Comedian-turned-movie star Dane Cook appeared on Bravo’s Watch What Happens Live to promote his new stand-up comedy special, Troublemaker, debuting on Friday, October 17 on Showtime. It’s been a while since we’ve seen Dane Cook. He looks different. Older, of course — more mature. And there’s something different about his eyes. Maybe Dane has just realized, like so many people of a certain age, that there’s always so much more to see — and he doesn’t want to miss anything.
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WWHL host Andy Cohen didn’t ask Dane if he had any work done on his eyes — and Cohen, the Real Housewives OG knows plastic surgery when he see it! But he did ask Dane about Jessica Simpson. It’s been eight years since Dane appeared on the big screen with Simpson and Dax Shepard in the comedy Employee of the Month, but Dane is still willing to talk about it.
Cohen asked Dane what was the dumbest thing Jessica Simpson said on the set; Dane claims she said one day, “Are we making a movie?” Dane Cook also revealed that he had sex with at least 100 groupies and that his worst on-camera kiss was Kate Hudson (My Best Friend’s Girl). Yes, he played a troublemaker in that film, too.