Clothes Swap Stories

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Spanking Shelly

by Shellydarren on Jul 16, 2019
BDSM

A little bit about myself first before I begin my story. My name is Darren and I like submissive women. I have been married for over twenty years and I am in my late forties. My wife and I have a reasonably, active sex life but she does not share the same desire for spanking as me. Recently I took early retirement from work, but my wife still enjoys her car...

Stuck at Home Ch. 02

by grgy56 on Jun 8, 2020
Transgender & Crossdressers

Stuck at Home Ch 2 "Uh... Laura?" I looked back at my girlfriend. I stood there in my bra, panties, stocking and garters and looked for some sort of response or reaction from being found out. I had two outstanding items jutting from me: my hard five and a half inch, uncut erection and my big breast forms. Laura continued to just survey me up and down. I s...

Little Lost Puppy

by Tombescent on Aug 24, 2020
BDSM

The night was illuminated only by streetlights as Alex made his way home from the bar, alone. He was tipsy, but not drunk, and disappointed, but not surprised, that he was alone yet again at the end of a Friday night. Alex absentmindedly felt for his wallet in his pants pocket, a nervous ritual he indulged in dozens of times a day. This time, however, he fe...

Sissy's First Boyfriend

by kprice1984 on Jun 5, 2019
Transgender & Crossdressers

For those who have read my previous works Crossdresser's Unexpected First Time, thanks for your ratings! This story has a lot of true components, "based on real events", but is ultimately, fiction. ------------------------------------------------------------------------------------------ Since my first time with a man while I was dressed as a woman, about...

Closet Sissy Son Made Into Daughter

by JD2100 on Nov 18, 2019
Transgender & Crossdressers

Why was I on all fours with my dad's cock in my ass and my sister's pussy in my face? Well little did I know that my mom knew about my secret. She knew that I had been wearing her and my sister's lingerie. It started when one day I was home alone and wandered down to the garage to play around on the air hockey table. I got bored and looked around as we had...

The Founding Father Ch. 04

by Diana Retnuhvek on Dec 2, 2019
Exhibitionist & Voyeur

Over the next couple of months, anyone working at the Fairfax mansion was up to their neck in work. Several videos had to be finished for production and John was also handling a lot of the PR chores. Everyone was pressed for time. On his way back to his office one day, Katherine beckoned John from the powder room, insisting he just come right in. When h...

Adam to Addi Ch. 01: Adam Housesits

by Gabbi_Erato on Jul 13, 2020
Transgender & Crossdressers

"Let us know how we did," Skyla said, as she watched Adam cut into the steak she had just presented him. "It looks and smells awesome." Adam cut off a corner and stabbed it with his fork. He inspected the inside of the steak for pinkness. "Looks like a medium rare." "Just take a bite already," Maya insisted. Adam smiled as he brought the piece up to his m...

Halley

by ShyChiWriter on Mar 19, 2018
Sci-Fi & Fantasy

Hello Nude Day Contest Readers. I had a bit of a struggle categorizing this one. It is certainly science fiction in nature, but I'm telling you right now - it isn't very erotic. Given this is Literotica, it seems in order to fire off that warning shot ;) That said, I had a terrific time writing this. For the geeks in the crowd, the coordinates listed are all...

Code Name: Blue Goat

by kleincox on Sep 15, 2017
Fetish

Rachel quietly reached over and started rubbing my crotch. I quickly became hard under her persistent hand. The movie provided enough distractions for the other movie goers that no one noticed her boldness. She lightly stroked my cock captivated my by jeans. I struggled not to make a sound so as not to give the act away. Rachel had a way of finding just the...

SEXretary

by sexy_jessie on Sep 26, 2017
Transsexuals & Crossdressers

Sam Nichols had a comfortable, reasonably well paid job in a computing firm called Stewart Computing. He was twenty two and had recently graduated college and had been lucky to find such a good job in the firm on the edge of San Diego, just a couple of hours drive away from where his parents still lived with his younger sister Lizzie in the small town of Riv...