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Whenever Chris stops by, Oprah says she knows she's not only going to laugh but also look at things just a bit differently.

"I always try to find the part of a topic that I can be original about," Chris says. "It's not like, how can I make it funny? It's just, how can I talk about that thing? … I'll sit on something for a while until I figure out what's my angle to that story."

Watch Chris take on the names in the headlines

While making people laugh is his primary goal, Chris says he also wants some people to be uncomfortable. "Sometimes my wife is like, 'I can't believe you're going to say that.' I'm like, 'I'm saying the exact right thing right now,'" he says.

When he's not sure about a bit, Chris says he just tries to talk about what intrigues him most. "If I'm interested, then I can be real passionate about it and it's not a job," he says.

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