Cuck And Stockings And Heels Stories

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Orientation
Length
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Infinite Scroll

Blackmailed Pt. 03

by cdsissybambi69 on Sep 18, 2017
Transsexuals & Crossdressers

My head was pounding as my eyes blinked open. As I began waking up everything felt foreign. I felt the tightness of a bra strapped to my chest, along with the unmistakable feel of a thong tucked in between my ass cheeks. I also felt the unmistakable sensation of hair being draped over my shoulders. The last and perhaps strangest thing I felt was a feeling o...

Wife's Surprise Date

by batman66 on Sep 19, 2017
Loving Wives

Today would be for him... well maybe for her too. She looked over the clothes in the walk in closet trying to decide what to wear. Then she saw the special dress. The sexy red dress she wore for him after he returned from a long absence. It was his home coming gift. She wore thigh high stockings and no panties. Her heels made her already long legs look even...

A Fantasy Fulfilled

by Rico Suave on Sep 13, 2017
Loving Wives

Why it turns me on so much, I really don't know. But the truth of the matter is that watching the woman I love having and, even more importantly, enjoying sex with another man drives me absolutely wild, more so than just about anything else. It's a fantasy that was satisfied for me several times, many years ago, by a naughty ex-girlfriend of mine named Melin...

Mrs. Hart's Ache Ch. 05

by orencool on Sep 15, 2017
Novels and Novellas

This is the fourteenth installment of Mrs. Hart's Ache Chapter V "…She's under my thumb…" ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ Author's note: see the Index of Terms for the definition of any word with which you are not familiar. ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ This is a simple tale of retribution, wherein the young hero teaches the mother of his newest gir...

Any Chance We Could Ch. 38

by Reindeer58 on Sep 12, 2017
Group Sex

This chapter is not meant to stand alone. Please begin at the first chapter to appreciate this tale. Wednesday, October 31 At seven thirty Scott's cell rang and Veronica picked it up from the dresser and answered when she saw the caller ID was Grace. "Hi, stranger, I've missed you. ... Thanks, and how's your brother-in-law? ... Good. ... This morning?...

The Long Day Ch. 02

by LoveThighHigh on Sep 12, 2017
Exhibitionist & Voyeur

Philippa walked into the large high street clothes shop and glanced around to orient herself. There were racks of clothes crammed fairly tightly around the large store. Interspersed around the clothes displays were mirrored walls covering the structural pillars, giving the illusion of more space. The shop was very well stocked and had a simple layout, with t...

Chasing The Storm

by ilovebananas on Jun 19, 2018
Erotic Couplings

We were sat at dinner. He was opposite me. "Alexis, it was music publishing you were working in, wasn't it? Just administration?" "Yeah, I had been there for about nine years. I am kind of glad we moved, there was no more progression in that role, and I think I was about to made redundant anyhow." "You do know I work for a science organisation, right?" "...

Ashleigh Pt. 08

by Tangledskein on Oct 12, 2020
Erotic Couplings

When Simon picked up Kirsty, his mouth fell open. She had dressed up for the occasion and looked stunning. He had never seen her like this, at least not to go out with him. She rarely wore make up; she didn't need to. But it certainly enhanced her beauty further. The tight red dress that she wore, complimented her hair and fair complexion with alacrity. Her...

A Night of Unconditional Submission

by silkstockingslover on Sep 26, 2017
Erotic Couplings

Summary: Fantasy of being a submissive slut comes true for 1 night. NOTE 1: This is my 50th story to be released. With that in mind, I decided to do something a little special...I hope. Readers often ask if my stories are true. In almost all my stories there are just specks of the real me in them. Most are just naughty fantasies I wish I had the chance to l...

When Joe Met Jane

by mollycactus on Oct 24, 2018
Transgender & Crossdressers

It's amazing how wonderful things can suddenly appear in people's lives. Wonderful, unexpected things. Take, for example, what happened to Joe and Jane. They'd seen each other at a few parties, but never seemed to actually meet one another. The parties were often loud and crowded, and there were other people that occupied their time. But this party was diff...