Suggestions by @kavontehuffman

André 3000

as The Deacon in First Sunday (2003)

Sheryl Lee Ralph

as Sister Doris in First Sunday (2003)

Dave Chappelle

as Ricky in First Sunday (2003)

Chris Rock

as Leejohn James Jacob Jackson in First Sunday (2003)

Eddie Murphy

as Durrell Washington in First Sunday (2003)

Omarion

as Wildboy in A Day In The Life (2005)

Shad Moss

as Pinky in A Day In The Life (2005)

Bokeem Woodbine

as Ali in A Day In The Life (2005)

Treach

as Brian Smith in A Day In The Life (2005)

Keesha Sharp

as Boopsy in A Day In The Life (2005)

Page Kennedy

as Red in A Day In The Life (2005)

Kevin Hart

as L Mob in A Day In The Life (2005)

Michael Blackson

as Jah in A Day In The Life (2005)

Keith David

as Sam in A Day In The Life (2005)

Faizon Love

as Armor in A Day In The Life (2005)

Harold Perrineau

as Killer Mike in A Day In The Life (2005)

Kenya Moore

as Heaven in A Day In The Life (2005)

Snoop Dogg

as Murder in A Day In The Life (2005)

Garcelle Beauvais

as P in A Day In The Life (2005)

Anthony Anderson

as Black Ike Smith in A Day In The Life (2005)