Chuck Bass, 'Gossip Girl'

Gossip Girl (tv program)
Why we'd dump him: The inevitability of Chuck and Blair's forever love has never been such a less appealing option. His Season 3 jump in the hay with Jenny Humphrey reaffirmed suspicions that he's a lost cause. And to make matters worse, his wardrobe isn't nearly as snappy as it used to be.... The CW