Paul Shaffer talks David Letterman sign-off: Which guests flirted the most?

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Paul Shaffer Talks David Letterman Sign-Off: Which Guests Flirted the Most?

After three decades of interviews with celebrities, David Letterman's longtime Late Show musical director and sidekick Paul Shaffer chatted with Melissa Rivers about who was the most flirty guest.

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Jennifer Aniston, Demi Moore, Charlize Theron and Drew Barrymore had fun rapport with Letterman, but perhaps none more than Julia Roberts, who was known to plant a kiss on the funnyman's lips every now and again.

"We can all remember of course his relationship with Julia Roberts, you know, and she flirted right back," Shaffer said.

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Paul Shaffer talks David Letterman sign-off: Which guests flirted the most?
NEW YORK - DECEMBER 12: Julia Roberts catches up with Dave on the Late Show with David Letterman Thursday Dec. 12, 2013 on the CBS Television Network. (Photo by Jeffrey R. Staab/CBS via Getty Images)
NEW YORK, NY - APRIL 02: David Letterman appears outside the 'Late Show with David Letterman' at Ed Sullivan Theater on April 2, 2014 in New York City. (Photo by Donna Ward/Getty Images)
MUNCIE, IN - NOVEMBER 26: David Letterman attends 'A Conversation With David Letterman And Oprah Winfrey' at Ball State University on November 26, 2012 in Muncie, Indiana. (Photo by Ron Hoskins/Getty Images)
NEW YORK - APRIL 3: Actor Johnny Depp chats with Dave about his new movie 'Transcendence' on the Late Show with David Letterman Thursday April 3, 2014 on the CBS Television Network. (Photo by Jeffrey R. Staab/CBS via Getty Images)
LATE NIGHT WITH DAVID LETTERMAN -- Pictured: (l-r) Comedian Jay Leno, host David Letterman -- (Photo by: NBC/NBCU Photo Bank via Getty Images)
LOS ANGELES - JUNE 25: Marine Lance Cpl. William Kyle Carpenter, recipient of the Congressional Medal of Honor, is welcomed to the Thursday CBS Late Show by host David Letterman. (Photo by John Paul Filo/CBS via Getty Images)
NEW YORK - JULY 30: Jay Carney and Late Show host David Letterman discuss White House press briefings during Wednesday's 7/30/14 taping in New York. (Photo by John Paul Filo/CBS via Getty Images)
NEW YORK, NY - AUGUST 20: 'Late Show with David Letterman' host David Letterman plays a tennis match against Serena Williams at Ed Sullivan Theater on August 20, 2014 in New York City. (Photo by Taylor Hill/FilmMagic)
THE VIEW - 5/12/14 After 17 incredible seasons and 10 different female panelists, Barbara Walters says farewell to live daily television with her final co-host appearance this week on 'The View,' the daytime program she created for ABC. 'The View' airs Monday-Friday (11:00 am-12:00 pm, ET) on the ABC Television Network. Today's special guests include David Letterman, Michael J. Fox and guest co-host, Jane Fonda. (Photo by Lou Rocco/ABC via Getty Images)
NEW YORK - APRIL 22: Stephen Colbert, future host of the LATE SHOW, talks to David Letterman when Colbert visits the LATE SHOW with DAVID LETTERMAN, Tuesday, April 22 (11:35 PM-12:37 AM, ET/PT) on the CBS Television Network. (Photo by Jeffrey R. Staab/CBS via Getty Images)
NEW YORK - MAY 5: Peyton Manning and Late Show host David Letterman try their passing skills at moving New York City cabs with open windows during Monday's taping 5/5/14 in New York. (Photo by John Paul Filo/CBS via Getty Images)
NEW YORK - APRIL 22: Stephen Colbert, future host of the LATE SHOW, talks to David Letterman when Colbert visits the LATE SHOW with DAVID LETTERMAN, Tuesday, April 22 (11:35 PM-12:37 AM, ET/PT) on the CBS Television Network. (Photo by Jeffrey R. Staab/CBS via Getty Images)
