Texas boy may be country, but boy does he know how to play a New York charmer oh so well. Pretty boy Chace has won America’s heart in Gossip Girl, but his break first came from the movie The Covenenant in 2006. His hot looks and single status made Chace one of PEOPLE’s Hottest Bachelors in 2009. The young star has dated Carrie Underwood and has left tons wishing he dated them.

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