Chuck Bass, Blair Waldorf, Dan Humphrey
You always wish you could be what you are not. The bad boy is out to prove that he is a good guy, especially once he has fallen in love. He will spend the whole relationship trying to prove that he isn't the man everyone thinks he is. Chuck saves Blair from a kidnapping, forsakes his own happiness so Blair can become a Princess, then pays off her dowry so she can be free. So maybe this scenario isn't realistic, but it is the philosophy that counts! It holds true in the opposite direction as well. The good guy will spend his whole life trying to prove to himself that he can be bad, live on the edge, let loose, and so on. Take Dan as the "Gossip Girl" example. It turns out that he was exposing every character's secrets for 6 whole years. The bad boy becomes the good man and the good boy becomes the bad man. Learn from Blair's many mistakes.