High Heels, Bra Stories

250,180 results
Orientation
Length
Source
Infinite Scroll

Lace and Love Ch. 02

by vaultdweller111 on Sep 19, 2017
Transsexuals & Crossdressers

Dan had a quick shower, brushed his teeth, and after giving himself an enema he started the process of becoming Alice. He stepped into their bedroom and opened the small walk in closet revealing men's clothing for him and Jake, Jake's old uniform from the marines, some various camo and tactical clothing Jake wears for his firearms training business then came...

Young Bride in Tights Ch. 02

by fanofpantyhose on Sep 26, 2017
Fetish

On Friday afternoon of the next week, I was in the store alone and had locked the front door to be able to develop some prints in the darkroom for a customer. Finally finished, I turned on the light and took out a little box from far back of my personal desk drawer that contained the special pictures I shot of Courtney, my secret former middle school crush,...

Nancy's Summer Job Pt. 04

by SHAFERLINE on Sep 17, 2017
BDSM

Prolog Nancy Nichols had just finished her junior year at UNLV and decided to stay in town during the summer and take a couple of courses to relieve her crowded senior year schedule, rather than return to her parents' home in Chicago. She had applied and gotten a part time job at "Monica's Stilettos and Lingerie" which was a shoe store that also sold vintag...

Donna's Ultra-High Heels Bk. 02 Ch. 11

by SHAFERLINE on Sep 15, 2017
Fetish

Author's Note 'Donna's Ultra-High Heels, Book 2' is a continuation of Book 1 and can be read without reading the first book, although it is highly recommend that Book 1 be read first since it would be helpful in understanding the character development of the main players. I tried to make the transition to Book 2 as seamless as possible by briefly summarizi...

A Halloween to Remember

by jealouscuck on Apr 10, 2019
Fetish

It started as a silly trick or treat fun game for our husbands on Halloween. I am Sandra. My husband, Jeffery and I had been married for three years at that time. I don't work anymore because Jeff makes very good money. He is an inventor and has contracts all over the world with small companies that manufacture some of his simpler products. Jeff is 30. He is...

Lily Ch. 01

by EliasRotica on Aug 31, 2017
Fetish

I started seriously traveling for business several years ago. After you get the Platinum status and free upgrades to first class, you realize you're spending a lot of time away from home. I also realized that I felt like my time away from home was like a second life... I had different friends, ate different places, did different things. I also began to indu...

Charity Slave Auction Ch. 09

by Kay_Evans100 on Mar 30, 2020
Exhibitionist & Voyeur

Chapter 9 Having got back to the bedroom Sue removes the hood from Kay's head. Her gorgeous long blonde hair is matted from being inside the tight fitted hood. Sue kisses Kay and switches out of her Mistress role. "Thank you, sweetie, for doing that for me; I had a wonderful time, I hope you did too?" "I did ... and thank you." purrs Kay still coming dow...

9 Stone Cum Queen Rides the Train

by 9StoneCumQueen on Sep 18, 2017
Exhibitionist & Voyeur

(This is my fourth story for Literotica) * Here I am. I'm riding the Circle Line tube train round and round. I have been round London three times already. I stay in the same seat. I drink Cherry Coke. Different men sit opposite me. Men come and go. They look up my skirt. I encourage them. I swing my legs high when I cross my legs. I am in no doubt that th...

Three's a Circle, Not a Triangle Ch. 13

by SusanJillParker on Sep 25, 2017
Fetish

Watching Susan undress and model in her underwear, William wished he was in her room with her. All so surreal with Susan standing in her bedroom and in plain sight of his office windows from her bedroom windows, William felt as if was watching a live peep show from his office. He watched her looking down at her assembled underwear stacked and organized on h...

Craigslist Adventures 04

by PorscheKaru on May 13, 2020
Transgender & Crossdressers

Before I tell more of my stories from the past I'm going to update you on what's going on with me most recently. The girlfriend I have been living with has left me and moved to another state. So despite the hurt I figured the best thing to do was to order gurly stuff and start dressing again. But before that, while still together with my girlfriend, she...