Famous Fictional Characters With a Passion for Casinos: From James Bond to Han Solo
These Are the Characters Who Would Absolutely Take Your Money and Your Girl

Fiction’s Favorite Gamblers 🎰
Some characters fight crime. Some save the world. And some? Some just love a good game of poker and the sound of chips clinking like it’s the song of their homeland.
We’re not talking about iconic casino news or movies today—this one’s for the characters who have dominated the casino space. From tuxedoed spies to unhinged tourists to men who definitely shouldn’t have access to real money, here are the fictional gamblers we’d sit next to at a blackjack table—just for the chaos (and the hope that their luck rubs off on us).
1. James Bond
Nobody makes poker look like espionage quite like 007. In Casino Royale, Bond turns a card game into psychological warfare, complete with death threats, tuxedos, and an almost-fatal bathroom break. He’s cold, calculating, and somehow still winning while literally bleeding out.
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The CASINO ROYALE poker game stretched over approximately 25 pages of the script. pic.twitter.com/fGDWcQhWAl
— James Bond (@007) May 8, 2020
Online casino? Nope. In all the Bond movies, this man plays in private rooms with armed guards and eye contact that could kill.
2. Danny Ocean
Technically, Danny doesn’t gamble. But spiritually? He’s all Vegas, baby. He strolls in, scams the biggest casino on the Strip, and leaves with millions and Julia Roberts.
On this day 25 years ago, Danny Ocean’s team took over $160 million in cash simultaneously from three different Vegas casinos 🤯 pic.twitter.com/LEPBFBgBkp
— BetRivers Online Casino (@BetRiversCasino) August 13, 2024
God’s favorite? Probably. But for Danny, every con is a calculated bet. It’s no surprise he’s always winning and staying 10 steps ahead of the rest.
3. Han Solo
Han once bet the Millennium Falcon in a sabacc game—basically Star Wars poker, but with chaos and no rules. Did he have anything of value? No. Did he win? Obviously. He’s hot, lucky, and delusional—the holy trinity of every guy who wins big.
The Millennium Falcon is “the fastest hunk of junk in the galaxy.” So when Han Solo wins it in a game of sabacc, he and Chewbacca become kings of the smugglers—uncatchable, unstoppable. But with the Empire clamping down, Han knows his luck can’t last…. #starwars pic.twitter.com/E75nQBSzy4
— Wookieepedia (@WookOfficial) March 9, 2023
4. Alan Garner
Alan from The Hangover is what happens when you combine card-counting genius with “do not let this man near your child” energy.
Quote of the Day:
“Gambling? Who said anything about gambling? It’s not gambling when you know you’re gonna win.”
– Alan Garner (The Hangover) pic.twitter.com/cdcHUABbOp
— Chalkin’ It Up (@ChalkinItUp_) April 24, 2024
He casually wins big at Caesars Palace like it’s no big deal. Would I trust him with chips? No. Would I watch him gamble and live-tweet it? Absolutely.
5. Molly Bloom
In Molly’s Game, Molly Bloom doesn’t just play—she runs ultra-exclusive poker nights for A-listers and billionaires. She’s composed, terrifyingly smart, and reads men like open books. She also just so happens to be my role model.
Molly Bloom was in charge of the world’s most exclusive high-stakes poker game … then she was targeted by the FBI.
Jessica Chastain stars in the truly excellent true story Molly’s Game. Now on Netflix. pic.twitter.com/8pbdjQdArE
— Netflix (@netflix) April 13, 2022
While the rest of us are rage-spinning slots, Molly’s out here checking egos and collecting buy-ins. Queen behavior. (She’s also based on a real person. So yes, she actually is bad ass IRL).
6. George Costanza
George isn’t lucky or strategic—he just believes he should be. Whether he’s betting on horse races or flipping coins like it’s life or death, George gives full desperate and chaotic energy. He’s the guy who plays for real money, loses everything, and blames the universe. And honestly? Same.
Denial is the first stage of grief. Few people can dig in their heels and refuse to accept reality quite like George Costanza. pic.twitter.com/Rh2s5cKGbC
— Seinfeld (@SeinfeldTV) June 25, 2020
7. Charlie Harper
Charlie from Two and a Half Men is what happens when you mix too much money, zero supervision, and just enough charm to be dangerous.
Charlie Harper in Two and a Half Men. He and Berta were the show. pic.twitter.com/q1FIn0oYx0
— Susie (@pdxsoaplover) April 6, 2025
He gambles on women, sports, and basically anything else that moves. If you told me he lost his house in a game of strip poker, I’d believe you.
8. Tony Soprano
Tony doesn’t gamble for fun—he gambles to dominate. He walks into backroom poker games with a thick envelope and leaves with your dignity. His version of a cash casino has no rules and even fewer witnesses. You don’t want him at your table—but you won’t say no, either.
I’m going Tony Soprano mode for the Super Bowl (gambling a lot and eating too much food) pic.twitter.com/0d11s1DEsU
— Sopranos World (@SopranosWorld) February 9, 2024
So, whether it’s the elegance of Bond or the feral chaos of The Hangover, these fictional gamblers remind us that casino culture is all about the drama. Whether you’re playing blackjack in Vegas or refreshing a bet platform at 1 a.m., there’s a little Bond, Danny, and (God help us) George in all of us.
Until next time, may your luck rival that of Han Solo—and may you always, always win big at the online casino.
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