsexuals & Crossdressers

I was in my late teens before I found out how submissive my dressed self was. I'd never really considered myself to be a submissive sissy crossdresser but was about to discover that I was one. I called an ad about women's dresses, heels and other things in the local bargain finder from a payphone. An older woman answered. She wasn't taken aback by my tellin...

Gender Bent Society

by turtlerocker on Sep 26, 2017
Fetish

Welcome to GenericVill! A small town in a world that has the opposite gender norms of our society. Some changes from our society is that it is a matriarchy, Girls are considered more athletic, Boys are considered nicer and more emotional, Boys wear what our world's girls would wear, and vice versa, and most importantly, Boys are submissive while Girls are do...

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Real Life: The RPG

by Katnaace on Nov 25, 2019
Fetish

Having logged in, you get to the biggest question of all - who are you going to play? It's not like this is a big deal. You can just create your character and be on your way.What's next? Danny Hopkins - Dude with a sister Lydia Onava - Widow waking up in an unknown place Claude Rogers - On his way to visit his Aunt Henry Wells - Protesting H20 What's next...

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