Top 20 Hilarious Stephen Colbert Moments

VOICE OVER: Patrick Mealey
WRITTEN BY: Andy Hammersmith

From satirical political commentary to celebrity encounters, this comedian has made us laugh for decades! Join us as we count down our picks for the most hilarious Stephen Colbert moments. Our countdown includes his epic rap battles, memorable character work, political stunts, and unforgettable celebrity interactions that showcase his quick wit and comedic genius! From creating a real Super PAC, to his legendary White House Correspondents' Dinner roast, to improvising with Nicki Minaj, to fighting Bruce Willis on The Late Show, to his iconic "Truthiness" segment—Colbert consistently delivers comedy gold. Did we forget another unforgettable Colbert moment? Let us know in the comments below!

  • #20: Teaming Up with Jon Stewart & John Oliver
  • #19: LOTR Rap
  • #18: Bruce Willis vs. Stephen Colbert
  • #17: Nicki Minaj's Colbert Rap
  • #16: Not Yet
  • #15: Islam vs. Christianity
  • #14: Prince Charles Report
  • #13: Fighting Conan O'Brien & Jon Stewart
  • #12: "Friday" Cover
  • #11: The Word: Truthiness
  • #10: Getting Daft Punk'd
  • #9: Only in Monroe
  • #8: Crude Political Drawings
  • #7: Tuck Buckford
  • #6: Colbert Election Coverage
  • #5: Colbert vs. O'Reilly
  • #4: Presenting at the Emmys
  • #3: Putin's Holster
  • #2: Burning Bush at the White House Correspondents' Dinner
  • #1: Colbert Super PAC

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Tags:

Stephen Colbert, Colbert Report, Late Show, Jon Stewart, John Oliver, Nicki Minaj, Bruce Willis, Daft Punk, Super PAC, White House Correspondents Dinner, Truthiness, Bill O'Reilly, Tuck Buckford, Alex Jones, Daily Show, Friday cover, Conan O'Brien, LOTR rap, Eminem, Only in Monroe, Trump, comedy, political satire, late night, Emmy Awards, Putin Holster, election coverage
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