- 2009: Co-produced and co-wrote "Dance Flick" with brothers; directed by nephew Damien Dante Wayans
- 2009: Cast as Ripcord in the big-screen version of "G.I. Joe: The Rise of Cobra"
- 2007: Featured in the Eddie Murphy comedy, "Norbit"
- 2006: Co-created (with Keenen and Shawn) the Nickelodeon animated series, "Thugaboo"
- 2006: Co-wrote and co-starred with brother Shawn in the comedy, "The Little Man"; directed by brother Keenen Ivory Wayans
- 2004: Co-wrote and co-starred with brother Shawn, as FBI agents that go undercover as hotel heiresses, in "White Chicks" directed by brother Keenen Ivory Wayans
- 2004: Joined Tom Hanks for the Coen brothers' remake of "The Ladykillers"
- 2001: Again portrayed Shorty Meeks in "Scary Movie 2"
- 2000: Co-wrote and co-starred in the box-office hit "Scary Movie"
- 2000: Offered a dramatic turn as a drug user in Darren Aronofsky's "Requiem for a Dream"
- 1998: Played the lead in the comedy "Senseless"
- 1996: First produced feature, "Don't Be a Menace to South Central While Drinking Your Juice in the Hood"; also co-wrote and starred in the film
- 1995: Co-created and co-starred, with brother Shawn, in the WB sitcom "The Wayans Bros."
- 1994: Featured in the basketball drama, "Above the Rim"
- 1992: Made feature debut, opposite brother Damon Wayans, in "Mo' Money"
- 1990: Made TV debut as regular on FOX's "In Living Color"
- Appeared in several nationally broadcast commercials




