- 5 days ago
Late night TV has seen some unforgettable moments when celebrities totally caught the hosts off guard. From uncontrollable laughter to surprising revelations and wild antics, these guests pushed the boundaries and left the hosts speechless or scrambling. Join us as we explore some of the most hilarious, shocking, and downright unforgettable interactions between celebs and late night hosts!
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00:00What the hell is going on here?
00:02What is this?
00:03Why are you touching me?
00:05I'm not touching you.
00:10Welcome to Ms. Mojo.
00:12And today, we're counting down our picks
00:14for the times when late night threatened
00:16to get a little wilder than the hosts could handle.
00:18Chairman of the board.
00:20Oh, alright.
00:21Do something with that, you freak.
00:27I bet the board is spelled B-O-R-E-D.
00:34Number 10. Bradley Cooper.
00:37The Tonight Show starring Jimmy Fallon.
00:39But then later I realized I wasn't.
00:45Way back in 2014,
00:48Jimmy Fallon brought on the star then best known for
00:51The Hangover and Silver Linings Playbook
00:53to talk about his Broadway return.
00:55But things fell apart quickly.
00:57Fallon's habit of breaking into fits of laughter
00:59soon got the best of him.
01:01A mention of the real Elephant Man's bones
01:03had the two unable to get through
01:05the rest of the segment without laughing.
01:07You said this is based on a real guy, of course.
01:10Yeah, yeah.
01:11You went too long?
01:16They had to retake this several times.
01:19This went on so long that the show's YouTube channel
01:22actually released an extended version
01:24of what we saw in the actual episode.
01:26It took almost 10 minutes for them
01:27to get their act together.
01:29You actually went to London.
01:31Yeah, I went to London when I was in grad school.
01:36Number 9.
01:37Drew Barrymore.
01:38Late Show with David Letterman.
01:40Where to go for a nude performance dance club.
01:43I know.
01:44Yeah, I know you know.
01:45It's called the Blue Angel.
01:47It's really, really cool.
01:48Yeah.
01:50That's one way to wish someone a happy birthday.
01:52In her wilder and more unpredictable days,
01:55the actress turned daytime talk show host
01:57had an infamous 1995 appearance on Late Show.
02:01Drew Barrymore threw caution to the wind,
02:03got up on David Letterman's desk doing a suggestive dance for him.
02:07Okay, okay, wait, wait, wait.
02:09Oh my God.
02:10Oh my God.
02:16That included a mid-song flashing.
02:18Letterman's thousand-yard stare let the audience know
02:21it was okay to laugh with them.
02:22Though it was widely publicized at the time,
02:25and certainly took Letterman by surprise,
02:27the two look back on it as a starting point
02:29for a genuine friendship.
02:31Remember the night Morley Safer was here,
02:34pulled the same thing?
02:35Yeah, that wasn't the same.
02:37Number eight.
02:38Nicole Byer.
02:39Conan.
02:40My profile picture has me holding like a foot-long dildo.
02:49This stand-up's not-safe-for-work appearance on Conan
02:52had the host changing subjects very quickly.
02:55It started with Nicole Byer's one very simple criteria
02:58for what she wants in a romantic partner.
03:01Then it went downhill from there.
03:03O'Brien practically had to shut down and reboot himself.
03:06Still, every time he tries to talk about something else,
03:09her vulgarity shines through.
03:10It takes more to frown than it does to smile,
03:12so I can be like,
03:14you with a smile on my face.
03:16You know?
03:17I probably shouldn't have said that.
03:18Why does every question?
03:20It gives him plenty of opportunities for comedy points
03:23once he gets over his shock.
03:24His playful embarrassment
03:26and desperation to keep things on track
03:28and her cheerful, foul-mouthed honesty
03:30make a great pairing.
03:32But I could ask you, you know,
03:33what's your favorite thing about a rainbow?
03:36You know?
03:36And you'd be like,
03:36oh, the f***ing color!
03:43Number seven.
03:44Meryl Streep.
03:45Late Show with David Letterman.
03:47It's not every day a guest shares breaking news
03:49on a late night show.
03:50Meryl Streep explained her nervousness
03:52in Letterman's chair by saying it was odd
03:54to be on his show so soon after their affair.
03:57I just felt awkward coming on the show.
03:59Oh, please.
04:00No, come on.
04:01So soon after our affair ended.
04:07Seeing that it's three-time Oscar winner Meryl Streep,
04:10she delivers that bit of information with such seriousness
04:12that it's hard not to believe her.
04:14Luckily, it makes the audience chuckle so much
04:17that he has time to load up a well-timed response of his own.
04:20But she definitely got him.
04:21Please keep your mouth shut about that.
04:24I'm begging you.
04:26Wouldn't that be something though?
04:31Streep is a natural on talk shows.
04:33Even over Zoom,
04:34her unforgettable COVID-era appearance
04:36with Stephen Colbert gave us a great moment.
04:39Oh, um, the podcast.
04:42Sure.
04:43Podcast.
04:44One more time with the gesture, please.
04:47It's CBS.
04:48We have to blur that, I think.
04:50Number six.
04:51Elaine Stritch.
04:52Late Show with David Letterman.
04:54Come down from-
04:55So, you're the new pool boy.
05:01The cantankerous Broadway legend performed an entire three-act play on a 1996 episode of Late Show with David Letterman.
05:10Elaine Stritch would interrupt the show to play out a scene as a rich woman in love with her virile
05:15young pool boy.
05:16Of course, she's cast an incredulous letterman in the part of the pool boy.
05:27While clearly planned, the skit saw the host reacting with such believable shock and stammering fear that it seemed like
05:34a genuine interruption.
