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.
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00:00Yeah, it was a weird
00:08Welcome to miss mojo and today we're counting down our picks for the most notable interviews with celebrities
00:14That are now uncomfortable to watch considering changes in public attitudes or controversies that now surround either the interviewer or interviewee
00:23You were from you say you're from New York. You're from Long Island. Yeah, I grew up in Long Island
00:30Number 10 David Letterman the
00:332021 documentary framing Britney Spears sparked online discussions about the media's treatment of female celebrities
00:40Amid that backdrop former Late Show host David Letterman came under fire for some of his past interviews
00:46Arguably the most disturbing occurred in 1998 when he interviewed actress Jennifer Aniston who's promoting her film object of my affection
00:54It's not as bad as I think people assume it is but you know, there's always those odd
00:59Those odd encounters during their conversation Letterman suddenly approached a visibly uncomfortable
01:04Aniston and sucked on a strand of her hair
01:13He then handed her a tissue to wipe the saliva off the veteran host was also taking a task for a
01:192013 interview with Lindsay Lohan where he ambushed her with several inappropriate questions leaving her to tear up at one point
01:27You can't make a joke of it. I just want to I just I don't I'm not joking. You're not doing that
01:32We're not doing that number nine
01:33Jussie Smollett on January 29th
01:372019 Empire actor Jussie Smollett
01:40Reported that he had been the victim of an alleged hate crime in Chicago
01:44Smollett claimed that two men had attacked him in the early hours of the morning while yelling racial and homophobic slurs at him dozen
01:50Detectives are pursuing new leads
01:53Including grainy photos of two persons of interest when authorities launched an investigation into the alleged attack
01:59Several inconsistencies and Smollett story began to emerge on February 14th
02:04The actor discussed the incident in an interview with ABC's Robin Roberts
02:09Expressing that he was quote pissed off at those who doubted his story. How can you doubt that?
02:14Like how do you how do you not believe that? It's the truth
02:17However less than a week later
02:19It was revealed that Smollett had indeed staged the attack
02:22Leading to his criminal indictment for filing a false police report now a grand jury on Tuesday
02:28Indicted a small lot on six counts of disorderly conduct number eight Mary Kate and Ashley Olsen back in 2004
02:36Celebrity twins Mary Kate and Ashley Olsen were still teenagers when they appeared on the Oprah Winfrey show
02:42During the interview Winfrey brought up reports that Mary Kate had been dealing with an eating disorder
02:48Ashley immediately came to her defense stating that they didn't care about what was discussed in the tabloids
02:53I know there's a new rumor has recently surfaced has really upset you right?
02:57You know the one about eating. Yeah, you know people are gonna write what they want to write
03:01However, Winfrey interrupted Ashley with an inappropriate question about their weight leaving both sisters visibly surprised
03:08What size are you by the way?
03:10Size yeah
03:14Girls and you know so interesting
03:18This was particularly
03:20Disturbing given the fact that the twins were minors at the time and Mary Kate would seek treatment later that year for an eating disorder
03:27when the interview resurfaced in
03:292021 Winfrey faced intense criticism for her handling of the situation how horrified
03:35Mary Kate and her sister Ashley were when they were asked that question and then for Oprah to laugh about it
03:40Number seven Ashton Kutcher in
03:432023 Hollywood couple Ashton Kutcher and Mila Kunis came under fire after writing letters of support for their former co-star
03:50Danny Masterson who was convicted of sexual assault
03:55subsequently one of Masterson's accusers shared a clip from a
03:592003 episode of Kutcher's show Punk'd where he made a seemingly predatory comment about actress Hilary Duff
04:05This remark made by Kutcher who was 25 at the time raised significant concerns about his behavior that we're all waiting
04:13for to turn 18 the backlash on the actor further intensified after another clip from a
04:182002 interview on the Rosie O'Donnell show resurfaced in it Kutcher gleefully admitted to participating in a bet with
04:25Masterson to French kiss Kunis on screen without her consent, even though she was still a minor
04:32Sounds like okay, then Danny goes and goes dude. I'll give you $10 if you French kiss her number six Ellen DeGeneres
04:39Talk show hosts have always found creative ways to get the scoop on the lives of their celebrity guests
04:44But Ellen DeGeneres seemed to have crossed a line in a 2008 interview with Mariah Carey that left the singer extremely
04:52uncomfortable people are saying that
04:54That you're pregnant. There's rumors don't discuss
04:58In a bid to confirm pregnancy rumors DeGeneres offered Carrie champagne and pressured her to drink it
05:04Carrie who looked a bit uneasy
05:07Initially tried to fend her off, but eventually appeared to take a small sip
05:11DeGeneres interpreted this as confirmation and proceeded to celebrate however in
05:162020 Carrie disclosed that she wasn't ready to share the news at the time due to a previous miscarriage
