Pantyhose Crossdressing Stories

7,638 results
Orientation
Length
Source
Infinite Scroll

My New Maitresse Ch. 01

by Cagedcompliance14 on Sep 14, 2020
BDSM

My name is Tom, my wife Emma and I had been married for about 15 years before my eyes started to wander a bit. I will admit I screwed up big time. I had an affair with a young woman named Christine from my investment firm. The details of that aren't really important but what followed after Emma finding out was a winding, twisted journey that led me to my cur...

Master Walt's Homecoming

by tommibottom on Sep 15, 2017
Transsexuals & Crossdressers

Walt had been talking for months about taking me with him on one of his river trips. He was the skipper of a river tugboat and would be gone on trips for about a week at a time. When he finished a run, another captain would take his place and he would be home for a week. In the year and a half ,or so, that I had lived with Walt and Ellen, I lived as a femal...

Dressed for Disaster

by thrillerauthor on Sep 13, 2017
Transsexuals & Crossdressers

After a last look at himself in the full-length mirror on the closet door, Pat put his magnetic key in his purse and left his hotel room. He had done this enough times to be almost calm as he waited for the elevator. When the door opened, he was relieved to be greeted by an empty lift. It always took him a few minutes to gain the required confidence to melt...

Kendra Is Born Ch. 02

by komrad1156 on Sep 15, 2017
Transsexuals & Crossdressers

As the limousine pulled into the Southcenter Shopping Mall parking lot, Kenny's heartbeat quickened. As the driver came to a stop in front of the large "Nordstrom" logo, he felt like his heart might beat out of his chest. On the way there, Kelli informed him she'd done a little bit of reading on the subject of crossdressing and learned there were specially m...

Pantyboy Graduates to Crossdressing

by laceypantyboy on Oct 8, 2018
Transgender & Crossdressers Stories

Pantyboy graduates to public cross-dressing. Hello. Let me just say at the outset that I am not gay. I am a hetero man who really likes panties, stockings and pantyhose. I had been wearing them under my boy clothes for years. Some of my girlfriends were disgusted, some were OK with it while not being turned on by it, and a few of my girlfriends did (and do)...

Christine and the Neighbor

by Lovetoshowoff on Sep 13, 2017
Transsexuals & Crossdressers

Hi. My name is Chris, though some know me as Christine. I am John Collin's "wife". We care deeply for each other. John "keeps" me, he supports me financially and in return it is my pleasure to keep his sex life exciting, as well as to entertain any of his gentleman friends who drop over. It all began innocently enough, I suppose, when I had just turned 18...

A Couple's Journey Into Depravity

by johncockenfurs on Sep 17, 2017
Loving Wives

I'd been slowly easing my wife Lisa into my fantasies for awhile now. We're in our early 40's and have been married almost 20 years, so we had to find ways to mix things up a bit. It started with her wearing leather and pvc clothing for me, allowing me to shoot photos of her and fucking. She's so fucking hot, even though she's in her 40's, she has the body o...

Going to a Wedding

by weluvhose on Sep 16, 2017
Transsexuals & Crossdressers

My wife and I recently were invited to a friend's wedding and reception. I knew that this would be the perfect dress up occasion for both of us and the excitement built inside of me thinking of the possibilities! As she prepares herself in front of the mirror, I ask the timid question if she minds if I wear a pair of hose under my suit. She responds, "Of co...

Forced Crossdressing Stories

by Dayeandknight on Feb 1, 2018
Transsexual

All of these stories share a central theme of Crossdressing. Rather than add yet another story for one of my ideas, new ones will now go here. I'm making the call, out loud, for additional authors to add their own threads and work with me. I would love anyone interested in any of these stories or my previous ones to add their own threads. If writing isn't yo...

Open in Reader

Tiffany's Deal Ch. 01

by MicheleNylons on Jun 24, 2019
Transgender & Crossdressers

Chapter One -- The Deal Author's note: I know very little about playing poker. I have played blackjack in a few casinos in the USA, Australia, Europe, UK, even Vanuatu but that's the sum of my experience with gambling. Blame any factual errors squarely on me rather than my researchers, Google and Netflix xxx Michele Tiffany was not the name on her birth ce...