Cum In Shoes Stories

360,325 results
Orientation
Length
Source
Infinite Scroll

New Shoes

by Middleagepoet on Sep 17, 2017
BDSM

Jason was in a hurry. He just found out he had an out of town meeting the next day, one where he needed to wear his best suit, the one that was at the cleaners. After finalizing his travel arrangements he left work early and rushed to the cleaners and grabbed his suit. Only then did he remember that he had all but ruined his black shoes during the last heavy...

A Fateful Trip Pt. 02

by TTM86 on Mar 13, 2018
Transsexuals & Crossdressers

My wife was waiting for me to pick her up and I was stuck wearing pink heels. I could run home quickly to pick up regular shoes, but our house was a 'smart' house with alarm. If I opened the garage door, front or back doors a notification would hit her phone, which would require a lot of explanation. Even if I managed to find a way inside the house, I would...

A Shoe Store Fantasy

by morninwould on Sep 12, 2017
Fetish

Author's Note: I felt compelled to share a real life fantasy from a few nights ago. I hope you enjoy reading it as much as I enjoyed thinking it through and writing it down. The characters are fictional and all are over the age of 18. ------------------------------------------------------- I was headed to the local mall with my wife, using a couple of pre...

Just a Sniff

by milfleglover on Sep 17, 2017
Mature

Hunter was a cute young man, 19, short haircut, athletic young body, big green eyes and eager to please. He'd come to audition for me; my name is Donna Culkins, and I'm a theater director at the small community playhouse in my little town, a lifelong amateur actor and in my older years, a director. He seemed smitten with me, but that's not totally surprisi...

The Advent of the White Mini-Skirt

by LeggoMyEars on Sep 12, 2017
Exhibitionist & Voyeur

Christy knew all too well that her love, Dusty, loved exhibitionism. One day she was shopping for a new skirt when she spotted a semi sheer white cotton skirt that was short enough that if she sat directly across from anyone, they would have a clear view up her skirt. She modeled it for Dusty later that day. He was pleased with her choice naturally! That we...

My First Submissive

by MistressMtoyou on Sep 25, 2017
Fetish

You may call me MistressM. Simply Mistress or Ma'am will do as well. At least you may call me that when I ask you to speak, which won't be often, unless I want to hear you beg. Let me explain so your small one-track man-brain can understand. I have a hobby that I very much enjoy -- it's dominating men like you. I've long known, as most attractive women do,...

Brought to Heel Ch. 04

by Sumiso on Sep 12, 2017
BDSM

During the weeks that followed his first session at her home, Alan received instruction in his home by email. Each morning he would sit by his laptop awaiting the message that made his heart leap both with excitement and some degree of nervousness. What would she require of him today? Would he be able to fulfil the demands made of him? The third such email...

Red Shoes

by lady_k2 on Sep 16, 2017
Fetish

My ass is on fire. I am being punished for buying shoes without permission. I know he loves spanking me, and the shoes were really an excuse, and I am glad to be able to give him pleasure in this way as much as in any other. But oh I wish he wouldn't do it so hard! He has been spanking me now for about five minutes, and I have already begun to cry. I quickly...

New Management Ch. 03

by 510col on Apr 15, 2020
Fetish

Chapter 3 Monday PM When Helen and Greg returned to the office some party food and bubbly had been laid on to say goodbye to Dave. It was as if nothing had happened and the day went on as usual with the slightly tipsy workforce a bit more vocal than usual. Dave was pleased with his send off and even more pleased with his promotion. His wife, Trudie, came...

Walk a Mile in Her Shoes Ch. 02

by grgy56 on Sep 16, 2017
Transsexuals & Crossdressers

I was so excited as I awoke. Today was the day of the "Walk a Mile in Her Shoes" parade in support of abuse against women. My girlfriend Cheryl worked for a company that strongly supported these types of causes and "talked me into" participating in the march. We or actually she bought a pair of pretty sexy, red shoes for me to wear. Since I wasn't allowed...