30. 'Cocktail' (1988)
It's Top Gun set it in the world of bartending; that's not a compliment, by the way. Cruise is Brian Flanagan, an ambitious young man who wants to make a lot of money but doesn't have the experience for a Wall Street job — so naturally, he winds up behind a bar instead. There, he finds himself taken under the wing of older, wiser aphorism-generator Doug Coughlin (Bryan Brown), with whom he creates a nightly spectacle of juggling bottles, synchronized pouring, and other displays of bartending prowess. It's meant to be fun, but it's a surprisingly dark portrait of late-Eighties capitalism, a world where everyone is desperate to gain an edge and get ahead. But any social critique the movie offers is undone by the sub-soap opera plot. You will feel shaken, not stirred.