13. WHO’S YOUR CADDY? (2007)
Starring: Big Boi and Lil Wayne
Why it sucks: In ’07, rap fans worldwide breathed a sigh of relief, because, finally, hip-hop’s answer to Caddyshack had arrived. How could it go wrong? Stick a rapper who shouldn’t be acting in the first place (Big Boi of Outkast) in some ugly golf clothes and surround him with loud black sidekicks, as well as an uptight and square white antagonist.
That’s box office gold, no? Nope, not at all. Deservedly so, the brutally unfunny Who’s Your Caddy? made less money than Witch Doctor (look him up, Outkast newbies) in 2007.