Girdles Stories

259 results
Orientation
Length
Source
Infinite Scroll

Le Sexe Superieur Ch. 06

by ValoryG on Mar 28, 2018
Transsexuals & Crossdressers

We make our fuel stop at a small executive airport in Colorado. Peyton ever so proficiently refuels her plane. No wasted motion. I admire her confidence. She's so taciturn. For a moment I imagine she has a dick. I text Hadley and tell her all's going well, and include a selfie of Peyton and me in the cockpit. I hope taking care of the kids isn't too much o...

Bewitched, Bothered and Bewildered

by trevorm on Sep 14, 2017
Transsexuals & Crossdressers

Vivian flipped through his mum's mail order catalogue, turning to his favourite bit -- the lingerie section. She had asked him to choose something for his birthday, a new fishing rod perhaps, a couple of golfing irons to add to his set, or maybe even some new clothes. The catalogue provided some welcome respite from the maths homework he should have been c...

Pantyhose, Girdles and Heels

by Checkmate215 on Sep 26, 2017
Fetish

Since I was a young boy I have always been extremely intelligent. In school I was labeled as mentally gifted. There wasn't a subject that, if interested, I couldn't master. This came at the expense of a social life though. While other children played outside, I hit the books and the Internet. Whatever piqued my interest, I would totally engross myself in. I...

A Hard Day's Work

by HermitHoover on Sep 2, 2017
Erotic Horror

Clarance struggled to button his uniform. McTasty's had given him a pair that was just a size too small, giving him an uncomfortable pull on his crotch. He took a quick look in the mirror. Tight clothes, unshaven stubble, and dark circles under his eyes. Coupled with his bad smell, he had all the winning qualities of being a grill worker. Alas, he was runnin...

Changes Ch. 02

by sublocked on Sep 25, 2017
Transsexuals & Crossdressers

Notes to Reader: (1) A lot of this is fiction; much is fact. (2) Cross dressing in marriage is a difficult situation; acceptance of it comprises three entities: husband, wife, couple. (3) Nobody CHOOSES to be a cross dresser, so please don't demean yourself (the reader) by macho dismissal and criticism. Lawyers, plumbers, truckers: anyone can be one. Most...

Consent Ch. 03-04

by sublocked on Sep 18, 2017
Transsexuals & Crossdressers

Author's Notes: (1) This is fiction. (2) Nonetheless, the pull of fantasies can be extreme. Never underestimate where it can take you. (3) These are broken characters. In the real world, one would be dead, the other in jail. (4) It is best to read chapters 1 and 2 to understand how Jack met Mistress Joan. (5) My apologies to those that want to get thei...

Ester Comes to Visit

by Bakeboss on Sep 16, 2017
Group Sex

Let me start by saying I've never been a swinger or even a lover and now that I'm older, sex is something we seldom even think about let alone have. My first wife and I got married right out of high school and we were both virgins on our wedding night. In the fifth year of our marriage, my wife was killed in a car accident on the freeway. She was my rudder a...

Cutting Ms. Betty's Lawn

by goodsonformom on May 15, 2019
Transgender & Crossdressers

My mother had suggested I might consider cutting Ms Betty's lawn as none of the other boys in the neighborhood would. All the other mothers hated Ms Betty and wouldn't allow their sons to associate with her. She was one of my mom's friends and I thought nothing of it, so I agreed to do it every week. It seemed Saturday mornings would be best, so I put her in...

Thrown By the Garter

by archibael on Aug 18, 2017
Fetish

for Michelle * If you're going to marry someone, you'd better damned well be sure. That's what Geoff told himself as he fixed the... cravat, was it called? He could barely tie a Windsor knot without watching a step-by-step on YouTube. This thing was utterly beyond his comprehension. "Dude, let me take care of that for you." "No, I can do it. You just fo...

Surprising Old(er) Lady Ch. 01

by Learningfast on Sep 21, 2020
Mature

Some time back, Andy was invited to the 20th birthday party for the daughter of a colleague at the office. The daughter was a pretty girl, surrounded by keen and presumably eligible young men. Andy shook her hand and bent forward to give her a fatherly-type peck on her cheek. She thanked him and that was the extent of their contact that evening. However, An...