Dave Chappelle

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During his third season, Dave began questioning his work on the show. From the very first episode, Dave's sketches sparked controversy. But, over time, he says some of his sketches started to make him feel "socially irresponsible."

One particular sketch still disturbs Dave today. The skit was about a pixie (played by Dave) who appeared in black face, which Dave describes as the "visual personification of the n-word."

"There was a good-spirited intention behind it," Dave says. "So then when I'm on the set, and we're finally taping the sketch, somebody on the set [who] was white laughed in such a way—I know the difference of people laughing with me and people laughing at me—and it was the first time I had ever gotten a laugh that I was uncomfortable with. Not just uncomfortable, but like, should I fire this person?"

After this incident, Dave began thinking about the message he was sending to millions of viewers. Dave says some people understood exactly what he was trying to say with his racially charged comedy...while others got the wrong idea.

"That concerned me," he says. "I don't want black people to be disappointed in me for putting that [message] out there. ... It's a complete moral dilemma."