Terrence Howard has appeared in films with the following musical artists:

OutKast
Macy Gray
Patti LaBelle
50 Cent
Marky Mark
Tyrese
Mos Def
Lou Gossett Jr.
Ludacris
Isaac Hayes
Jamie Foxx
Kid Rock
Mariah Carey
Da Brat
Eric Benét
Jennifer Lopez
Queen Latifah
Ice Cube
Luther Campbell
Master P
Salt-N-Pepa*
Ice-T*
Fab Five Freddy*
KRS-One*
Guru*
Kid Capri*
Kris Kross*
Pete Rock*
Eric B.*
Flavor Flav*
B-Real*
Melle Mel*
Busta Rhymes*
Del tha Funkee Homosapien*
House of Pain*
Bushwick Bill*
Heavy D*
Humpty Hump*
Naughty by Nature*
Run-DMC*

* Cameos in Who's the Man? are cheaty but valid nonetheless.