1. Shaq-Fu

If you want to debate that Shaquille O'Neal is not a musician, I ask you only to reach into your memory banks. His first album, Shaq Diesel, reached #25 on the Billboard 200 and went platinum. His second, Shaq-Fu: Da Return, reached #69 on the same chart and went gold. Plus, Shaq had guest performers from Wu-Tang, including RZA, Method Man, and Redman - essentially a stamp of approval for hip-hop artists. Unfortunately, Shaq-Fu the video game was the precursor for Wu-Tang's Shaolin Style. 

Shaq-Fu was a kung-fu inspired fighting game that involved basketball, alternate dimensions, and mummies. The game is notorious for it's terrible hit detection, and is probably a leading cause for controller fatalities in the mid-1990's. Though Shaq himself is indeed a playable character, the rest of the cast are characters from the game's absurd story mode that players could've cared less about. The SNES version got the short end of the stick with five fewer playable characters, in addition to the Genesis version coming packaged with a CD single of "Stand and Deliver" from Shaq-Fu: Da Return. 

Amazingly, Shaq-Fu has achieved an odd sort of cult status by its inclusion on dozens of lists like this one.