NEW YORK, NY - APRIL 02: Talk Show Host David Letterman is seen on April 2, 2014 in New York City. (Photo by DVT/Star Max/GC Images)
Kennedy Center Honoree comedian and late night talk show host David Letterman arrives for an event in the East Room of the White House December 2, 2012 in Washington, DC. Obama and US First Lady Michelle Obama attended the event at the White House with the 2012 Kennedy Center Honorees before to celebrate their contribution to the arts before heading to the Kennedy Center for the honors program. AFP PHOTO/Brendan SMIALOWSKI (Photo credit should read BRENDAN SMIALOWSKI/AFP/Getty Images)
Actor Dustin Hoffman (L) chats with comedian and late night talk show host David Letterman during an event in the East Room of the White House on December 2, 2012 in Washington. US Presidenmt Barack Obama and First Lady Michelle Obama attended the event at the White House with the 2012 Kennedy Center Honorees to celebrate their contribution to the arts before heading to the Kennedy Center for the honors program. AFP PHOTO/Brendan SMIALOWSKI (Photo credit should read BRENDAN SMIALOWSKI/AFP/Getty Images)
THE TONIGHT SHOW STARRING JOHNNY CARSON -- Pictured: (l-r) Announcer Ed McMahon, guest host David Letterman in the 1970s -- (Photo by: Gary Null/NBC/NBCU Photo Bank via Getty Images)
NEW YORK - NOVEMBER 13: Stupid pet tricks with Late Show Host David Letterman on Tuesday, Nov. 13, 2012 on the CBS Television Network. (Photo by Heather Wines/CBS via Getty Images) *** Local Caption)
NEW YORK - APRIL 17: Late night talk show host Conan O'Brien chats with Dave when he visits the Late Show with David Letterman, Thursday May 17, 2012 on the CBS Television Network. (Photo by Jeffrey R. Staab/CBS via Getty Images)
NEW YORK - MARCH 19: First Lady Michelle Obama talks with Late Show host David Letterman during Monday's 3/19/12 taping in New York. (Photo by John Paul Filo/CBS via Getty Images)
NEW YORK, NY - SEPTEMBER 11: David Letterman jokes around with photographers at 'Late Show with David Letterman' at Ed Sullivan Theater on September 11, 2014 in New York City. (Photo by Taylor Hill/WireImage)
THE TONIGHT SHOW STARRING JOHNNY CARSON -- Pictured: Guest host David Letterman on March 26, 1979 -- Photo by: Paul Drinkwater/NBC/NBCU Photo Bank
American comedian and television show host David Letterman, circa 1980. (Photo by Maureen Donaldson/Getty Images)
Host David Letterman and tennis player Maria Sharapova during a taping of 'Late Show with David Letterman' at the Ed Sullivan Theater on April 21, 2008 in New York City. (Photo by Joe Kohen/WireImage)
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Letterman's not the only one who saw some action on the show. Shaffer remembered Barbara Walters being very friendly to him during one of her earlier appearances.

"The first time Barbara Walters came up she gave me a big kiss," Shaffer said.

NEWS: David Letterman Announces His Last Day as Late Show Host

Some of Melissa's favorite Late Show moments involved her late mother Joan, who was a favorite of Letterman's.

"She was money in the bank when she would come on this show," Shaffer raved. "What Dave loved in a guest was somebody with whom you could just sit back and let them work, and that was the case with her."

ET first visited Letterman and Schaffer 32 years ago when the show was still on NBC. Even then, Shaffer was shaping his legacy.

NEWS: David Letterman's Top 10 Late Show Moments

"I'm the Ed McMahon of the '80s," Shaffer said at the time. "That's how I want to be remembered,"

David Letterman: A Life on Television airs Monday at 9:30 p.m. ET/PT on CBS.

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