2013: Jennifer Aniston

Jennifer Aniston may have stepped into prominence through her role as Rachel Green in Friends, but she has also managed to carve out a respectable movie career in the past two decades. At this point, it probably goes without saying that Aniston is one of the highly sought-after actresses in Tinseltown. She consistently earns more than $20 million every year from her acting endeavors, investments, and endorsements.

When it comes to red carpet appearances, Aniston is pretty much selective about which awards events she’ll grace with her presence. Still, she decided that the 2013 Oscars was worthy of a striking red carpet moment, opting to wear a red Valentino gown with a ball-gown skirt. Aniston paired her dramatic gown with her loose and straight basic everyday hairstyle and little jewelry to complement her solid-colored dress. Plus, she didn’t even look like she was in her 40s!