High Heels, Bra Stories

250,180 results
Orientation
Length
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Infinite Scroll

Donna's Ultra-High Heels Bk. 02 Ch. 04-05

by SHAFERLINE on Sep 15, 2017
Fetish

Chapter 4 Donna returned to the spare bedroom where Ken was still waiting on the couch after conducting her daily milking session using the erotic vacuum milking bra, but she had changed into one of her sexy vintage mid-fifties outfits similar to the one she wore last week. It had worked perfectly in helping Ken produce an excellent, extra-large semen donat...

9 Stone Cum Queen in the Mirror

by 9StoneCumQueen on Sep 18, 2017
Erotic Couplings

(This is my first story for Literotica.) * Here I am. I weigh nine stone. That's a perfect weight for my height. A doctor told me. That's me in the mirror. It's two in the morning. I look much the same as I did at eight o'clock this evening. The strap of my black satin dress has slipped from my shoulder. You can see my bra-strap. I have a ladder in my stoc...

Ava’s Surprise Submissiveness Pt. 02

by SHAFERLINE on Sep 19, 2017
BDSM

Prologue Part 1 of this story introduced Scott Walker and Ava Booker who met at lunch in a mall restaurant when Scott took the last seat at the bar next to Ava. He was a manager at a large pharmaceutical company in town and Ava was an assistant to a vice president at a large advertising agency. They both had come to the mall to do some Saturday shopping and...

Created in the Image of a Superior Being Ch. 02

by alyssawinters on Apr 15, 2020
Transgender & Crossdressers

'Created in the image of a superior being.' pt 2 Philip Meyer needed to counter balance the dominance he recently experienced from Gloria. He had been cultivating the twenty-something male bike messenger Brendan for some time. His shock of unkempt red hair reaching his shoulder the thin framed 25 year old male locked up his bike on the street pole before wa...

The Merry Widow

by POVscribe on May 7, 2019
Exhibitionist & Voyeur

I like to watch. As the female owner of a very exclusive lingerie shop in the Village, I am witness to the gamut of lingerie shopping scenarios: Young professional women buying their first good bra. New moms looking to regain their confidence post baby. Older, affluent women who know what they want and don't mind what they spend. These women, I aim to assi...

Ava’s Surprise Submissiveness Pt. 03

by SHAFERLINE on Sep 19, 2017
BDSM

Prologue Part 1 of this story introduced Scott Walker and Ava Booker who met at lunch in a mall restaurant when Scott took the last seat at the bar next to Ava. He was a manager at a large pharmaceutical company in town and Ava was an assistant to a vice president at a large advertising agency. They both had come to the mall to do some Saturday shopping and...

College Hockey House Gangbang

by Roxyfox_y on May 11, 2020
Group Sex

It all started on an innocent Thursday night my sophomore year. Being only 20 we couldn't go to the bars so the girls and I went looking for a house party. Sarah was dating a senior on the hockey team and said we could go over to the team house if we wanted to drink for free and hang out with the guys. Since I had been wearing out the batteries on my favorit...

The Date

by rwsteward on Sep 26, 2017
Fetish

You could feel autumn in the air as Dave started his Gremlin and headed out to see his girlfriend Kay. Dave and his girlfriend Kay had been dating since they both got out of high school in 1972 and a year later they were still together. Kay and her fraternal twin sister Karen lived at home with their parents. They both had the same girl-next-door looks and...

Pinky - Bowing Out

by mshsrfc on Sep 16, 2017
Fetish

Pinky checked everything was laid out on the dining table in the correct order, getting dressed was going to be hard enough without struggling to find any parts of the outfit. Her boyfriend Jerry, correction, her Master (she would really have to get used to thinking of him as such) was relaxing in an armchair with a little smile on face. The reason he was s...

This Conversation Never Happened

by Britease on Sep 13, 2017
Loving Wives

Another little story, with another happy ending, plucked, almost unbelievably, from the depths of pain and despair. Well, something like that! No vivid sex ---- Sorry about that. ++++++++++++++ "Where's that order for the packaging?" I demanded. "I need to check the delivery date." ""I passed it to Mandy," my right hand man Ted, answered back, without...