Blackjack Stories

713 results
Orientation
Length
Source
Infinite Scroll

Double Down in Dixie

by PMnac on Sep 12, 2017
Group Sex

I happened to be travelling to Baton Rouge for work and heard about a new casino that was opening that same week. Hurricane Isaac was just blowing through, and I called to see if they had any rooms available. Due to the weather, the reservation agent told me, they had lots of cancellations. I booked a king suite for three nights. I arrived and checked in, g...

Blackjack

by Rebyal35 on Mar 27, 2018
Text With Audio

Let's make this game of Blackjack a little more interesting. This one might not be everybody's cup of tea. It is a little on the.... Daddy side of things. It was not intended to be when I was recording it LOL. ----------------- This is another story i recorded for my Reby/Chelle/Rachelle (yes, so many names LOL) I am not a professional author, I record...

The Gamble Ch. 01

by isis3858a on Sep 13, 2017
Erotic Couplings

I was winning big. The fun, though, was wrung out by the two ladies ridding my skill and luck and yakking about something on the rare times I lost at Blackjack. They wanted every hand, not just the two of three I was bringing in. I should have sat on either end of the table, not the middle. Looking around, my eyes caught the strong and slender back of a dark...

Side Bet Bluff Ch. 09

by statsultan on Sep 14, 2017
Novels and Novellas

Chapter 9 - Wednesday, Jan. 21 "Karen!" Jaycee exclaimed and ran towards my former secretary. They embraced for a surprisingly fierce hug. "You finally decided to wake up and join us, huh?" asked Karen. "Actually," I interjected, "Jaycee was very sweet this morning. She got up with me and insisted on making me breakfast. Of course, she went back to sleep...

The Turning Pt. 04

by LiteroticaScribe on Nov 22, 2017
Loving Wives

The "Other Stuff" It was a full week before we talked about "the videos" night. I thought that Ann was just embarrassed, but Friday over dinner out and a few drinks, we discussed it. "So," I started "we haven't really talked about last weekend...It was pretty fucking hot!" "Well," Ann replied "I wanted you to think about it...Jack off about it...And you H...

Pretty in Pink Ch. 06

by jealouscuck on Sep 25, 2017
Transsexuals & Crossdressers

My wife, Jessica, not only found out about my crossdressing, she researched and accepted my fetish as part of our sex life. Our adventures had escalated from going out as "girlfriends" to some light exhibitionism and finally to a "lesbian encounter" with a pretty girl. Never in my most intimate moments would I have thought of anything like we now found so...

His High Roller

by Masters_lil_vixen on Sep 17, 2017
BDSM

As she reclined her seat back, the night air blew cold over her baked-to-golden-brown skin. Long brown ringlets were neatly pinned up into a flowing ponytail and a smile crowned the picture of happiness she created. It radiated from her like the rays of the sun did earlier that afternoon. That was when he had told her about his plans for a weekend getaway fo...

Guilty Memories

by KingBandor on Oct 3, 2018
Loving Wives

Sometimes, when everything is quiet, and I don't have much going on, I'll crack open a cold beer and sit and stare up at the stars in the night sky. It's at moments like that when memories come back to tease me. I had not thought about this encounter in years. I think I had tried to compartmentalize it and flag it as "do not remember." I failed. As I recoll...

Casino Royal

by chatwithme on Sep 16, 2017
Transsexuals & Crossdressers

How could I lose all your money playing blackjack, and in such a short amount of time! Now I'm stuck in Vegas on Halloween weekend with no cash, and maxed out credit cards to boot. I walk around aimlessly and are surprised to see an open conference room that is getting set up for some kind of party. A delivery person is bringing in a rack of costumes, so I...

The Roulette Girl

by ToniBaroni on Oct 6, 2020
Exhibitionist & Voyeur

Over for another year, thank God I thought to myself. Why were these awards ceremonies always held in the middle of winter? Luckily, we men are dressed in tuxedos whereas the poor women are wearing their best cocktail dresses which although fabulous viewing to break the monotony of the ceremony, they offer little if any protection from the elements. The Gros...