Who's Your Caddy? (2007)

It’s the streets versus the elites in the outrageous comedy Who’s Your Caddy? (2007). When C-Note (Big Boi), a street-smart, Atlanta-based rap mogul, tries to become a member of the all-white and very uptight Carolina Pines Country Club, he gets turned down and ridiculed. They rejected Bill Clinton for being too black, and C-Note thought they'd accept him? Undeterred by the rejection, C-Note takes a chunk of cheddar and purchases the house conveniently located next to the seventeenth green, which means they'll need to make him a member or risk him ruining everyone's golfing experience for decades. Horrified by C-Note’s presence, club president Cummings (Jeffrey Jones) and his crew go to great lengths in an attempt to get the boisterous rapper’s membership revoked, which leads to a hilarious battle between the Waspy whites and C-Notes crew. Often compared to a black version of Rodney Dangerfield's character in Caddyshack (1980), critics and audiences alike might not have loved this one, but as a huge fan of beefy black men Mr. Man was teeing off on himself watching this flick! In between all the fun, Faizon Love, Finesse Mitchell, and Chase Tatum give us a look at their rumps while shaving in the buff in the club's bathroom. Chase is the white former bodybuilder, Faizon's the beefy, plus sized fella, and Finesse is the thin black man squeezed between the both of them. Talk about the real 19th hole! This trio’s tails will have your head spinning and your loins aching! Do they need us to grab ahold of their ball bags? Who's Your Caddy? had usbegging to play the back nine with a new golfer daddy!