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Pacey Witter, Dawson's Creek : The Best Friend-Turned-Boyfriend
You know that guy that you constantly fight with and harbor a strong distaste for? Well Pacey Witter proved that this guy could also become the love of your life. He might've not always done the right thing, but Pacey also showed girls that it's OK to date the funny, class clown. Besides, how many high school guys have bought the object of their affection a wall?!
Photo By: Warner Bros./Everett Collection