Hobble Skirt Stories

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Orientation
Length
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Infinite Scroll

Dressing for a Latex Party Pt. 02

by latexlegs on Sep 25, 2017
Fetish

Only once we were in limo and on our way, did I notice that my wife had brought along a little PVC backpack. I was curious to learn what was in it, but she advised that I need to be patient and it will be well worth the wait. My wife also whispered in my ear that seeing me dressed up like a latex slut that had got her extremely turned on and that combined w...

Miss Erin's Homecoming Pt. 01

by subjugated_sam on Sep 16, 2017
Loving Wives

Alex sat outside the airport in Erin's black BMW, doing what he had become quite accustomed to over the past year. Waiting. Waiting, as it turns out, had become something of a specialty for him. Erin made him wait for sex, even before all of this. She played demure, but Alex knew better now. She made him wait before every date they went on. She played overl...

The Job Interview

by Sheermistress on Sep 12, 2017
Transsexuals & Crossdressers

I had been searching for an executive assistant for some time now and had interviewed a few really potential ladies and 'ladies' -- all very skilled and would be worthy of the position, but something was missing from them all until I interviewed Jessica. The first time I interviewed her was a general 'meet & greet' interview with about 15 other girls --...

Jedi Submissive Ta'tan'ia Ch. 08

by HandcuffGirl on Sep 14, 2017
Celebrities & Fan Fiction

Authoress' notes: This is a(nother) sequel to the Imperial Prostitute series. I know I'll get a lot of negative feedback on this story, but I don't care. I really enjoy writing this, especially the character Ta'tan'ia. If you don't want to read it, don't. I really, really want to end this series, as I do feel as though it's going on too long. However, beside...

Nude Beach

by Hmcp on Apr 8, 2021
Fetish

I finally have the day off from work and my friends have invited me to the beach with them. I’m really looking forward to a fun, relaxing day. Plus, I look hot in my new bikini and like showing off. Pulling into the parking lot, I notice everyone is already there. I get their attention and yell down, “Hey guys! Where’s the closest boardwalk?” “It’s all the w...

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The Life and Fantasies of a Sissy!

by gasissynora on Nov 6, 2018
Transgender & Crossdressers

The following story is partly true and partly fiction. The names have been changed to protect the guilty. I hope you enjoy the story as much as i did living parts of it and wishing i had lived the rest of what is here. ***** A number of years ago i saw an ad from Mistress Kay and was fascinated by what i saw and read. After thinking about it for a while i...

Reinforcement

by skinnysailor on Jun 19, 2018
BDSM

I feel so elegant and sophisticated. My red hair has just been styled. I'm wearing my sexy spiked heels with the rhinestones that bring me up to five foot four. My shoulder-less red velvet gown is hugging my trim body to just above my knees where it flares out so dramatically to my ankles. My diamond necklace, pendulum earrings and two diamond bracelets, one...

Family Traditions Ch. 03

by PolyVoyeur on Sep 19, 2017
Novels and Novellas

Author's Note: This story involves female nudity and light spanking in a family setting. Biological parents of the opposite sex are not involved but it does involve mother-daughter nudity and spanking. There is no graphic sex involved other than some references as appropriate to the story. Comments/Votes/Feedback will be appreciated and responded to. - -...

Candy Cane Caresses

by Megnificent1 on Sep 14, 2017
Erotic Couplings

Every year, my friends and I gather for a very unique winter fest. It is an evening of play, during which we are all able to explore our deepest fantasies with abandon. You may choose from switching partners, threesomes, homosexual encounters, using various objects/foods to enhance pleasure (candy canes of various sizes and flavors are a must at these partie...

Not Drunk - Plastered

by Tomsparty on Sep 15, 2017
Transsexuals & Crossdressers

I was to marry on Saturday week and didn't want a stag night. The very idea of getting blindingly drunk with a loud, raucous bunch of mates unpalatable. I told my best man it wasn't required and to say nothing to my fiancé, Lily. Over the years I made many girlfriends and still secretly saw them on a platonic basis. I preferred their company to guys. One ni...