Coolio

Has 18 songs in the following movies and television shows

Fantastic Voyage - Timber Mix
Fantastic Voyage - Timber Mix
Fantastic Voyage
Fantastic Voyage
Gangsta's Paradise (feat. L.V.)
Gangsta's Paradise (feat. L.V.)
Sonic the Hedgehog - Poster
Song from official trailer #1.
Gangsta's Paradise (feat. L.V.)
Gangsta's Paradise (feat. L.V.)
Raising Dion - Poster
Dion uses his powers to land a perfect skateboard jump.
Fantastic Voyage
Fantastic Voyage
Fantastic Voyage
Fantastic Voyage
Gangsta's Paradise (feat. L.V.)
Gangsta's Paradise (feat. L.V.)
Gangsta's Paradise
Gangsta's Paradise
Pain and Gain - Poster
They walk out of the gun store with their newly acquired weapons. Song continues as they talk about the plan.
Gangsta's Paradise
Gangsta's Paradise
Bad Teacher - Poster
Montage as Elizabeth starts ripping off the school to get money after her parent-teacher talks.
Gangsta's Paradise
Gangsta's Paradise
The Green Hornet - Poster
Britt and Cato sing this song in the car as they drive in their new pimped out car. They call Lenore (Cameron Diaz) to ask The Green Hornet should do next.
Gangsta's Paradise
Gangsta's Paradise
Angel - Poster
Gunn approaches the casino. 
(I'm In Love With) Mary Jane
(I'm In Love With) Mary Jane
Gangsta's Paradise (feat. L.V.)
Gangsta's Paradise (feat. L.V.)
Rollin' With the Homies
Rollin' With the Homies
Clueless - Poster
Elton nurses a concussed Tai back to health and asks her to dance with him.
Thru the Window
Thru the Window
Smokin' Sticks
Smokin' Sticks
Can-O-Corn
Can-O-Corn
Sticky Fingers
Sticky Fingers