Watch Howard Stern Try to Kiss David Letterman Goodbye

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On The Late Show Monday night, David Letterman’s interview with radio personality Howard Stern took a cringe-worthy turn when Stern tried to say goodbye by planting a kiss on the comedian, whose last show is May 20—not once, but twice. He was hardly subtle about it, too, shouting “KISS ME! KISS ME!” as Letterman squirmed and tried to run away.

Perhaps he was trying to one up Tina Fey, who bid farewell by taking off her clothes.

Photos: David Letterman’s Early Career

Mork & Mindy
One of David Letterman's earliest roles before he made it as a television host was as a guest star on Mork & Mindy.CBS/Getty Images
The Tonight Show Starring Johnny Carson
Before he received his own show, Letterman was a regular guest host for The Tonight Show Starring Johnny Carson. Above, he is seen interviewing Betty White.Paul Drinkwater—NBC/Getty Images
Truma Capote and David Letterman on the David Letterman show.
In 1980, Letterman finally got his own morning comedy show, The David Letterman Show. Above, he is seen interviewing Truman Capote.Time & Life Pictures/Getty Images
Late Night with David Letterman
After the cancellation of his morning show, Letterman was given a new show and time slot, Late Night With David Letterman which immediately followed The Tonight Show Starring Johnny Carson. The first version of the Late Night franchise, debuted on February 1, 1982 and would eventually be succeeded by Conan O’Brien, seen above.Al Levine—NBC/Getty Images
Ed Sullivan Theater which is owned by CBS has the Late Show
Letterman left NBC for CBS to start the Late Show with David Letterman when NBC gave the reigns of The Tonight Show to Jay Leno instead of him after Johnny Carson's retirement. The first show debuted on August 30, 1993, with Letterman's retirement announced for 2015.New York Daily News Archive/Getty Images

Pucker Up: 15 Awkward Political Kisses

Sen. Ted Cruz (R-TX) Announces His Run For President At Liberty University
Texas Sen. Ted Cruz kisses his wife before walking onstage to speak at Liberty University in Lynchburg, Va., to announce his presidential candidacy on March 23.Mark Wilson—Getty Images
APTOPIX G8 Summit
President Barack Obama gives German Chancellor Angela Merkel a kiss on the cheek on arrival for the G8 Summit on May 18, 2012 at Camp David, Md.Charles Dharapak—AP
John Kerry Rally Delayed by Close Vote
Democratic presidential candidate John Kerry kisses his wife Teresa Heinz Kerry at a victory rally after the U.S. senator from Massachusetts was projected the winner in the Wisconsin primary Feb. 17, 2004 in Madison, Wisc.Chris Hondros—Getty Images
Rick Perry Announces He's Dropping Out Of Presidential Race
Republican presidential candidate, Texas Gov. Rick Perry kisses his wife Anita at the end of a news conference at Hyatt Place, Jan. 19, 2012 in North Charleston, S.C.Allison Joyce—Getty Images
Al Gore kisses wife
Former Vice President Al Gore is kissed by his wife Tipper, after addressing the delegates at the Democratic National Convention on July 26, 2004, in Boston.Ron Edmonds—AP
Republican Presidential Candidate Mitt Romney Holds Election Night Gathering In Boston
(L-R) Republican presidential candidate, Mitt Romney, kisses his wife, Ann Romney, in front of Republican vice presidential candidate, U.S. Rep. Paul Ryan (R-WI) and wife, Janna Ryan, on stage after conceding the presidency during Mitt Romney's campaign election night event at the Boston Convention—Exhibition Center on Nov. 7, 2012 in Boston.Matthew Cavanaugh—Getty Images
George W. Bush, Oprah
Republican presidential candidate Texas Gov. George W. Bush kisses talk show host Oprah Winfrey on Sept. 19, 2000 after appearing on her program in Chicago. Wilfredo Lee—AP
US President Barack Obama kisses Hillary Clinton
US President Barack Obama kisses US Secretary of State Hillary Clinton after his speech about health care reform before a joint session of Congress on Capitol Hill in Washington, Sept. 9, 2009. Jason Reed—AFP/Getty Images
Newt Gingrich, Callista Gingrich
Former House Speaker Newt Gingrich kisses his wife Callista after a Republican presidential candidate debate at the Capitol Center for the Arts in Concord, N.H. on Jan. 8, 2012.Charles Krupa—AP
Hillary Rodham Clinton, Nicolas Sarkozy
French President Nicolas Sarkozy, left, kisses goodbye to U.S. Secretary of State Hillary Rodham Clinton on the steps of the Elysee palace after their meeting on Jan. 29, 2010 in Paris.Christophe Ena—AP
Mitt Romney, Ann Romney
Republican presidential candidate and former Massachusetts Gov. Mitt Romney gets a kiss from his wife Ann during his election night rally on Nov. 7, 2012, in Boston.David Goldman—AP
Mayor Bloomberg Appears With The Muppets In Times Square
New York City Mayor Michael Bloomberg kisses Muppet Miss Piggy as Kermit the Frog looks on during a news conference on April 13, 2012 in New York City.Justin Sullivan—Getty Images
George W. Bush, Condolezza Rice
Former President George W. Bush, right, kisses former Secretary of State Condoleezza Rice during the ground breaking ceremony for the President George W. Bush Presidential Center in Dallas on Nov. 16, 2010.LM Otero—AP
Rick Santorum, Karen Santorum
Republican presidential candidate, former Pennsylvania Sen. Rick Santorum kisses his wife Karen before speaking to supporters at an election-night party in the gymnasium of Steubenville High School in Steubenville, Ohio on March 6, 2012.Gene J. Puskar—AP
US President George W. Bush and his dog.
US President George W. Bush is greeted by one of his dogs after arriving from giving the commencement speech at Calvin College in Grand Rapids, Michigan, aboard Marine One on the south lawn of the White House in Washington on May, 21, 2005.Andrew Councill—AFP/Getty Images

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