Jerry Maguire
Cameron Crowe's winning comedy stars Tom Cruise as a struggling sports agent who finds support from an adoring single mother (Renée Zellweger) and his last client: a pugnacious American footballer played with Oscar-winning verve by Cuba Gooding Jr. While Cruise flashes that grin to heart-melting effect, he's still only the second cutest guy in the movie after Zellweger's adorable screen son, Jonathan Lipnicki. But anyone can talk a good game, so as Cuba says... Show. Me. The. Money.