Nylon Stockings Crossdressing Stories

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So You Want to be a Nurse? Ch. 01

by MicheleNylons on Sep 18, 2017
Transsexuals & Crossdressers

Bound to Her Calling Males make up around 10 percent of the nursing workforce in the UK. Nurses are typically regarded as female and males in nursing can find themselves referred to by the public and patients as 'male nurses' or 'murse' to distinguish them from other nurses. After the Second World War, large numbers of male nurses moved into the work force...

Silken Seductions - Step 01

by AdamZasse on Sep 14, 2017
Transsexuals & Crossdressers

It was one of those days at work. Nothing was going right and I was getting a headache. I slipped out a half-hour early and headed home for aspirin and a hot shower. I was surprised to see my husband's car in the driveway so I thought I'd surprise him and get him in the shower with me. I stripped down to just my panties while still down stairs and padded qui...

Be My Bitch

by purekink on Aug 20, 2019
Transgender & Crossdressers

I'm so glad you agreed to be my slut – I've been searching for a crossdressing hussy I can train to be my personal tart for some time now, and I'm certain I can teach you to fit the bill. I understand your fantasy is to be dressed as a sexy sissy and have your manhood and your cherry fucked right out of you. This pleases me, as I enjoy nothing better than u...

Confiding in My Hairdresser

by Leighharding on Dec 19, 2018
Transgender & Crossdressers

I've always had a great relationship with my hairdresser, Mary. She'd been cutting my hair for years and we probably shared a few more details than we should about sex, she made me laugh at some of the naughty stuff she'd been up to! On occasion around a year ago, she came to the new house that I'd just moved into with my girlfriend to cut my hair. The cha...

Hotel Panty Slave Pt. 01

by hotelpantyslave on Sep 16, 2017
Fetish

As a traveling consultant, I have found fun ways to indulge my fetishes while on the road. Because I stay at the same hotel for 12-18 months at a time I can leave a bag there with my favorite clothes and toys which means I don't have to take them through airport security every week or risk my wife finding them. Although my fetishes are not that wild, she has...

Down the Rabbit Hole

by ThighhighMellie on Sep 13, 2017
Transsexuals & Crossdressers

"In another moment, down went Alice after it, never once considering how in the world she was to get out again." -Lewis Carroll Chapter I: Opportunity Zack considered himself an average guy. At 23 years old, he worked a steady job in IT, had his own place, and was fairly fit and healthy. The only thing that stood out was his love of stockings. He'd gravit...

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...

Sissy for a Day

by silkstockingslover on Oct 16, 2018
Fetish

Summary: With his wife's help and support, a man becomes a sissy for black cock. Note 1: This is a Halloween 2018 Contest Story. Be warned: this story involves sissy sex, obsession over black cock and a bukkake. If this isn't your thing, please don't read any further. Note 2: This is dedicated to the real Paul who requested this story. Note 3: Thanks to:...

Stockings & Stalkings Pt. 02

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

Part II - An Unwelcome Visitor When Giselle got home she showered immediately, washing away her makeup and scrubbing at the tops of her thighs where Steve had deposited some of his seed. She had seen the whitish-silvery deposit dried on her legs above her stocking tops, which were also stained with semen. She had half a mind to throw them out as she had...

Morning Glory

by grgy56 on Sep 16, 2017
Transsexuals & Crossdressers

The bright morning sun light up the room through the open curtains of the large picture window. Its warming rays felt so nice on my body as I stretched on the king size bed. The slippery satin sheets my girlfriend Laura made me put on felt like a cool pool of liquid. My morning wood pointed straight out through the hole of the crotchless panties I wore. My p...