Bob Dylan with President Obama
The "Tambourine Man" singer didn't think twice when Obama presented him with the Presidential Medal of Freedom in 2012.
Frank Sinatra with President John F. Kennedy
The singer was all-smiles with Kennedy during a Democratic Committee dinner at the Beverly Hilton Hotel.
David Bowie with President Clinton
The "Starman" singer was never under pressure when he hung out with Clinton. In fact, he even performed at Chelsea Clinton's wedding in 2010!
Neil Patrick Harris and Rico Rodriguez with President Obama
In 2012, the actors joined the First Family to light up the Christmas tree at the White House.
Paul McCartney and Oprah Winfrey with President Obama
The Beatles musician and the TV icon were honored by Obama during the 2010 Kennedy Center Honors.
Jamie Hyneman and Adam Savage with President Obama
As part of the White House Science Fair, Obama taped a MythBusters segment with the Discovery Channel hosts covering the Archimedes Solar Ray myth.
Dolly Parton, Steven Spielberg, Smokey Robinson, Andrew Lloyd Webber and Zubin Mehta with President Bush
The 2006 Kennedy Center Honors included a star-studded lineup.
Jon Stewart with President Obama
The comedian traded jibes with Obama on Comedy Central's Indecision 2010 special.
Al Pacino with President Obama
The Godfather star received the National Medal of Arts from Obama in 2012.
Mary J. Blige and Matt Damon with President Clinton
The "Family Affair" singer and the Oscar winner met with Clinton in 2009.
Spike Lee with President Obama
The Do the Right Thing director did the right thing, bringing a pair of Nike Bordeaux Air Jordans to his meeting with Obama.
Spike Lee with President Bush
In 1999, the filmmaker and Bush were just a couple of basketball fans debating whether it's best to slip the screen on the pick-and-roll at the NBA finals.
Marisa Tomei, Shakira, Bono and The Edge with President Obama
No hips were lying during this 2009 meeting with Obama.
Sharon Stone with President Clinton
The Basic Instinct actress shared a laugh with Clinton at a 2007 concert in Vienna.
Kirk Douglas with President Bush
The Detective Story actor shook hands with Bush during a 2002 meeting.
Jeremy Piven with President Clinton
The Entourage actor couldn't help but to get a little starstruck when he met Clinton.
Barbra Streisand with President Clinton
The "Way We Were" singer received the Public Counsel's William O. Douglas Award from Clinton in 2011.
Robert De Niro with President Obama
You looking at him? In 2008, the Taxi Driver star appeared onstage with Obama, who was then a senator.
Kevin Spacey with President Clinton
The House of Cards star shared a hug with Clinton during the 2002 Tribeca Film Festival in New York City.
Martin Scorsese and Steve Martin with President Bush
The Oscar-winning director and the Only Murders in the Building star sat with Bush and his wife, First Lady Laura Bush, during the 2007 Kennedy Center Honors.
Joy Behar with President Obama
The View host snapped a backstage selfie with Obama when he visited the show in 2010.
Jessica Alba and Adrian Grenier with President Clinton
The Sin City star and the Entourage actor appeared onstage with Clinton at a 2009 event for his charity.
Whoopi Goldberg with President Obama
The Sister Act star appeared onstage with Obama during a Broadway fundraiser in 2011.
Uma Thurman with President Clinton
The Kill Bill actress shared a chat with Clinton at the 2011 Women For Women International Gala in New York City.