In retrospect, these celeb interviews are hard to watch. Welcome to WatchMojo, and today we’re counting down our picks for the most notable interviews with celebrities that are now uncomfortable to watch considering changes in public attitudes or controversies that now surround either the interviewer or interviewee. Our countdown of disturbing celeb interviews includes David Letterman, Britney Spears, Bill Cosby, and more! What other celeb interview do you think needs a reassessment? Sound off in the comments. Watch more great interview videos here: 20 Celebrities That Ruined Their Careers with One Interview: https://youtu.be/BL9lacx0GGw?si=AgY9AB2KMOWg_yEC 10 Interviews That RUINED People's Lives: https://youtu.be/qrWgCtvc6B8?si=ABamTHgn2y1-DoME Top 20 Times Celebs Mocked Horrible Interview Questions: https://youtu.be/H3tP0p2J1Fo?si=5MLBl1GKdjNeVJWc Challenge friends and family on our multiplayer Trivia! https://www.watchmojo.com/play/id/71652 Have Your Idea Become A Video! https://wmojo.com/suggest Subscribe for more Brilliantly British Content: https://wmojo.com/watchmojouk-subscribe WatchMojo UK is your source for British Top 10s, covering popular shows like Doctor Who, Strictly Come Dancing, Great British Bake Off, Coronation Street, The Morning, Good Morning Britain, The Graham Norton Show, Sherlock, and more! We also cover the latest in British Movies, Music #Celebrity #Interview #Disturbing #Celeb #Shocking #Awkward #Cringeworthy #Uncomfortable
ADVERTISEMENT
![JOGOO WA AJABU Full Episode [ 7 ]](https://i.ytimg.com/vi/GnuUKkaIoqc/maxresdefault.jpg)
Let’s take a moment to remember Craig Ferguson who refused to make fun of Britney during his talk shows. His interviews were always hilarious. He should really be back on. He was amazing.
It’s weird seeing the media show retroactive concern for Brittny. Even South Park of all places knew it was too much at the time and told the world to back off because she was clearly vulnerable. If South Park has to lecture you on how/why you need to be sensitive about something, you are way over the line.
Oprah Winfrey criticising someone’s weight is laughable.
It made me really angry when she outted Mariah. That was really dirty. Women miscarry and most don’t reveal pregnancy until farther along. That interview is when I stopped watching Ellen.
I like how Lindsay Lohan handled herself ! Very assertive respectful behavior on her part.
a woman saying they wanted to kill or shoot a young woman because she was seen as a bad role model is in itself a worse role model
Oprah was heavily (no pun intended) critized about her weight, which she's stated caused her great sorrow. For her to then turn around an lambast two adolescent girls with questions about their weight, & supposed eating disorder in front of millions of people...is nasty work.
Poor Britney, she really went through so much invasion of privacy while growing up in the spotlight. I hope that she's in a better place emotionally now.
Number 1 should be Barbara Walters and Corey Feldman. Corey was saying parents shouldn’t want to have their kids in Hollywood because it’s a dark place and they sexually assault kids. Barbara was chastising him for saying it and lecturing him about the damage it could do to Hollywood. He apologized to her but still brought light to it. It was disgusting.
Diane Sawyer doesn't deserve even a shred of forgiveness for her interview with Britney Spears.
Matt lauer asked Britney Spears if she was a bad mother when she clearly was going through post partum depression.
Letterman needs his own top 10 list.
The more I watch of Conan, the more I adore him “you will be caught soon”, brilliant!
The leave Britney Alone guy was right all along
Watching so many interviews with women where they are clearly uncomfortable---- some of them being interviewed by OTHER WOMEN---- is so heartbreaking. It really does go to show how women will appear compliant instead of being reported as being a b!tch or a brat, even though the footage shows them extremely uncomfortable, with a fake plastic smile on their face, even saying outloud (but very quickly and meekly, because again, can't lose that womanly charm! 🙄) that they dont want to talk about that situation. Just awful....
*Conan O’Brien:* _” I heard about you and you will be caught soon.”_ That wasn’t a prediction that was Conan telling Masterson right there that he knew what type of creeper He was and that his luck will eventually will run out.
the “i will” after conan says “you will be caught soon” is CHILLING
Why would Dianne Sawyer tell a fragile 21 yr. old that someone is gonna shoot her? Insane to even say that ,let alone tell the person who did nothing wrong , she must have been confused.
David Letterman seems to have been a repeat offender, his behaviour towards Jennifer Aniston is shocking
I am so tired of people "discoveing" how bad "we" treated Brittney. So many people saying "if only WE knew." I was there, and I always knew, and was vocal about it, too. I am the same age as her, and I VIVIDLY remember being disgusted with how people talked about her. I remember people actually be mad at her and hating her, like the way peope hate Donald Trump now. I remember my sister talking about how she and her husband (Kevin) were horrible people and bad role model, because when she was on vacation, some paparazzo had taken pictures of them fully clothed, on a balcony, and she seemingly had her hand on his junk for a second. Can you imagine? They were on the balcony of a private hotel suite, tens of stories high, in a super expensive district. They did this to get away from the cameras and all that. The only way this guy could have gotten this pic was to rent the equally as expensive hotel room in another hotel DIRECTLY ACROSS from them, and just wait til they felt safe. Like they had finally gotten away from anyway anyone could see them. Where they could fell like regular people. If they weren't celeberites, he would rightly be in jail, or at least called a prevert, which is what he was. But did anyone call him out. No. They were too busy calling her a whore for being gross for making out in "public." And the prev? He was handsomely rewarded.