Blackjack Stories

713 results
Orientation
Length
Source
Infinite Scroll

How To Win Playing Blackjack

by BOSTONFICTIONWRITER on Sep 11, 2017
How To

Are you feeling lucky? Are you hoping to win big at the casino? Well, of course, if you are naturally lucky, then there is no need to even read this story. If I had your luck, I'd run to the nearest casino and sit at a Blackjack table and say the magic words. "Hit me." Now, if you are like the rest of us and lose money when gambling, then this story is for...

Strip BlackJack

by 57 on Jun 10, 2017
Exhibitionist & Voyeur

Strip Blackjack is less popular than Strip Poker. You can read all over erotica stories about Strip Poker, about there is only a very few about Strip Blackjack, which I considered a mistake. Strip Blackjack could be so entertaining, even more; it could be naughtier than Strip Poker, since it plays faster than Strip Poker. Therefore, I decided to create a sto...

Open in Reader

Kansas City

by KingWebster on Sep 15, 2017
Fetish

I'd been in Kansas City for a week on business. Originally, that was all the longer I was supposed to be in town. But as is often the case with my job, things didn't go as planned. What this meant to me was that I would be staying the weekend in Kansas City and several days into the next week as well. Needless to say that left me with a weekend of nowhere to...

Breakfast at Cassandra's Ch. 06

by Diana Retnuhvek on Mar 30, 2020
Exhibitionist & Voyeur

It started out like any other vacation. Sightseeing, chowing down at some famous food spots, and in this case, gambling. Jimmy, Bert, and Harold hit the slots at The Sahara, then tried some blackjack at The Frontier. They had lunch at Westy's and watched the girls dance at The Flamingo Club. Don't let the senior-citizen status fool you - Jimmy and Bert c...

My Prostate & Me: Alone Together

by lord_jefe on Sep 18, 2017
Toys & Masturbation

For my fans: You'll notice no number on this story, and that it's in the Toys & Masturbation category. The reason for this is that it's just me & my prostate right now, not in the past. The general tone of the story is pretty sad, but it improves, much like life. Times have changed. I'm 40, unemployed, and living with a family member since the wife left....

Barrack Room Betty Ch. 12

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Twelve - Pleasuring an Old Friend Ark Royal sailed for her deployment in a small Task Group of three ships and on the first night Barrack Room Betty's opened for business and was an instant success. At first the main earner was gambling and booze but as the ship got further away from her home port the temptation for the punters to 'tap' the attracti...

Lynn Goes Beyond Her Limits Pt. 02

by BillnLynn03 on Mar 5, 2018
Loving Wives

A little background about myself and my hubby Bill. I'm Lynn and have been married to Bill for 5 years. I am 28 years old, 5' 4", and 115 lbs. I work out a lot and am trim with perky breasts and a tight butt. I did some print modeling when I was younger but now have a successful Corporate career. Bill, my hubby, is 30, 6' tall and slender. He is a Corporat...

A Jar of Snakes

by darkstone57 on Sep 13, 2017
BDSM

(Author's Note: I had a different title for this when I first submitted this to an Editor here at Literotica for a better perspective on it. JadeQ was kind enough to agree to do it and her first touch was to suggest a new Title. I loved it. So Jade, my many thanks for a much better title and the many great suggestions you gave me. I also have to say one oth...

Baby Steps Ch. 4

by Hedoliz on Sep 19, 2017
Exhibitionist & Voyeur

I would love to tell you that our adventures in Las Vegas got even better as the night wore on, that we fucked on top of a blackjack table, or I blew a guy while he was shooting craps, or I masturbated in the keno lounge while everyone applauded, but nothing that dramatic happened and I don't think you'd believe it anyway. I did manage to give the Valet at C...

Blackjack Cougar

by daveglenn on Aug 29, 2017
Humor & Satire

There are nights when I expect to get laid. There are nights when I hope to get laid. And there are nights when I'd rather lose all my money to a gaudy casino than think about women. On this night, boners were for jackpots and free Coronas. I drove to Vegas for the weekend to attend a Saturday morning writer's workshop and hang out with Baba and McBride. M...