Extremely Awkward & Out of Control Flirting on Late Night Talk Shows

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Extremely Awkward & Out of Control Flirting on Late Night Talk Shows 4.5
A compilation of the most awkward, funny and downright shameless flirting on late night talk shows.

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Andy Dick and Ivanka Trump:
Apparently, when there’s a Dick in the room pretty young girls are at risk. Or maybe he was just taking Donald Trump’s advice on wooing women when during an appearance on Jimmy Kimmel show, Andy Dick took to grabbing Ivanka by the leg. Things got so bad that the security had to physically remove Dick for the remainder of the show.

Nicole Scherzinger and Conan O’ Brien:
Sometimes staring at a woman’s chest is as involuntary as a knee jerk, especially if she’s wearing a clingy, low cut leopard print dress and her name is Nicole Scherzinger. According to science of course.

Dolly Parton and Jay Leno:
On flirting, Dolly Parton once said in an interview, “I love to flirt, and I've never met a man I didn't like. Men are my weakness.” Judging by this interview, her “healthy” upper body is Leno’s weakness.

Drew Barrymore and David Letterman:
In probably the most famous striptease in late night history, 20 year old Drew Barrymore impulsively performed sensual dance moves on David Letterman’s desk for his birthday. After flashing him and kissing his cheek, he gleefully responded, "You know, I can't thank you enough for that."

Martha Stewart and Borat (Sasha Baron Cohen):
Clearly didn’t know what she was getting herself into when she decided to show Borat how to make a bed, because all he had in mind was some sexy position playtime with naughty, naughty Martha.

Craig Ferguson and Sarah Shahi:
Craig Ferguson may reign supreme as the master of late night flirting however, he met his match in the very tipsy Sarah Shahi who admitted to doing a little drinking backstage.


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Copyright Disclaimer under section 107 of the Copyright Act 1976, allowance is made for “fair use” for purposes such as criticism, comment, news reporting, teaching, scholarship, education and research. Fair use is a use permitted by copyright statute that might otherwise be infringing. Educational use tips the balance in favor of fair use.

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talk show 2017 ahok

💬 Comments on the video
Author

Everybody thought the Andy Dick episode was a joke but it turns out to be real. He really fondled Ivanka and he really got dragged out.

Author — Manny Lugz

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That poor security guard that fell and didn’t get helped up, let’s take a minute to appreciate him. 😂

Author — Amelie Pearce

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Even if I dont like her, im sorry that was out of line and just disgusting of Andy to do that to Ivanka.

Author — Harveen Banga

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Has anyone actually watched a late night show on tv or does everyone just see them randomly pop up in their recommended

Author — Cory

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I’m a straight girl and even I find it hard not to look at Nicole’s cleavage

Author — Lol At life

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Jimmy Kimmel handled that really well. He didnt care if he has to drag him in the middle of the interview, he was being inappropriate and he deserved it

Author — Xiao Ran Li

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That Andy is a seriously disgusting person


Given his disgusting record, according to Wikipedia, why was he invited to ANY show after that at all??

Author — MorTobXD

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“Maybe you could teach me...”

“No, no I couldn’t...”

*Puts leg on table*

“Maybe I Could....”

Author — Ethan Davis

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Conan is a master at turning awkward moments into comedic gold

Author — Justin Bohemier

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Aye that Jimmy Kimmel security guy dropped like a fallen angel lmao

Author — Fake Wei

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Borat is an actor and was acting. But some of these are actually real and are kinda creepy.

Author — dixieandleona

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And that’s when they hired Guillermo...

Author — Outtathewoods1

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There’s regular talk show flirting, and then there’s Craig Ferguson show flirting. League of his own

Author — Kevin Lange

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everyone is saying that jimmy handled it well but man ivanka handled it amazingly

Author — jayden garcia

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Has anyone seen Andy since Trump's election?

Author — Scott

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jimmy kimmels security looking outdated.. crawling on the floor like " help ive fallen an i cant get up"

Author — NoEditing

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Wow, they could get away with a lot more in the 90s

Author — Michel Schweinsberg

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Craig Ferguson did nothing, she was being free and sexually liberated but he did nothing and she was dropping hints everywhere. If the sexes were reversed everyone would lose their minds.

Author — Dark Knight

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So much respect to jimmy. Andy was so out of line.

Author — Chelsea De La Garza

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"don't touch Ivanka" hopefully nobody has to tell that to Donald.

Author — Hardocore