The Cooler (2003)

John Gage offers a down-on-his-luck yuppie husband $1 million for the opportunity to spend the night with the man's wife.

Ben Campbell is a young, highly intelligent student at M.I.T. who strives to succeed. Wanting a scholarship to transfer to Harvard School of Medicine to become a doctor, Ben learns that he cannot afford the $300,000 tuition as he comes from a poor, working-class background. But one evening, Ben is introduced by his unorthodox math professor to a small but secretive club of five students, Jill, Choi, Kianna, and Fisher, who are being trained by Professor Rosa to count cards at blackjack.

New York gangster Ben 'Bugsy' Siegel takes a brief business trip to Los Angeles. A sharp-dressing womanizer with a foul temper, Siegel doesn't hesitate to kill or maim anyone crossing him. In L.A. the life, the movies, and most of all strong-willed Virginia Hill detain him while his family wait back home. Then a trip to a run-down gambling joint at a spot in the desert known as Las Vegas gives him his big idea.

In Las Vegas, two best friends--a casino executive and a Mafia enforcer--compete for a gambling empire and a fast-living, fast-loving socialite.

In a corrupt city, a small-time gangster and the estranged wife of a pot dealer find themselves thrown together in an escapade of love, money, drugs and danger.

Poker addict Mike McDermott knows the game inside out, but loses his money one night in a game to Russian-American gangster Teddy KGB. Promising his partner Jo he'll give up, he meets up with best friend Lester 'Worm' Murphy, just out of prison and owing lots of money to the wrong kind of people. McDermott becomes his co-guarantor and now there's only one way to raise the money, the pair have to get back into the game.

Raoul Duke and his attorney Dr. Gonzo drive a red convertible across the Mojave desert to Las Vegas with a suitcase full of drugs to cover a motorcycle race. As their consumption of drugs increases at an alarming rate, the stoned duo trash their hotel room and fear legal repercussions. Duke begins to drive back to L.A., but after an odd run-in with a cop, he returns to Sin City and continues his wild drug binge.

An aging gambler on a losing streak attempts to rob a casino in Monte Carlo. But someone's already tipped off the cops before he even makes a move.

Jack Manfred is an aspiring writer who to make ends meet, takes a job as a croupier. Jack remains an observer, knowing that everything in life is a gamble and that gamblers are born to lose. Inevitably, he gets sucked into the world of the casino which takes its toll on his relationships and the novel he is writing.

During a wild vacation in Las Vegas, career woman Joy McNally and playboy Jack Fuller come to the sober realization that they have married each other after a night of drunken abandon. They are then compelled, for legal reasons, to live life as a couple for a limited period of time. At stake is a large amount of money.