Poll: Which Gossip Guy Would You Date? By YourTango EmailPrint Comment? Share on Facebook Admit it: You already know which one you'd bring home... Jessica Szohr and Ed Westwick were caught in a compromising position (again!) this week. If you had your chance, which Gossip Girl guy would you date? Poll: Which Gossip Guy Would You Date?: Ed Westwick, apparently naughty on- and off-screen Penn Badgley, mr. nice guy Chace Crawford, the former model None of these guys. They spend more time on their hair and makeup than I do!