Heels Stories

80,885 results
Orientation
Length
Source
Infinite Scroll

Aunt Cathy Ch. 1

by HIHEELS on Sep 13, 2017
Fetish

My Aunt Cathy had fascinated me all my like and I had only just turned seventeen. She was single and worked in a ladies department store selling women's clothing and lingerie. Cathy was in her early forties but looked like she was in her thirties. She is petite - 5' 3" and a little over 100 lbs. She had a nice figure and beautiful legs and feet which is wha...

The Boxing Day Present

by garterbelt on Sep 13, 2017
Fetish

Christmas was, as usual, a peaceful and relaxing time with the special people in my life. I spent the day with family and friends. Boxing Day is for me to relax and unwind. I slept late, had a long bath because I was invited out to an old friend's for dinner that evening. When I arrived, he had his apartment all decorated, the table set with candles and it...

My First Heels

by grgy56 on May 11, 2020
Transgender & Crossdressers

My First Heels It was a warm, morning when I awoke. The closed curtains failed to keep the bright sun shine from lighting up my bedroom. My cloudy mind cleared and I found my hand stroking my morning wood. I stretched under the silky sheet covering my Queen sized bed. The clock read 6:30. I flipped off the covers and sat up on the edge of my bed and stretc...

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...

My Own Heaven Ch. 17

by DaniSub215 on Sep 13, 2017
BDSM

This story is fiction based loosely on people, places and events mostly from my life. I strongly suggest that you read the previous chapters before you read this one. I have received very little feedback and I wonder if there is anyone out there reading, and if there is no one reading my work, why should I bother? So, if you liked, disliked or have ideas f...

Donna's Ultra-High Heels Bk. 02 Ch. 09-10

by SHAFERLINE on Sep 14, 2017
Fetish

Authors Note: The following is a continuation (Chapters 9 and 10) of Book 2 of "Donna's Ultra High Heels" which followed Book 1 of the same name, all in the fetish category. It is recommended that this series be read in order. ***** Chapter 9 After arriving back at Ken's apartment from the visit to the Chatsworth's Mansion, Donna and Ken hurried to the...

Transformation to Julie Ch. 01

by muffinstud on Sep 13, 2017
Transsexuals & Crossdressers

It started innocently enough. My new girlfriend, Kallie, was doing a beauty course and needed someone to practice make-up on. "Keep still while I pluck your eyebrows," Kallie said. "Ouch, that hurts," I moaned. Pretty soon my eyebrows were perfectly shaped. "I'm not sure about this Kallie," I berated. "You'll look great," Kallie replied. "That's what I...

Chris & Lisa Ch. 1

by cbf316 on Sep 2, 2017
Fetish

Lisa walked in and threw the bag on the bed and let the items fall out. The one item she grabbed out of the bag and threw the rest in the drawer. A bottle of silver polish was in her hand as she walked over to the closet and looked at her silver outfit. A small halter top along with silver shorts and silver heels was quite an outfit. She then sat down on...

The Emerald Green High Heels

by Just Plain Bob on Sep 17, 2017
Loving Wives

The wife and I hadn't been getting along too well lately, for a number of different reasons, most of them financial. We were both working long hours, taking on overtime whenever it was offered, trying to work our way out of debt. Our love life sucked, in fact, it was virtually non-existent. We hadn't mentioned it to each other yet, but I think we both knew w...

Shopping for High Heels

by HighHeeledHoney on Sep 16, 2017
Transsexuals & Crossdressers

This is a short true story which although has no overt sexual content is one which many cross dressers may relate to. I began cross dressing many many years ago and found that I enjoyed the sluttier side of dressing - which you may be able to tell from my stories! I adore high heels (the higher the better!) and love the look and feel of both PVC and leat...