Cuckold And Stockings Stories

359,783 results
Orientation
Length
Source
Infinite Scroll

Amanda

by JCW1977 on Sep 14, 2017
Erotic Couplings

It was a typical day at the office, meeting after meeting keeping me away from my desk, and the opportunity to deal with all of the daily grind that inevitably builds up. I watched with envy as one by one my colleagues left for the night. I was growing tired of sitting in an empty office, watching the day turn to night, returning to my flat just to sleep b...

The Right Girl for the Job

by Stephen_Heathcote on Oct 13, 2017
Transsexuals & Crossdressers

"If you aren't here for sex, then why are you here?" Lacey asked. It was a reasonable question, given that we were sitting in the bar area of a brothel. "I have some very specific fantasies, things that I would never ask a civilian to do," I said. "Why not?" "Too embarrassing. I don't even know if I can tell you," I said. "There's nothing you can tell me...

Who's The Boss? Ch. 03

by Js_Keeper on Sep 11, 2017
BDSM

Author's Note: Although you can enjoy the story as a stand-alone, I recommend reading Chapter 1&2 in order to get the context of this story. Comments are welcome - - - - - - - - - - - - - - - - - The next two days I deliberately avoided any manner of domination, strictly staying to business as usual. It took a little longer than I anticipated, but late i...

Role Playing with Michelle Ch. 04

by gunhilltrain on Oct 15, 2018
Erotic Couplings

The stories in this series were written at least a year ago before I knew about Literotica. The previous one (chapter 3) is posted here. If the object of the New York authorities were to increase prostitution and depravity, they could not better accomplish it than by their present policy towards the unfortunate class that everybody endeavors to ignore, but...

Coming to Life

by Strangetwist on Sep 17, 2017
Loving Wives

In my younger days, I had always been frisky. I not only enjoyed the sex, but also the thrill of the chase. I put all that behind me when, at 25, I married. We had our first child a few years later. Motherhood took its toll, however, and I found as I approached 28 years of age that I was turning fewer heads. Not that I am ugly: I'm a natural blond, with long...

Secret Pleasures, Good Girl

by Sas It Up2 on Sep 3, 2017
Fetish

I've owned this lingerie shop for years; no one ever shops past eight at night. It is now eight-thirty and, I really need to change the hours of the shop. Tomorrow I will make a new sign showing the altered hours from closing at 10 PM to the new closing time at 8 PM. As I start the motions for closing the shop early I walk around the store picking up things...

My Second Piece of Ass Ch. 03

by Fable on Sep 14, 2017
Erotic Couplings

{It would be advisable to read parts 1 and 2 before reading part 3 because of a recurring theme} Word spread about my good fortune; Dan figured out who my hot date was. Soon the whole squadron knew that I had spent the weekend with a prostitute. Two weeks passed, another payday. I stayed in the barracks, alone, saving my money just in case she called agai...

Blending Into the Scenery

by moreandmore on Dec 11, 2018
Interracial Love

Stories in this contest can be based around any winter holiday, or even just end-of-the-year festive nostalgia and atmosphere. No descriptive sex in this and it could have been posted in any of a number of categories. Whichever one you want is exactly where I should have put it. I decided on this category as this subject matter tends to draw the ire of thos...

Peggy Serves the Secret Society Ch. 04

by brandit1148 on Sep 15, 2017
Interracial Love

Author's notes: In her bibliography Literotica member/author Peggy46 wrote that she is very turned-on when people write stories about her. She extended an invitation to anyone to continue or add to the stories that she has written. Member/author Walterio has written an excellent series of stories about Peggy, "Peggy Sanford-A Worldly Woman." I was very turne...

Incarcerated

by ukresearcher on Sep 14, 2017
Loving Wives

Looked at in retrospect it was one hell of a risk to take for a mere £1000 but then, at the time, £1000 represented the difference between possibly keeping my house and definitely loosing it. My wife of three years, Dawn has a lovely face but this is completely outclassed by the perfection of her body. She is twenty-five, stands 5' 5" tall and has radiant,...