Bra Fitting Stories

156,311 results
Orientation
Length
Source
Infinite Scroll

DC Transitions Ch. 01

by bittyrey on Sep 16, 2017
Transsexuals & Crossdressers

This is the first part of a story about David's transition. It includes descriptions of oral and gay sex, shopping, and political intrigue. If you like it, there's more to come. ***** July 2015 Sara and Alexis left their dates at the dinner table while they went outside to have a cigarette. Neither of them fit the Vogue or Cosmo ideal of beauty, but neith...

Week 3, Class 2

by FunDareGuy on Sep 16, 2017
Novels and Novellas

Week 3, Class 2 (Sensual Attire) As the trio of friends made their way home from class, they excitedly chatted about all the body decoration they had just seen, and Jen gave Kelly a good grilling about her bleaching. When she had had her fill, they next turned to discussing the Thursday class requirement: sensual attire. "Now this is one we can definitely...

Sissy Powers Ch. 01

by ClarasBestFriend on Sep 29, 2020
Sci-Fi & Fantasy

I smiled, looking at Clara resting her head on my chest, the way she usually does in the morning. But something felt different... Wait! Everything from earlier in the day came rushing back all at once, and I realized why these wake-up snuggles felt different: Clara's beautiful face was resting on my impressive bust! Clara laughed at feeling me jerk in sur...

Gordy Gets a Skirt

by KristaMorane on Jan 27, 2020
Transgender & Crossdressers

At first Gordy thought he was in job hell. The lingerie business leader, Maidenform, bought his local garment manufacturing company, Curtain Call, scooping up the struggling ballet costume manufacturer. Now he was just an acquired employee where he was a top programmer at a remote facility and his skills were of questionable value. Why had he ever taken a jo...

Public Quickie with a Stranger

by NoBatteriesRequired on Sep 13, 2017
Erotic Couplings

Strolling through the lingerie department, you notice a few things that catch your eye. Finding your size, which is difficult at times with such large breasts, you remove a few from the rack and walk towards the fitting room. On the way, I catch your eye with a smile and you return it, lingering as your eyes move quickly down to the huge bulge in my crotch....

It's Rude To Stare Ch. 02

by PerilEyes on Sep 14, 2017
Exhibitionist & Voyeur

Clarissa turned around and came face to face with the voice. Sure enough, it was street car girl. She stood with one hand on her hip looking quite hot and unimpressed at the same time. She was beautiful upclose she thought. Her shirt was buttoned up to the level when Clarissa first saw her but she still looked good. Her shirt and hair moved along with the br...

The Male Corsetier

by Egmont Grigor on Sep 16, 2017
Romance

INTRODUCTION Jonathon Jones grew up loving breasts, being weaned late on a couple of beauties, a succession of nannies baring theirs for him after learning it kept him quiet and then later his older sister Robyn found Jonathon was capable of releasing unbelievable feelings within her by making her sweet pair available to him to play with. The young guy's p...

The Office Ch. 08

by Jani715 on Sep 16, 2017
Toys & Masturbation

The rest of the day went by in a haze of anxiousness and meetings. I found myself staring at the office clock incessantly. Like anyone else, the act of watching time slip by is torture. The more you want the clock to move the slower it goes. Eventually, however, the clock wore down and with ten minutes left, I decided to leave early. Grabbing my stuff, I hea...

The Vanilla Test - Day 04

by koala011860091 on Sep 26, 2017
Exhibitionist & Voyeur

Author's note: I just realized from the comments that not everyone on Literotica knows who Gretchen is. She is a perennial contributor on Indian Outlaw's ASN board, and I wrote this story for her. Petra is totally my own creation, and all the events are imaginary, but Gretchen is very real. Like I do, she loves to see your comments, loves to find out what pe...

Kinky Nikki Ch. 02

by olderguy566 on Sep 16, 2017
Loving Wives

Kinky Nikki Part Two: The Story of a Debauched Housewife in New Zealand Shopping Encounter The shop we drove to was located in a quiet street just outside the city centre. It was a lingerie shop, packed with frilly items for all shapes and sizes. Ron led me in and we were greeted by another 40ish lady, in dress and look much like the woman who had served u...