Bra Fitting Stories

156,311 results
Orientation
Length
Source
Infinite Scroll

Pinky's First Shopping Assignment

by Pinkytoes66 on Sep 14, 2017
Transsexuals & Crossdressers

Disclaimer: All my stories are pure fiction, unless otherwise noted. Any similar events that may have occurred are purely coincidental. ***** I just got home late at night from a rough day of work. I tossed my jacket on the kitchen chair, kicked off my shoes, got a beer from the fridge, and decided to sit down at my computer to check my messages before tur...

What's a Girl To Do?

by IRonMan78 on Sep 19, 2017
Toys & Masturbation

Awakening to the sun peeking through the curtains, Mary marveled at how wonderful it was to have some time to herself. After all the kids were wither ex-husband this weekend, so she only had plans to enjoy the beautiful weather and the little time she had to herself. Her only plans for the weekend were to do some shopping. Maybe get a new outfit to wear to w...

Bra Store

by tsar7 on Nov 25, 2017
Sci-Fi & Fantasy

John's aunt had died and left him everything including her women's lingerie store in a small town. Being a breast man, John sold her car and with the cash rented a store near the campus of a small college. He moved the old inventory in, as well as the counters, cash register and other fixtures. He had a sign painted on the front window which read "D cup an...

Futanari Curse Ch. 02

by mstrhole on Oct 8, 2019
Transgender & Crossdressers

DISCLAIMER: All characters in this story are at least 18 years of age and legally able to consent to any sexual activities in which they engage. For the purposes of this story children don't start school until after age 8 which is why they can be 18 and still in high school. None of the depictions of sexual activity in this story involve ANYONE under the age...

Taking care of shoplifters

by deol on Mar 4, 2011
BDSM

My name is Ted. I own a small clothing-store. I’m 40. Business is good. There’s only one problem. Shoplifters. Of course they cost me money, but that’s not the big problem. They make me mad. I’ve tried everything; calling the police, forcing them to stand outside the shop with a sign saying “I’m a thief – I stole from this shop” and other things, but nothing...

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The Pantysissy Diaries Ch. 03

by JPantyboyVSL on Apr 23, 2019
Transgender & Crossdressers

This is a 3rd person fiction story about my fantasies of being a Pantysissy. All characters in this story are made up, and are all over the ages of 18. To better follow this story read The Pantysissy Diaries Chapters 1 and 2 before reading chapter 3. ***** It was nighttime in NYC, and Jaymie and her 6 Mistresses had just left their apartment to head to Vic...

MILF in the Fitting Room

by lovematurebbws on May 7, 2019
Erotic Couplings

At 40 years old I recently had a baby with my second husband, but have three other children from my first marriage. So none of my work attire fit properly anymore. I'm a size 12 now and my measurements went from 36DD-32-38 to 42H-34-44. Needless to say, I receive dirty looks from women when their boyfriends or husbands sneak a glance at my assets. From old p...

Fitting Room Chronicles 01

by mutepenguin on Aug 19, 2017
Exhibitionist & Voyeur

The picture was just black and white and there was no sound, but Martin's pulse quickened as he watched a dark haired woman enter the fitting room. The woman hung four or five garments on the wall rack and started to undress. She quickly undid each button of her coat before taking it off and dropping it on the bench behind her. Beneath her coat she wore a t-...

Nancy's Summer Job Pt. 02

by SHAFERLINE on Sep 17, 2017
Fetish

Chapter 4 Besides quickly improving her ability to wear ultra high heels, Nancy was also becoming comfortable with her new work uniform including the corset that she wore every day. Also, Nancy's nipple training, including the supplement capsules and cream, together with her nightly pumping, had finally just started to produce some noticeable results. She h...

Shopping with Jackie

by Dot_May_Nip on Aug 19, 2017
Exhibitionist & Voyeur

It was about two weeks after New Year when Jackie left a strange message on my machine. I got home Monday morning and amazingly, my phone was blinking. "Hey kid," it said. " Get some good rest Wednesday because we're going shopping right after the mall opens." What the hell! But I figured I could snooze until then. If I could get a quick nap before I heade...