Nylon Stockings Crossdressing Stories

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All I Want for Christmas, Is You! Ch. 01

by grgy56 on Dec 17, 2017
Transsexuals & Crossdressers

"Open mine first!" Cheryl gleefully shouted as she handed me a beautifully wrapped Christmas present. It was a cold, crisp, white Christmas morning. But much later in the morning than I would usually get up for Christmas. For some reason, I slept in regardless of my excitement to open the presents under the tree. As a kid, we would open our gifts on Chris...

Ugly Duckling to Sissy Princess

by JHouston on Sep 18, 2017
Transsexuals & Crossdressers

All names have been changed to protect the guilty. ***** Being a very short guy (5'3") with a small frame has been a major handicap in my quest for female companionship. Having a micro penis was the nail in my coffin. Throughout my youth, I was ignored or rejected by girls. I had my first girlfriend in college, Caroline Fletcher. She was smart, beautiful,...

CD Had Fun

by Pantigy on Sep 14, 2017
Transsexuals & Crossdressers

So, I am a closeted cross dresser. I have never had the nerves or really the chance to explore my fetish with someone. So one day I decided to just cruise the on-line ads. I saw an ad posted by a Fem Dom. As I read the ad, with all fetishes listed, I see "crossdressing". I thought why not, I'll reply. So I send an email explaining my fetish. I didn't really...

Arabian Nights Pt. 01

by MicheleNylons on Sep 26, 2017
Transsexuals & Crossdressers

Michele felt the huge member buried in her anus begin to pulsate; hot, creamy semen flooded her back passage. She was lying face down on the huge bed; pressed down into the satin sheets and soft mattress, her own penis trapped in her satin panties was also hard and leaking pre-seminal fluid. She lay still as Ahmed, the man lying on top of her, emptied himsel...

Caught Out Again and Again Ch. 01

by grgy56 on Aug 31, 2020
Transgender & Crossdressers

Caught Out Again and Again Ch. 1 "What the...?" My girlfriend Cheryl shouted out. I was standing in our apartment kitchen preparing lunch. That wasn't so bad but I was in a pinny which was open in the back and left my panty covered bum exposed. Up until then Cheryl had no inkling of my dressing fetish. But... let me start earlier. Before I met and moved in...

How I was Forced Out of the Closet

by gtanya on Apr 4, 2018
Transsexuals & Crossdressers

I was again dreaming of the night I would lose my anal virginity. It had been such a constant since last 3 weeks. I had been talking to a beautiful CD named Rachel since last 6 months and with the thought of meeting her in person, I had planned a vacation to China where she was living. The only problem that I had here was I was going to be on the vacation wi...

Selective Fetishism

by Magnolia13 on Sep 16, 2017
Reviews & Essays

Is it possible to have “selective fetishism”? What I mean is that sometimes in some circumstances I find myself irresistibly drawn to one thing or another that could become a fetish if I were to find it appealing all the time. The word ‘fetish’ doesn’t really fit as it implies a desire that is permanent and always necessary for arousal. I find some things...

Office Secret

by bullockhall on Sep 11, 2017
Transsexuals & Crossdressers

I am a bisexual male who enjoys crossdressing in private. Nobody in my office knows my secret, and I planned to keep it that way. Suits and ties during the week, lingerie and stockings on the weekend. Lately I've begun wearing panties under my suit to enjoy the feeling all day. When I woke up this morning I was feeling naughty. It was Monday morning. I'd b...

Initial Crossdressing Adventures

by vjak19 on Sep 19, 2017
Transsexuals & Crossdressers

Since the first article I wrote described the last time that I dressed as a woman was generally well received, I have decided to share some more of my story. To do that I will start the journey at the beginning and travel through to some of the first times that I ventured out into public dressed as a woman. For those that did not read my initial offering le...

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...