Then: Bookish as she was, Rory Gilmore sure broke a lot of hearts in her day. Who would've thought that the girl who almost bailed on Chilton Academy for a boy would end up a reporter on Barack Obama's campaign trail? We can't help but wonder where she is now. They should totally do a movie. Now: Bledel recently had a memorable role on "Mad Men," and spends most of her time doing indie movies and dodging countless questions about a "Gilmore Girls" movie.
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