Penn Badgley plays Dan Humphrey. Dan isnt the most popular boy in school, but thanks to his intellect, wit and sincerity, he still managed to snag Serena. (Carolyn Cole / Los Angeles Times)
Chace Crawford plays Nate Archibald. Nates parents micromanage every detail of his life, from where he applies to college to whom he dates. (AFP / Getty Images)
