Chastity Sissy Cuckold Stories

18,147 results
Orientation
Length
Source
Infinite Scroll

Julianna's Brothel Ch. 01

by whm_kelly on Sep 13, 2017
BDSM

The Beginnings This past summer the social media websites repeatedly crashed when laws were passed to legalize prostitution in the entire United States. One thought was all encompassing to Julianna. She wanted to be involved in some way with the new freedoms. She was on the brink of selling the old family home when she heard the news. Six months ago, her fa...

1st Tuesday

by LanceGreencastle on Sep 13, 2017
BDSM

"Agh," he gasped. "oh, ugh, ugh." He was naked and she fully dressed, her hand a blur as she knelt in front of him and pumped his hard cock. "Oh, God," he reached out to hold on to something, to steady himself against the explosion that was building within. But the dining table was just out of reach. He looked down, but dared not grab her head. So he just...

Putnam Ch. 05

by MrPessimist on Sep 15, 2017
Erotic Horror

Sheriff Jacob Creech might been born in the dark, but it wasn't last night. Days without a rape were something he cherished at this point but he knew that day two weeks ago that Angela was just in a better position to deny it then most. Truth is, he had just breathed a real sigh of relief when he saw Angela walking bow legged the next day. That by itself wo...

Shani Ch. 01

by LittleSexTiger on Mar 20, 2018
BDSM

Shani trembled as she put on the final touches, clasping her intricate black choker and lacing up her knee-high black leather boots. Her date, a passionately dominant man she'd met online, should be there soon. After years of furtively visiting fetish sites, longing for the courage to go to a BDSM club, and shamefully pleasuring herself to the videos of wome...

Turned by the Incubus

by Tarash on Oct 14, 2017
NonHuman

"You must be careful," Father Jonathan said, blessing the flagon of water before Tristan went out. "We don't exactly know what kind of demon the townspeople have been forced to deal with. All we know is that several men have been killed over the past few weeks, their bodies turned to ashes." Tristan nodded gravely, taking the flagon into his hands. He had h...

The 30 Day Vacation - the Beginning

by PKevinPatrick on Dec 11, 2017
BDSM

I did not know her at all, but her writing leapt to the heart of my fantasies. It was almost like she knew me and impossibly, from afar, read my mind. For an intelligent, sexy, attractive woman to be sharing the same kinks was indescribable. So was her writing. Continuous play, unrelenting play for a month. Her expression of id. Her post around July 4th, Ind...

Xavita: An Amazonian in Love

by LiteraryArt789 on Apr 3, 2018
Erotic Couplings

It's not every day you see a tanned Amazonian woman giving head to a lanky twenty year old behind a large boulder at the beach. The semi drunk couple staggered over to their usual spot and found it heavily preoccupied. The woman was really determined to make his pipe burst into a wild frenzy. It didn't take very long as he squirted inside her mouth in the fo...

Cucumber Salad

by abelard12001 on Sep 17, 2017
BDSM

I didn't know Tom too well, although he had worked under me on the project for six months. We were both about the same age, late 20s, but we were from different offices, and things had been so hectic that we had been working 18 hours a day and snatching as many hours of sleep as we could. Finally, we got caught up, got the project staffed up, and the progra...

Mrs. Constance W...'s Letters 11

by bbtp41 on Sep 15, 2017
Letters & Transcripts

82 Piedmont Avenue NE A..., Georgia November 18, 1862 Mrs. Constance W... Hazel Park E..., Virginia Dear Connie, What a dither I have been in since returning to A... As you know, mother went right to work on Dr. K... and Papa. The day after our return, Mama began arranging my wedding. When Papa inquired as to what she was doing she informed him that she w...

The Mistress of Holt House Ch. 09

by Sputnik57 on Sep 12, 2017
BDSM

True to form, when Stainforth was revived in his new surroundings, he was as cocky as when he had passed out. Ruth was had partly manufactured this as it suited her. She would get great pleasure from breaking him. He was at first made to think that this was still some choreographed game. The women had also drugged him to maintain an air of non-anxiety within...