• PENN BADGLEY, 2005  photo | Penn Badgley

Credit: Bruce Weber for Abercrombie and Fitch

Published: Wednesday July 17, 2013 06:00 AM EDT

2013

PENN BADGLEY, 2005

No one does brooding quite like Badgley. Perhaps it was his serious gaze in this photo that caught the eye of Gossip Girl casting directors because just a couple years later, he had tamed that wild hair and was playing opposite S. and B. in N.Y.C.