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. Undeterred by the rejection, C-Note takes a chuck of cheddar and purchases the house conveniently located next to the seventeenth green, which pretty much guarantees a membership in the club. The brash and bold rapper brings his entourage to his new crib and the club, showing the stick-in-the-mud members their ATL way of life. Horrified by C-Note’s presence, club president Cumming (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 elites and the streets. 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. This trio’s tails will have your head spinning and your loins aching!