Heel Stories

23,549 results
Orientation
Length
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Infinite Scroll

A Momma's Boy

by a real jrkoff on Sep 25, 2017
Fetish

Some men are just born dickheads. Tom was a 32 year old dickhead... or at least his wife certainly thought so. He had just lost his job of ten years and now he was having trouble pleasing his young better half. It wasn't the sex... they didn't do that anymore. It was just that Tom had a bad habit of getting into his wife's things. Basically timid in natur...

Reach Out For The Sunrise Ch. 04

by SadieRose on Sep 12, 2017
Novels and Novellas

© SADIE ROSE BERMINGHAM & BELLORA QUINN 2009 "Our fond wishes and thanks to everyone who's stuck with us this far into our long, and ever winding story. You keep us going with your lovely comments and kind words. And so without further ado, the festive season is upon us, that time of indulgence and rampant consumer excess, so what better antidote...

Mom’s Friend

by andy_r_14456 on Sep 11, 2017
Mature

I have fond memories of summer barbecues at the home of Ron and Jill Harrington. My parents, Alice and Bill Barker, were friends of the Harringtons. There were always many guests at the barbecues. Ron loved giving parties and being the center of attention. I spent most of my time in the swimming pool with couple of kids of my age. Ron Harrington is Jill's h...

Making of a Porn Queen Ch. 06

by Scribler on Sep 25, 2017
Transsexuals & Crossdressers

The following Wednesday I went to my second group therapy session. For the first hour I sat and listen to one of the younger boy's talk on about how bad his life was and how mean his parents were. As far as I could see his parents weren't mean at all. Okay so his father didn't want his son to be a sissy I could understand that. It wasn't like his father beat...

Rob Gets Even

by Just Plain Bob on Sep 14, 2017
Loving Wives

This story had its origins in high school although not much really happened there. There were three elementary schools in town that took you from kindergarten to the fifth grade; two middle schools that took you from the sixth through the eighth grade. There was only one high school that took you from the ninth to the twelfth so when I started the ninth grad...

North Shore Ass Whore

by ISawYourMommy on Sep 26, 2017
Mature

Dan spent last weekend up at his parents' house in the suburbs. It was one of those dead weekends. Many of his friends were out of town, working, or too tired to go out. On Friday before he left, he called Steve Morgan's cell phone again in one last ditch effort to try to get something going, but was greeted only by voicemail. He hung up without leaving a me...

When Lance Dumped Sandra Pt. 01

by Rubirosa on Mar 12, 2019
Erotic Couplings

NOTE: For those of you joining us for the first time, this story is a vignette from Rubirosa's series "C*ck Star." The chronicle focuses upon the private life of a public figure. As the most accomplished porn star of modern times, SAMSON lives out popular male sex fantasies on a daily basis. This story recounts our hero's youthful exploits as a lusty high...

Another Chance at LIfe

by R410a on Apr 17, 2019
Romance

Another Chance at Life As I sat at the Toast House, (no shit, that's the name of the little diner) I watched Beatrice walk toward me, a tall slender gal. Tall by women's standards at 5' 9", a well proportioned figure, silky brown hair, long and nearly always in a pony tail, tits that matched her body, I figured a solid B cup, narrow hips, a little meat on h...

Falsely Accused Ch. 06

by WifeWatchman on Nov 8, 2017
Erotic Couplings

This story is part of an ongoing series. The chronological order of my stories is now listed in WifeWatchman's biography. Feedback and constructive criticism is very much appreciated, and I encourage feedback for ideas. This story contains graphic scenes, language and actions that might be extremely offensive to some people. These scenes, words and actions...

Aunt Cassie and Me - Road Trip Pt. 01

by WildcatF4F1941 on Jan 1, 2019
Novels and Novellas

When I spoke with Cassie by phone a few weeks ago I said I would drive to Asheville to see her and promised to do whatever she wanted for her fifty-fourth birthday. I assumed she would name a favorite restaurant, but instead, she wanted me to take her on a cross-country road trip -- a trip I was eager to make. I knew from hearing her voice I would do anythin...