Whether it’s planned or not, when the host and the guest on a late night talk show go from small talk to going verbally toe-to-toe, it’s a hell of a lot more fun.
For instance, Denis Leary and Jon Stewart insulting each other on The Daily Show (parts one and two).
There’s also Martin Short old school roasting Conan.
Also, please don’t forget the Stephen Colbert vs. Olivia Wilde acting challenge near the end of their interview.
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