Just to be clear, Rory started dating Dean, then had some kind of Tristan-or-Dean crisis that led to Jess-or-Dean as she slowly treated Dean like crap while chasing other boys until Dean broke up with her to save face. She got dumped by Jess, so she started thinking about Dean again. She tried to keep him from getting married, and then threw herself at him again after he was married. Then she fooled around with him while he was married, and sent a letter to his house that destroyed his marriage. Then once she got him all to herself again, she lost interest, because other shitty boys were more interesting, until Dean had to break up with her again so that he didn't feel like the world's biggest douche. What an incredible way to take one relatable character and make her absolutely deplorable. I've said it before, but I'll say it again: Good-bye, CuteDean. You were too good for her.