High Heels Stories

202,281 results
Orientation
Length
Source
Infinite Scroll

A Married Man's Tale Ch. 01

by Fetishwriter12 on Sep 14, 2017
Erotic Couplings

James turned the sleek black sports car onto the on ramp and pressed the accelerator down to the floor. The motor revved and the car sped down the interstate as if it was shot out of a cannon. James reached for his cell phone and dialed the number that he had recently acquired. The phone rang just a few times and then a very sultry voice answered "Hello?"...

Home for Thanksgiving

by Erotica_Writings on Sep 16, 2017
Non-Erotic

May stood in front of the mirror in her child hood bedroom brushing her long brown hair, her deep brown eyes sparkled as the voices of her high school friends chatted with laughter throughout her room. She could visualize Cindy, her best friend sitting on her bed still in her cheerleader's outfit wearing her long red hair in her piggy tails as Cindy termed a...

The Walk

by sixpe on Sep 17, 2017
BDSM

Warning: This is written as a fantasy, not fact. Never have sex with a strange partner without using a condom. More especially never go out on a cold street at night without a hat, gloves, a scarf and warm boots. ***** By day the road was busy with traffic servicing a group of small boat-building firms which lined the river. At this time of night it was qu...

Milky Boy Ch. 01

by Subone1 on Sep 16, 2017
Toys & Masturbation

In the way of background, I am a 48 year old male. I'm in good shape for my age and have been married for 27 years to my college sweet heart. Like most couples at this stage of our lives, we have struggled with keeping our sex life interesting and active. Over the years we have explored my many fetishes, dappled in BDSM and most recently, enjoyed the excitem...

Three's Company

by little_cupcake on Aug 31, 2017
Group Sex

Ben: Hurry up and get your shit together Rachel: lol i am, i need to clean the kitchen. almost done though Ben: Good, because you have cock to suck tonight. Rachel: oh really Ben: Yes Rachel: how many? Ben: We'll see. It was half past two in the morning. Rachel closed the MSN conversation, switched off her computer, and stood waiting impatiently by th...

Mile High Fuck Club Rita Cosby

by DickThePimp on Sep 11, 2018
Celebrities & Fan Fiction

This is a freaky mile high club fuck parody. "You're even prettier in person." "Awww, thank you James, that's very sweet of you." I was having a nice conversation with my fellow first class flyer, Rita Cosby. I knew her from Fox News and different places. She's a TV and radio news personality and a very nice and quite sexy woman. She's thick, a blonde bbw...

Maria Gets New 34D Breast Implants

by Sustainer on Sep 14, 2020
Exhibitionist & Voyeur

I thought about what I would say to the doctor when I finally spoke to him. It's a weird conversation, I mean, it should be obvious. So, I decided to tell him the obvious. I decided to tell him the truth. "I want my breasts to be larger and more conspicuous. I want men to look at my tits, not my face. I want to be able wear sheer bras and tops with very la...

Messing About in Boats

by nudecock99 on Dec 3, 2017
Exhibitionist & Voyeur

Chapter one Caroline looked in horror at the water spurting into the boat through the hole in the bow. With each stroke of the oars as Michael rowed desperately for land, a fresh stream sprayed into the bilge and joined the growing amount sloshing around her feet. What had started as a light-hearted escapade on the sea was threatening to turn into a disaste...

Megan's Summer Education Ch. 03

by dlsloan on Aug 28, 2018
Exhibitionist & Voyeur

CHAPTER 3: HOUSE CALLS Megan awoke the next morning to the sound of the ring tone on her cell phone. She rolled over, saw it was 8:45 a.m. Her mom was calling for a video call. Groggy, she sat up in bed and answered the phone, her mom smiling back at her. "Good morning honey," her mom said, smiling. "Sorry to call so early. I figured you wanted to sleep i...

Temporary Girlfriend Ch. 01

by Romantic1 on Sep 19, 2017
Novels and Novellas

This story spans many of the Literotica categories as it unfolds -- Erotic Coupling, Lesbian, Incest, Group Sex, and of course Romance to name a few. Unlike some of the stories here, this one has a plot and perhaps a few twists and turns here and there for our characters. Your votes and comments are encouraged. * I knew my morning coffee was going to get...