Jeff Bridges and Maggie Gyllenhaal

Jeff Bridges and Maggie Gyllenhaal

Lorey Sebastian/Fox Searchlight via Bloomberg

Jeff Bridges and Maggie Gyllenhaal, as a burned-out country singer and a woman who stands by her man, in "Crazy Heart." For his portrayal, he received the 2010 Academy Award for best actor. He had previously been nominated for the Oscar four times.