While continuing to work on his live act, Chappelle managed to land a few key supporting roles -- as the cruel comic making fun of Eddie Murphy in The Nutty Professor (1996) and as a manic convict in Con Air (1997). In 1998, Chappelle co-wrote and starred in the pothead caper film Half Baked and played Tom Hanks' best friend in the romantic comedy You've Got Mail.
Chappelle's popularity has grown tremendously thanks to his 2000 HBO stand-up special, Killin' Them Softly, and the 2003 debut of his sketch comedy series, "Chappelle's Show," on Comedy Central.
In this valentine to modern romance, book superstore magnate Joe Fox (Tom Hanks) and independent book shop owner Kathleen Kelly (Meg Ryan) fall in love in the anonymity of the Internet -- both blissfully unaware that he's trying to put her out of business. Director Nora Ephron's Golden Globe-nominated romantic comedy puts romance on the ropes -- and forces two people to make tough decisions about life, love and livelihood.
- Robin Hood: Men in Tights
- The Nutty Professor
- Con Air
- Half Baked
- Blue Streak
- Chappelle's Show
- Richard Pryor: Omit the Logic
- Dr. Katz: The Complete Series
- Dave Chappelle: For What It's Worth
- Richard Pryor: I Ain't Dead Yet #*%$#@!!
- Inside the Actors Studio: Dave Chappelle
- Best of the Larry Sanders Show
- 200 Cigarettes
- Undercover Brother
- Dave Chappelle's Block Party
- Def Comedy Jam: Vol. 1
- Beef 4
- Comedy Central's Home Grown
- High Times Greatest Hits
- Just for Laughs: Stand-Up: Vol. 3