Ocean's Eleven (1960) (PG)

A smooth, swaggering slice of old-school cool, this breezy Vegas caper is defined as much by the Rat Pack’s effortless charm as by its iconic heist.

The plot is straight-forward; Danny Ocean (Frank Sinatra) rounds up a crew of old army pals to pull off an audacious five-casino robbery in a single night. What follows isn’t a tightly wound thriller so much as a stylish hangout movie, one that revels in smoky bars and the relaxed confidence of men who look like they were born in tuxedos. The heist is fun, the stakes clear, and the laid-back pacing gives it a distinct, almost cosy throwback appeal.

It’s loose, playful, and packed with easy one-liners. Sinatra, Dean Martin and Sammy Davis Jr. headline with the sort of chemistry that can’t be manufactured. Alongside them are Peter Lawford, Joey Bishop and Angie Dickinson. The camaraderie is the film’s pulse, elevating even its lighter, more meandering stretches. And the long-gone spectacle of 1960s Las Vegas shines like a city gleaming with promise.

More charming than suspenseful but endlessly watchable, it’s a glamorous time capsule of star-powered escapism.