05:22Tragically she lost the pregnancy shortly after the controversial interview, but she says she didn't enjoy that moment number five
05:30Matt Lauer the me too movement led to the downfall of several industry heavyweights
05:36including longtime today host Matt Lauer Lauer was fired by NBC in November of
05:422017 after allegations of quote
05:45inappropriate sexual behavior in the workplace came to light
05:48Following his dismissal a peculiar 2009 interview with actress Sandra Bullock resurfaced
05:54Bullock was there to promote her film the proposal only to be bombarded with remarks about her nude scenes
06:00The major thing that's changed since you were here last
06:02Yes
06:03I have now seen you naked Lauer displayed an unsettling excitement at the thought of seeing the actress naked
06:08Even adding that the image had become his screensaver. You're naked for most of this movie. I
06:14Mean
06:15Many found this disturbing especially in light of his sexual misconduct allegations at the end of the interview
06:22Lauer asks Bullock to return soon an invitation. She instantly declines Sandra Bullock come back more often
06:31Number four Ben Affleck in the wake of the me too movement many began to re-examine past behavior of celebrities
06:39That was once normalized
06:41Enter actor and filmmaker Ben Affleck in October of that year actress Hilary Burton alleged that Affleck had groped her during a
06:492003 appearance on MTV's Total Request Live
06:55Following this allegation the actor issued a statement apologizing for his inappropriate behavior
07:00Shortly after another video resurfaced from a 2004 interview with Canadian journalist Anne-Marie Lozik
07:06In it Affleck tightly embraces Lozik and makes suggestive comments about her body, you know, you should work at Fox here in LA
07:16At first glance it appears highly inappropriate and raises questions about Affleck's behavior towards women
07:23According to Lozik. However, it was all an intentional act for the cameras to boost ratings
07:28It was strictly for the cameras while the cameras were on while they were off
07:32He was actually very proper and we talked about many things number three Britney Spears in
07:382003 shortly after her high-profile split from Justin Timberlake Britney Spears sat down with veteran TV presenter Diane Sawyer
07:46During the interview Sawyer asked Spears a slew of questions that would be uncomfortable for anyone to answer let alone a 21 year old
07:53Is it an addiction? Is it an addiction?
07:57No, I don't think I think it's an addiction. I think it does put me like it makes me happy
08:02among other topics
08:03She grilled her about the breakup with Timberlake and also seemingly defended a statement by then first lady of Maryland
08:09Who said she would shoot Spears of given the opportunity? Oh, that's horrible. Well, she
08:14That's really bad because of the example for kids and how hard it is to be a parent
08:18Needless to say the now infamous interview felt more like an interrogation at one point the singer even broke down in tears
08:25the clip ignited a wave of criticism directed at Sawyer after it was featured heavily in the
08:312021 documentary framing Britney Spears and yet he's he's left the impression that that you weren't
08:39Faithful that you betrayed the relationship
08:43I think everyone has a side of their story number two
08:47Danny Masterson who knew late-night talk show host could predict the future as earlier mentioned Hollywood actor Danny
08:54Masterson made headlines in
08:561923 after he was convicted of sexually assaulting two women in the early 2000s
09:02He received a prison sentence of 30 years to life for these crimes
09:06Masterson's sentencing led to the discovery of an old clip from his
09:092004 appearance on late night with Conan O'Brien
09:12When asked about his lack of a Long Island accent the actor's response was an uncomfortable joke with a vulgar undertone
09:19Like my friend body often he always teases me and he says hi. My name is Danny Masterson
09:23My boss perhaps sarcastically O'Brien quipped that Masterson's day of reckoning would soon come
09:30It may have taken nearly two decades, but that statement ultimately came to fruition
09:35I've heard about you
09:37And you'll be caught soon. I know you will I will
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09:56Number one Bill Cosby
09:58Disgraced actor and comedian Bill Cosby has faced dozens of sexual assault allegations throughout his career
10:05Many of his accusers claim that Cosby drugged them before committing the despicable acts
10:10These allegations may not come as a surprise
10:13Considering that in a 1991 interview on CNN's Larry King live
10:17Cosby seemingly alluded to spiking people's drinks
10:21Speaking with King the comedian made a joke about Spanish fly a drug used as an aphrodisiac
10:26We will still be searching for Spanish flies
10:30Cosby talked about dropping the pill in a lady's drink as a means of having one's way with her
10:35Even King joins in on the topic concluding Cosby's lewd joke with she's yours
10:41We'd say it's a disturbing clip, but even that seems like an understatement
10:45And the girl would drink it and she's your hello America
10:49What other celeb interview do you think needs a reassessment sound off in the comments? Was it? All right?
10:54I mean we do was it hard to do?
10:56No, he just happened
10:58Do you agree with our picks check out this other recent clip from Ms
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11:15You