Nylon Stockings Crossdressing Stories

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Infinite Scroll

Five Fridays, Second Friday

by Grendelpuppy on Jul 30, 2019
Erotic Couplings

Debbie belatedly realized that she might have forgotten her evening ritual when she noticed her CycleBeads on her nightstand. She looked at her calendar and counted the days since the Monday over a week ago that she had circled when she started menstruating. That was eleven days ago. She then counted the beads on her CycleBeads from the brown bead. The marke...

Hotel Room with a View

by Debilego on Jul 1, 2019
Erotic Couplings

"Quick nightcap?" he asked in the lift as they headed back to their rooms at the end of the evening. It had been a long day of meetings, so the drinks in the bar had been particularly welcome. To be honest, Dave wouldn't have asked had he been sober, as he'd spent many a day admiring Debi from a distance, believing her to be out of his league. Although they...

At the Mall with Tessa Pt. 01

by Teased2ZEdge on Aug 21, 2019
Exhibitionist & Voyeur

[Note: This story is protected by copyright, 2017-2019, by the author, and cannot be copied for non-personal use without requesting prior authorisation by e-mailing the author at profile.] ***** At the sight of Tessa waiting for me at the mall's gate the arousal that'd been tormenting me all week became even harder to control. Her tight-fitting white minid...

Wife Tied and Blindfolded (MMF)

by easydescent on May 15, 2019
BDSM

I'd known Jack since we were teenagers, although for the last 12 years he had lived on the other side of the country. He had recently moved back to town because of his job and we had been out for drinks a few times but my wife Sara never came along because she wanted us to catch up on old times without boring her. Jack had come to our wedding but as he lived...

A Trip to Australia Ch. 02

by Dr_And_Mrs on Feb 26, 2019
BDSM

WARNING: This is a FANTASY story. It may contain themes of consensual non-consent, slavery, dominance/submission, and/or extreme pain. Please do not try any of this at home. Do not try ANY fantasy with ANYONE unless you've discussed it in detail with them beforehand. Informed consent is fucking mandatory. ***** A sharp pain woke you suddenly. You were grog...

After Church Ch. 04

by alien_freak_nugget on Feb 11, 2019
Transgender & Crossdressers

Saturday morning... The cool air on my ass and balls was beginning to drive me into a frenzy as I squatted on my high heels. I was wearing a black pair with 5 inch heels and a matching black bra but my thigh high stockings were white with little black bows at the top. In my right hand was Rick's massive cock and in my mouth was Mike's 8 incher. It was Satu...

In the Ladies' Dress Department

by pfzzzt on Sep 19, 2017
Erotic Couplings

xMost of the shoppers in the ladies' dress department are women, but there are a few men. They see the beautiful young blonde girl with the big breasts jiggling sexily as she walks, narrow waist, long legs and the striking green eyes, wearing a very short filmy silk dress, seamed stockings and unbelievably high heels, choosing several different items from th...

Gift Wrapped

by khankell on Sep 2, 2017
Erotic Couplings

Christmas Eve is always a fun time. Unless you are playing Santa. So, while everyone else is in bed, dreaming of sugarplums and whatever else, you get stuck by the tree, wrapping the 'surprise' gifts that everyone wants. And so it was that I found myself playing Santa this year. The kids were already in bed, trying anxiously to fall asleep so St. Nick would...

A Girl Meets Her Master

by miara on Sep 17, 2017
BDSM

The day had finally arrived. She sat, in her car, outside her Master's house, wondering if she could go through with it. She was so scared that she wouldn’t be able to please Him, that she’d disappoint Him. She took a few calming breaths and thought back over all of the emails, conversations and phone calls. Through all of them, He'd pushed her, made her mor...

Emma's Endurance Ch. 15

by ladyredmuff on Sep 12, 2017
BDSM

Dear Literotica reader, Emma's journey is drawing to a close, but it will be a cliffhanger. Meanwhile, bear with me and please do read the previous chapters. The young girl who had carried the breakfast tray earlier, returned to help Emma do her hair and make-up. She held out a beautiful black sleeveless shift, which was elegant, yet sexy. Emma stepped...