SexText / stories / dressing up

dressing up stories and histories

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  • πŸ“… 01.07.2025
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  • πŸ‘¨πŸ»β€πŸ’» HughJass113
dressing up

Please enjoy part two of Casting Couch. Suggestions of what you would like to see are appreciated.
Brent constantly adjusted himself in the pleather seats of his 2009 Lancer. He couldn't find a comfortable position if his life depended on it. Was it from the thong constantly riding up? No. Was it from the butt plug? A little. Mostly, it was from the spanking and thrice the hard anal sex he endured from Carmen and Colby....

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  • πŸ“… 30.06.2025
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  • πŸ‘¨πŸ»β€πŸ’» MRopeKnot
dressing up

I was sat on the sofa day dreaming. It had been a long time since I had been tied up and I was craving being bound and gagged and helplessly at someone's mercy. My attempts to meet someone hadn't gone anywhere. Lots of people that enjoyed the idea of talking about it, but didn't have the know how or the willingness to take it from chat to reality....

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  • πŸ“… 29.06.2025
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  • πŸ‘¨πŸ»β€πŸ’» Dickard_Ballz
dressing up

Izzy was a punk rock chick with short, spiky, bleach-blonde hair, crooked teeth and tattoos that were far more badass and threatening than my own. She had a tough demeanor but she also had a great sense of humor. She was my kinda chick, for sure. Plus, in my humble opinion, she was hot as fuck. She didn't have an over abundance of tits or ass like Delilah but she had a really nice figure, a slight tan, a British accent and not to mention, she was a total slut and a pervert, like me and Delilah....

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  • πŸ“… 29.06.2025
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  • πŸ‘¨πŸ»β€πŸ’» FantasyMan2025
dressing up

Standing in my office looking out over the city, I slipped my hand into my pants and began to rub my swollen lace covered cock. My phone beeping brought me out of my trance, licking the pre come from my fingers and checked my message, "30 minutes be ready bitch," my hands began to shake as I stripped off my suit and shoes and stepped into the pair of high heels beside me. Sitting at my desk I secured my long blonde wig to my head and applied some makeup. Standing my pulse quickened as I waited....

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  • πŸ“… 29.06.2025
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  • πŸ‘¨πŸ»β€πŸ’» GraceyDoulton
dressing up

Hello all!~ This is a mostly accurate story of how I started my sissy journey. Any and all feedback would be appreciated. Thank you for taking the time to read my story!~
The day started off like any other for Grayson as he relaxed after a day of college classes in his dorm. The door to his bedroom firmly shut as he laid back in his bed, scrolling on his phone looking to roleplay with. His eyes scanned over low effort post after low effort post but eventually stopped. The name "BBWsweetie19" popped out a...

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  • πŸ“… 28.06.2025
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  • πŸ‘¨πŸ»β€πŸ’» Diaper_Ann_Curtsey
dressing up

This is just a short fantasy to help all you sissies out there get off.
I was just finishing up jacking off in my bedroom. Today's cum rag was a pretty pair of panties I had bought from The Goodwill store. I loved shopping at thrift stores for girly jackoff material. I never wore the stuff, I just liked squirting my cum all over it....

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  • πŸ“… 28.06.2025
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  • πŸ‘¨πŸ»β€πŸ’» Diaper_Ann_Curtsey
dressing up

This is a followup to "Belle of the Boutique."
It was a great job. My eyes had been opened to a whole new world of sex and sissiness and my ass had been opened up as well. I used t o think of girly dresses as a worthless waste of time and money fit for bimbos and sluts. Now I actually have dreams about being a bimbo and a slut in a pretty dress....

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  • πŸ“… 28.06.2025
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  • πŸ‘¨πŸ»β€πŸ’» DarkAngel3
dressing up

(everyone is over 18)
My husband is the most pathetic faggot I ever had the displeasure of marrying, I mean don't get me wrong he's a very accomplished therapist and very dedicated to his work; so, he should know the ins and outs of what a female needs, right? Well for as smart as he is he's pretty fucking dumb, our wedding night was the worst night of my life; I couldn't even feel his small dick going into my pussy. He was crying because he was saying how good it felt or some shit, I don't know, meanwhi...

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  • πŸ“… 27.06.2025
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  • πŸ‘¨πŸ»β€πŸ’» Diaper_Ann_Curtsey
dressing up

I used to hate diapers, not all diapers just the ones I had to wear growing up. I wore diapers my entire life because of a very weak bladder, In fact I had never really grown out of them like most normal boys.
And boy did I get teased for it.
All through school mom insisted that I participate in phys ed like all the other kids so my diapers were always on display. At least mom allowed me to wear pullups on days when I had to go to the gym instead of my normal diapers that crinkled when I walked....

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