Hilary Duff

Then: Lizzie on Lizzie McGuire

Now: After a stint as the darling of Disney, McGuire moved into forgettable teen film terriotory with efforts such as Raise Your Voice and Greta. When that didn’t work out for her, the always-entreprenarial Duff marketed herself across music, fashion and charity platforms, and has lately been writing Young Adult novels titled Elixir and Devoted that seem appropriately naseating. Steering clear of dating celebrities after that Aaron Carter catfight, she’s married to a former hockey player and has one kid after a pregnancy that seemed almost as long as Jessica Simpsons.