30 Times When Celebrities Were Caught Off Guard During Their Interview (6 of 6)

Dave Letterman Loves Talking To Paris Hilton about Jail

Considered by many as the best late-night show TV interviewer, Dave Letterman couldn’t simply stop asking Paris Hilton about her brief jail time she served in 2007. Freshly out of jail, Hilton wanted to talk about anything other than jail, but Dave Letterman clearly wasn’t in the mood to let her off the hook. He went on to say “that is exactly where you and I are different, jail is all I want to talk about”! When a Hilton fan from the audience yelled I love you, Letterman shot back, saying “is that somebody you met during your jail stay?” Ouch.

Sacha Baron Cohen Throws Ashes on Ryan Seacrest

Ryan Seacrest should actually have been a bit more alert when Sacha Baron Cohen, famously known for Borat, walked all the way to him during his red carpet interview at the 2012 Oscars – dressed as a Dictator with a small urn in his hand. He tried to explain that the urn actually had the ashes of the dead North Korean leader Kim Jong-il.

In his usual funny way, he added that it was leader’s dream to attend the Oscars and his ashes to be sprinkled over Halle Berry’s chest and over the red carpet. The ashes, however, ended up spilled on Ryan Seacrest, instead! It was definitely an “oops” moment, we think.

Vanilla Ice Crushes Set using a Bat

Prior to Jon Stewart working on the Daily Show as an anchor, he was the host of a weird MTV show about “worst of” video countdown, which also had his comedy friends Denis Leary, Chris Kattan and Janeane Garofalo. The weirdest part was when the MTV Lame 25 actually invited Vanilla Ice to come and crush a video copy of his hit from the 1990 – “Ice, Ice, Baby”. While he definitely did that, he also went ahead and smashed the entire set using a baseball bat!

Garofalo later admitted that she was actually quite scared that Vanilla Ice was pissed off because he felt the channel was mocking him and his legacy. However, nobody got hurt during the entire smashing process and Vanilla Ice was in fact very kind when he apologized when his bat swing almost hit Jon’s face!

Harrison Ford and Ryan Gosling can’t stop laughing

This Harrison Ford and Ryan Gosling interview is many people’s favorite for only one reason – they keep on laughing for apparently no reason. When the duo, who were promoting Blade Runner 2049 went to give an interview to a British reporter, they simply couldn’t stop their giggles. The interview starts with them each taking a sip of whiskey. What follows is sheer laughter and possibly no reason for why they’re laughing. Ryan Gosling goes on to praise Harrison Ford’s singing – calling it the sweetest thing you’d ever hear, and goes on to add that it feels like “angels are pouring honey down your ear”!

Crispin Glover Decides to Kick David Letterman’s head – ALMOST!

Crispin Glover surely felt like a nervous man and a maniac in this 1987 David Letterman interview. Or, maybe it was all inspired by Andy Kaufman? We really have no idea whatsoever what the truth is, but one thing is for sure – when Glover starts going all “I am strong, do you want to arm wrestle” and almost decides to kick David Letterman’s head – the host definitely seem nervous and scared!