05:35I mean, where in God's green earth did you put it?
05:42Answer me, you-
05:45Stritch's electrifying and intimidating persona is definitely enough to throw even a seasoned pro off their game.
05:52Vingt-trois.
05:54Vingt-trois.
05:56Au revoir, mon petit garçon.
05:58You bastard!
06:02Number five.
06:03Cher.
06:04Late Night with David Letterman.
06:06I've been in a hotel for actually the last couple of months.
06:08Uh-huh.
06:09And you want us to cover this?
06:12Did we agree to pay for a party?
06:14Yes.
06:15Through the years, the tension between David Letterman and Cher gave her numerous appearances on his late night shows an
06:21extra layer of drama.
06:23Sometimes it seemed romantic.
06:25Other times, that was not the case.
06:27During her first guest spot with him in 1986, she explained why she had reservations about being on his show,
06:33despite being asked numerous times.
06:35Now let's, let's explore this a little.
06:37Why?
06:38Because you thought I was a-
06:40An ass.
06:44She saw how he treated guests he didn't seem to like and didn't want to subject herself to an embarrassing
06:50interview.
06:50He knew from that point on that he had to be on his toes with her.
06:54Over the years, their dynamic eased into an irreverent and often flirty friendship.
06:59He told me about it.
07:00Do you have a boyfriend now?
07:01No.
07:02How come?
07:02Are you interested in the job?
07:03Nah!
07:07Number 4.
07:08Helen Mirren.
07:09The Late Show with Stephen Colbert.
07:11Oscar-winning British actress Helen Mirren was clearly a Colbert fan.
07:15When the host went to greet her for her entrance, she planted the smoothest old movie kiss on him we've
07:21ever seen.
07:28She took her seat, as usually happens on these shows.
07:31Colbert stood in place, frozen by what had just happened.
07:35Only once he wiped the sweat from his brow could he work up the nerve to speak.
07:39I'm sorry.
07:39I suddenly can't remember any questions.
07:43Mirren didn't help the situation, explaining that she had been dreaming of that kiss for years.
07:48It certainly filled the rest of the segment with some steamy tension, even for late night.
07:53You know what you're doing.
07:56You really know what you're doing.
07:58Number 3.
07:59Nicole Kidman.
08:00The Tonight Show starring Jimmy Fallon.
08:03I just remember I liked you and he was like, not now.
08:07Finding out you missed your chance with an A-list star as gorgeous and magnetic as Nicole Kidman is devastating
08:13enough.
08:14Jimmy Fallon found that out in front of an audience of millions.
08:17Watching him as she breaks the news that their one-time hangout was what she assumed to be a date,
08:22is like seeing a child realize in real time there's no Santa Claus.
08:26Wait, what?
08:27Yes!
08:31What are you talking about?
08:33Yes!
08:34Can I date Nicole Kidman?
08:36He even falls to the floor, mortified, before pretending to walk off.
08:40Who could blame him, really?
08:42Fallon's not usually speechless, but this was a lot to process in the moment.
08:46I can't believe I dated Nicole Kidman!
08:48This is fantastic!
08:49You didn't!
08:50This is unbelievable!
08:52Number 2.
08:53Jane Fonda.
08:54The Tonight Show starring Johnny Carson.
08:56Even the king of late night had guests who left him speechless.
09:00During a 1989 Tonight Show appearance, Academy Award winning actor and activist Jane Fonda referenced a long-time urban legend
09:07about one of Johnny Carson's previous guests.
09:10For years, an incredibly cheeky story about Carson's response to Zsa Zsa Gabor bringing a cat on stage with her
09:17was retold like a campfire story.
09:19She came there with a cat on her lap, and she said to you, do you want to pet my
09:23pussy?
09:27Fonda finally helped put the rumor to rest.
09:29You said, uh, I'd love to if you'd remove that damn cat.
09:34However, it's hard to tell if Carson's signature deadpan response was for real at that moment.
09:39He looks like a man teetering on the edge of violating censorship regulations as the audience falls apart with laughter.
09:45Is it true?
09:46No, I think I would recall that.
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10:06I can make an apology video.
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10:14Number one, RuPaul.
10:16The Tonight Show Starring Jimmy Fallon.
10:18But this was gigantic.
10:20This is the first time a drag queen has ever been put on the cover of-
10:23A drag queen!
10:25A drag queen!
10:27How do you make a late night host's entire life and career flash before his eyes?
10:32RuPaul found a way.
10:33When Jimmy Fallon had the absolute cheek, nerve, gall, audacity, and gumption to call RuPaul a drag queen,
10:41RuPaul's feigned offense had him thinking he was about to be cancelled.
10:44But Ru's objection wasn't drag queen.
10:47She insisted instead that she was the queen of drag.
10:50I am the queen of drag!
10:57I apologize.
10:58Oh my god.
10:59Fallon laughed once the adrenaline wore off and offered a stammering apology.
11:04Ever the diplomat, Ru just threatened to key his car after the show.
11:07You should be.
11:08I'm gonna key your car.
11:09Watch.
11:10Did you drive here?
11:11Do you have a driver?
11:12Recalling the incident after it went viral, the host joked that his career was over.
11:18I really thought it was over.
11:20That was it.
11:21Now you're cancelled.
11:22That's it.
11:22I'm cancelled.
11:23Yeah, I started my own hashtag Jimmy Fallon is over part.
11:26Which late night host handles uncomfortable moments the best?
11:29Let us know in the comments.
11:32You'll have a good day today.
11:32You're on the next one.
11:33Bye.
11:35Bye.
11:35Bye.
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