3. CHAPPELLE’S SHOW (2004)

It’s the slap that’ll forever keep Rick James relevant within today’s 30-and-under crowd and give Charlie Murphy a reason to feel famous. If Dave Chappelle’s impersonation of Rick James isn’t the funniest thing in Chappelle’s Show’s history, it’s certainly the most quoted and remembered.

Ever since that February 11, 2004, night when the “Charlie Murphy’s True Hollywood Stories: Rick James” first aired, the words “I’m Rick James, bitch” have been synonymous with the sorely missed Comedy Central hit program. To this day, Chappelle’s exaggerated impression of the late drug-addled R&B icon is still hilarious, and the skit’s apex remains the part when James tells Murphy what “the five fingers said to the face.” If you don’t know the next word, we have five other ones for you: Fuck yo' sense of humor!