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Entertainment

David Letterman: Top 10 memorable moments

From a heartfelt monologue after 9/11 to bizarre celebrity interviews, CBC News offers a look at some of the more memorable moments from David Letterman's time as host of the Late Show.

From a heartfelt monologue after 9/11 to bizarre celebrity interviews

U.S. President Barack Obama is interviewed during a taping of the Late Show with David Letterman in New York May 4, 2015. (Jonathan Ernst/Reuters)

From a heartfelt monologue after the Sept. 11, 2001, attacks to some truly bizarrecelebrity interviews, David Letterman has provided viewers with plenty of special moments as the host of a late-night talk show.

He retiredWednesday and turn the Late Show over to comedian Stephen Colbert after more than 30 years as host.

Here is a look at some of Letterman's more memorable moments.

1st show after 9/11 attacks

Letterman opened his first show after the Sept. 11, 2001,attacks with a heartfelt monologue heaping praise on New York's then-mayor Rudy Giuliani and its firefighters and police. Visibly emotional, he also described a small town in Montana with a population of 1,600 that had recently donated money to the City of New York.

"If we are going to continue to do shows, I just need to hear myself talk for a couple of minutes," he said during the taping of the Sept, 17, 2001, show.

Warren Zevon

MusicianWarren Zevon was the featured guest for an entire episode that aired onOct. 30, 2002, after hehad been diagnosedwith cancer. He performed songs and talked with Letterman about his life and how things had changed.

"You're reminded to enjoy every sandwich, and every minute of playing with the guys, and beingwith the kids and everything," Zevon said. He died less than a year after the interview.

Admits to having sex with colleagues

Letterman admitted to having sexual relationships with some female staffers during his show on Oct. 1, 2009, after a man threatened to publicize the information if Letterman didn't pay him $2 million. The host spent 10 minutes outlining how the scenario unfolded, which he said had been a "very bizarre experience."

He later apologized to his current female colleagues, saying journalists had been asking if they were in a relationship with Letterman when the events he was describing happened in the past.

Crispin Glover

The hostwalked off his own set during an uncomfortable appearance by Crispin Glover on July 28, 1987. The actor was behaving erratically, rambling about the press and challenging Letterman to an arm-wrestle before kicking the air nearthe host's face.

Letterman stood up and walked away saying he had to check on the Top 10 list.

"He came very close to denting my head with those giant shoes, so I thought: I don't need that," he said later in the showwhile explaining why Glover had left. "I'm 40, I went to college."

It has been speculated since that Glover, known for his performance as George McFly in Back to the Future, was performing "in character" to promote a new movie, Rubin and Ed. The actor himself has never confirmed it was an act.

Madonna

Madonna and Letterman traded barbs with each other during a memorable interview in 1994. Madonna said he had changed since she was first on the show, suggesting he kisses up to his guests. While smoking a cigar, she also repeatedly cursed as an exasperated Letterman tried to get her to stop.

"Will you stop it? Ladies and gentleman, turn down your volume," he said.

Joaquin Phoenix

The actor gave a downright unusual interviewon the Late Show in February 2009. Sporting long, unkempthair and a bushy beard, Phoenix mumbled throughout an interview, as Letterman joked about his appearance and an alleged foray into hip-hop music.

Phoenix later apologized and admitted he was putting on an act for an upcoming film, I'm Still Here, but it still makes for an entertaining watch.

John McCain ditches Letterman

John McCain became the target of Letterman's jokes after cancellingan appearance on the Late Show at the last minute during his presidential bid in 2008. The senator said he had to return to Washington to help fix the economy.

Although he hailed McCainas a war hero, Letterman poked fun at his campaign and lambasted the alleged experience ofhis running mate Sarah Palin. Letterman later showed footage of McCain setting up for an interview with CBS News's Katie Couricat the same time he was supposed to be on his show.

Sarah Palinapology

Letterman apologizedafter a sexual joke about Sarah Palin'sdaughter prompted outrage from her family. He had suggested Palin's daughter had been impregnated bybaseball player Alex Rodriquez while she wasin New York.

He said the joke was about her 18-year-old daughter Bristol, but in fact her 14-year-old daughter had actually attended the game. He said the confusion was his fault and that the joke was "beyond flawed."

Drew Barrymore's birthday surprise

A very energetic Drew Barrymoreseemed to shock Letterman with merely mentioning that she had been to a "nude performance dance club," during a 1995 interview that happened to be on his birthday.

He seemed downright flabbergasted aftershe asked his house band for some blues, jumped up on his desk and started dancing. Then she lifted up her shirt before getting down and resuming the interview.

Kaufman-Lawler feud

Letterman had comedian Andy Kaufman and wrestler Jerry Lawleron the showduring a public (and staged) feud between the two in 1982.

Kaufman demanded an apology for alleged injuries he suffered while the two wrestled in Memphis, Tenn.

Lawler stood up as the show was going to a break and appeared toslapKaufman hard enough that he fell out of his chair. The comedian later returned and unleashed an expletive-filled tirade before tossing coffee on the wrestler and high-tailing it out of there.

It may have been faked but it was certainly entertaining.