He's slow jammed the news with Jimmy Fallon. He's dropped the mic at the White House Correspondents Dinner. He's even gotten coffee with Jerry Seinfeld. But today, President Barack Obama  turns 55! President Barack Obama
                                          President Barack Obama  
And if one things for sure from looking back at the current Leader of the Free World's two-term presidency, he's got a handle on pop culture. In fact, POTUS became the first sitting president to appear on a late-night talk show with his 2009 visit to The Tonight Show with Jay Leno. From that moment on, we knew Obama was far more than just our wanna-be hip dad—his one-liners and zingers actually land (at least most of the time). 
So in honor of the president's milestone birthday, let's relive a few of Obama's greatest moments in entertainment in the gallery below.