Cum In Heels Stories

360,326 results
Orientation
Length
Source
Infinite Scroll

The Best Job in Hollywood Ch. 01

by johnsmithdragon on Sep 13, 2017
Celebrities & Fan Fiction

My name is John, and I have an unusual job. I won't go into the details of how I got this job (That's a story for another day), but I've been doing it for the past 15 years and I've built up quite a client base. Some would describe my job as a relaxation consultant, or a very personal masseuse. But, in essence, my job is to sexually satisfy my clients who,...

New Submissive Pt. 02

by TheMasseur on May 12, 2020
Fetish

I called Joyce a few days later and told her that I would be out of town for a while so would not be able to come by to see her for at least three weeks. However, I brought up another topic I had not yet addressed with her. I first told her that she had made a lot of progress regarding her looks and that she looked significantly better than she had a few wee...

What did I Just Do

by Nojustice2 on Feb 6, 2018
Interracial Love

This is a true story that happened to me a few weeks back. I have been having conflicting feelings about the incident since it happened. I finally got the nerve to tell a friend of mine what happened. I was hoping to get some advice. I am going to write it like how I told it to him. This is my story. I am a police officer in a suburban town. There is a smal...

Lonely Wife and a New Neighbor

by drunkwife on Sep 13, 2017
Loving Wives

A lonely wife and a new neighbor. A little back story about me My husband and I have been married for six years, and have been together for eight. We met when I was 26 and he was 30. Shortly after marriage he was promoted, which allowed us to buy a nice home in the suburbs but also caused him to travel at least three weeks out of each month. I've alway...

Andy's Changes

by sub_nancy_cd on Sep 16, 2017
Fetish

We had a rough couple of months. My friend Glen and I had been working part time while going to collage. We had been saving enough money to travel the country. We were good friends, I knew Glen since grade school. We were close, we both liked the same things, cars, music and of course women. I was more of the ladies man, I was confident and cocky, Glen on th...

Jenny's Journey Pt. 04

by Nikkiejanes on Dec 11, 2018
Group Sex

JENNY 4 REVENGE IS SWEET Graduation week, and as I prepare for a special night out I'm reflecting on my three years at University. Gone is the insecure, naïve, shy Jenny of three years ago, she has been replaced by the new me, a strong, confident, mature and sexy young woman, about to graduate with 1st class degrees in Electronic Engineering and Applied Ma...

Making Hay Ch. 03

by OldeGold on Sep 13, 2017
Loving Wives

It was in the summer holidays and Jenny was at home from teaching school. It was about a week after the escapade at the pub. When I got back from work on this particular day she grabbed me and pulled me to the side in the kitchen. 'He's texted me back, he wants us to go out.' I knew she meant John - or Farmer John as we called him- who she had now had tw...

Miss Featherly Ch. 02

by Shysquirter on Sep 25, 2017
BDSM

The following is a work of fiction. All characters are at least eighteen years of age. ***** "Yes Miss Featherly," John mustered through clenched teeth. "Yes, you did pleasure yourself, or Yes you did not?" Crack the yardstick came down roughly on his bare ass. "Yes Miss Featherly, I did, I am so sorry." Crack the yardstick found its target again and th...

One Night After Work

by sweet throat(f) on Sep 1, 2017
Group Sex

It was a slow Tuesday night, even if it was early for my shift. As I began my second set on stage I knew my night was going to turn for the better as soon as John walked through the door. He flashed his VIP card at the bouncer and moved to one of the barstools. I wasn't sure he had noticed me yet, but as soon as the cold beer was set before him, he swiveled...

The Surprise Call

by Yvonnejeanniette on Sep 16, 2017
Transsexuals & Crossdressers

"Thanks for the wonder full time we had together last night Army Bear, it was awesome! I hope, we keep in touch as we both agreed," I sent my toy boy an email the day after our Valentines date. I was still thinking about of our hot night/morning together, I couldn't keep him out of my mind during that week. Saturday afternoon my cell phone rang, I looked to...