"Cool" Person: Cory Kennedy
I may not be a true fan of Cory Kennedy, but what is cool is how this teen managed to make one lucky internship the start of a successful career that has already spanned print, international borders, and lots of gossip sites. Known for her mussed hair and clothes, Kennedy has been chosen as a style icon without doing much besides seeming "cool" to a lot of people. Do you see the appeal? Regardless, that's some stellar self-marketing, and that's cool.