Fitting Room Stories

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Jerry becomes Jill Pt. 03: It Gets Serious

by gasissynora on Mar 2, 2020
Transgender & Crossdressers

This is the third part of my story about how I became Jill. My relation with Rikki takes a serious turn and I learn more about what life with her will be like. Each day Rikki gives me an article about a female led relationship. The article on Monday is about a couple in their thirties who are dating. The woman makes most of the decisions when they are in pu...

Alterations for Gina

by Audio-visual on Sep 17, 2017
Loving Wives

I own a specialty women's apparel store in Dallas called Les is Mor. It's a play on the old Bauhaus/Mies van der Rohe design adage that Less is More, but with the spelling its message dictates. It also reflects the kind of clothing I sell. As applied to the female figure, Les cover is Mor interesting. Mor exciting. Mor tantalizing. Mor arousing. I don't carr...

Wine Girl Again

by tmctmc50 on Oct 20, 2020
Erotic Couplings

I popped into a clothing store one evening last week because they had a sale flyer in the paper. I like going shopping in the evenings through the week because the stores are not as busy. As I was browsing around the men's section, I noticed a cute brunette in middle of the store, so I worked my way around to get a better look. When she turned and I got a g...

Tight Fittin' Jeans

by JakeRivers on Sep 16, 2017
Romance

Author's Note: This story is based on the song by Conway Twitty. I was driving down to the Cherokee Strip museum in Perry, Oklahoma and heard it on the radio. An old favorite of mine seemed like it would be fun to write. Thanks to Techsan for his editing support. Tight Fittin'Jeans Composed by Michael and Mike Huffman Performed by Conway Twitty THE...

I Know Who You Are Ch. 01

by wantonmaleslut on Sep 14, 2017
BDSM

I was a part time male cam performer. I always used to think of myself as straight and vanilla, but I quickly learned that I am at heart a wanton slut, and got off from doing anything that anyone told me to do. I fantasised about being controlled by a mistress or master, and being used by whoever my mistress or master whored me out to. But although it turned...

The Fitting

by Satin and Lace on Sep 14, 2017
Romance

Rachelle only had one fitting then the weekend was hers. She wasn't going to be doing anything, but just be off. Perhaps she would walk around the farmers market Sunday morning? Go to the Park tonight to hear some music it was free on Saturday nights. Looking at her watch she saw the scheduled time almost here. Looking around she seen the shop was full which...

Fitting Room

by Balmain on Aug 16, 2017
Exhibitionist & Voyeur

"Norm, can you stop by sometime today?" I had to stop and think. Who was calling? The voice was strained and obviously upset, almost sobbing. Beth, its Beth. In less than two weeks I was committed to 'escort' Beth to her daughter's wedding. "Sure, ... I'll be there about three this afternoon." My 'escort' duty had been setup for me by my deceased wife, Do...

Fitting

by worthsqueezing on Aug 19, 2017
Exhibitionist & Voyeur

It had begun as a simple ride to the mall - both had had some errands to run, and he'd offered to drive when she'd mentioned it. He was more eager to spend the time with her than he was to go shopping, but was willing to make the trip. For her part, she could have postponed the shopping, but had an idea that she'd been wanting to try on for a while. They ba...

Rodney's Nude Humiliation Ch. 01

by aaronburr on Sep 14, 2017
Exhibitionist & Voyeur

(Welcome to 1950s mid-West America.) One night over dinner the subject came up, the awful embarrassing subject. It was raised by Rodney's twin sister and their female cousin who lived with them in their house on Elm Street, Brewer. They raised it to embarrass Rodney, the shy 18 year old who struggled with his grades at Grover Cleveland High. Rodney was a...

The Dressing Room

by Lady Jayne on Sep 15, 2017
Exhibitionist & Voyeur

You have agreed to help me shop for a new dress to wear to a friend's wedding. I also need a new pair of jeans. You sit in an armchair outside the fitting room as I take in a couple of different dresses and a pair of jeans. We seem to be the only ones there at that particular time of day. The dressing room is quite large. It has a bench as well as two full-l...