Coolio

as Self (archive footage)

as Don Luscious

as Coolio

as Self

as Self

as Self

as Self

as Mr. Wence

as Self

as Self

as Self

as Self

as Manny

as Self - Contestant

as Wax Coolio (voice)

as Self

as Self

as Self

as Roger

as Self

as Kwanzaa-bot (voice)

as The Flow

as Self

as Michael Adkins

as Coolio (voice)

as Emcee

as Self

as Coolio

as Self

as Self (archive footage)

as Capt. Bergen

as Dunzio Day

as Coolio

as 187

as Franky

as Self

as Big Heat

as Ice

as Self

as Brad Vorman

as Dante Jackson (Director's Cut)

as Self

as Cool

as Outlaw

as Self

as Self

as Self

as Self

as T

as Coolio

as Self

as Carl Wright

as Officer Harris

as Coolio

as Jeff Cort

as Principal

as Replikon (voice)

as Self (uncredited)

as Officer Starkey

as Luther / 'Lucifer'

as Tyrone / Jerome / Cherone

as Self

as Kwanzaabot (voice)

as Lazarus Demon

as Coolio

as Self - Panelist

as Dion Brothers

as Lt. Gil Suggs

as Self

as Banker

as Self

as Self

as Gerard

as Sex Educator

as Julius 'C-Roc' Ruby

as Coolio

as Ernest Pierce

as Coolio

as Self

as Self

as The Bacchus Host

as Self - Musical Guest

as Coolio (voice)

as Coolio

as Irwin

as Coolio

as Self

as Self

as Self - Musical Guest

as Self

as Veep

as Coolio

as Uncle Ray