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David Letterman Was Patient With Cher Despite Her Vulgar Remarks That Threw Him "Off His Game" - TheThings

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Highlights

  • Cher called David Letterman an "a--hole" during their first interview in 1986, causing tension and awkwardness.
  • Letterman had wanted Cher on his show for four years and she finally agreed, but she still found him lacking in provocation.
  • Cher demanded that Letterman's team pay her $25,000 hotel bill and mentioned it again during a later concert, revealing it was not just a joke.

It took a lot of convincing to get Cher on The Late Night with David Letterman in 1986. And when she got there, she told the host he wasn't "provocative" enough. Soon, things escalated, and the singer started calling Letterman an "a---ole."

The music icon is known to make things awkward when asked about rumors like that time with James Corden. So it was no surprise that even the 11th richest late-night personality was "thrown off his game" following the vulgar exchange.

Cher seemed to enjoy the situation and even demanded Letterman's team to pay her $25,000 hotel bill. Here's the truth about the Moonstruck star's relationship with the "invasive" tear-jerker host.

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Why Cher Called David Letterman An "A--Hole" In Their First Interview In 1986

In his introduction of Cher, Letterman revealed that they'd "wanted this woman on the show for four years." They had also asked her at least 81 times to come on the show. He then joked that the singer was convinced to be there "through a lapse of judgment."

A minute into the interview, the Believe songstress asked, "Is this as good as it gets?" Letterman responded by assuring her that he'd prepared "interesting, provocative stuff." He then asked why Cher finally decided to come on his show, which he answered with a laugh. "I don't know. I thought it was one reason, but I'm sure that couldn't be it," she explained.

"I want to pay my hotel bill. I have a huge hotel bill," she joked. But Letterman wanted the truth, so Cher blurted out: "I thought I would never want to do this show with you." The host asked, "Why, because you thought I was..." — "An a--hole," said the Oscar winner. The audience started booing and clapping at the same time.

As it turned out, Cher had told a Late Night staffer about her thoughts on Letterman prior to the interview. The two tried to keep the show going, but the latter admitted: "You know, with that a--hole remark, you kinda threw me off. You're the first person to call me that in person though. I'm sure they mutter that on the way out sometimes."

In 1986, Cher shocked the Oscars crowd with her bare-midriff "revenge dress" and towering feathered headdress.

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Late Night With David Letterman Agreed To Pay Cher's $28,000 Hotel Bill

Late Night With David Letterman Agreed To Pay Cher's $28,000 Hotel Bill
via: Instar

Cher mentioning her hotel bill wasn't just a joke. But during her 2017 concert at MGM National Harbor in Maryland, Cher recalled: "I had a $28,000 hotel bill and Dave Letterman had always asked me to be on his show. And I said, 'Yes if you have $28,000.' But they said no. Then they called back and said yes!"

She even spilled the moment she called Letterman "cruel" when the execs asked her why she didn't want to be on the show. "The producers said, 'Why did you never want to be on the show before this?' and I said, 'Because [Letterman] is very smart and funny but he can be so cruel if he doesn't like the people,'" she shared.

During the interview, Letterman famously denied the bill coverage, saying: "If you think this show will cover that hotel bill, you were sadly misled." Despite it being an awkward episode, fans praised Cher for being "assertive" and "honest." A netizen even wrote: "Cher is classy. I love when she told Letterman, 'Wait a minute I'm not finished'...she clearly owns her space."

Here are the times Cher, 77, absolutely owned Hollywood:

1962-1967

Rise to stardom as musical duo, Sonny and Cher

1971-1974

The Sonny & Cher Comedy Hour; first musical comeback; won the Golden Globe for Best Actress in Television Series Musical or Comedy

1979-1982

Second musical comeback; residency show in Las Vegas

1982-1986

Acting focus; first Oscar nomination (Best Supporting Actress); won the Best Supporting Actress Golden Globe for Silkwood

1987-1992

Won the Oscar and Golden Globe for Best Actress for Moonstruck; third musical comeback

1992-1999

Directorial debut; fourth musical comeback - Believe era

2002-2009

Successful tour; Las Vegas residency (200 performances in three years)

2010-2017

Starred in Burlesque; Touring

2018-2023

Film return - Mamma Mia! Here We Go Again; First-ever Christmas album, Christmas - released in October 2023

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Cher Kissed David Letterman On The Late Show's Final Season In 2015

Cher Kissed David Letterman As An Apology In 2015
via: YouTube

In 2015, before Letterman's Late Show ended, Cher made a surprise cameo where she finally addressed their awkward first interview. "For a number of years, there's something that I've always wanted to get straight between us," said the After All performer back then.

She continued: "This is one thing that I really mean from the bottom of my heart, I'm not kidding, no bulls--t: I really love you and I'm going to miss you." The Mask alum went on to kiss the host which he said was "nice." He was speechless for a bit. Then he said, "Very sweet of you." And just when he was about to cry, Cher quipped, "And you're still an a--hole."

Cher has released a total of 27 studio albums and has sold over 100 million records worldwide.

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David Letterman Was Patient With Cher Despite Her Vulgar Remarks That Threw Him "Off His Game" - TheThings
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