3. PEREZ HILTON

When: 2008
Comment: "He’s less disgusting than he used to be. But he’s still an asshole. I don’t like it when he draws coke out of people’s noses who clearly aren’t doing coke. Like, why are you doing that? But people are interested in him, and he has good gossip, so we sometimes have him on.”

Since 2008, Perez Hilton and Chelsea Handler have been exchanging blows. Suffice it to say, Hilton seems to be getting the worst of it.