Todd is at the pinnacle of his game; a great job, great friends and more women than he knows what to do with. He owns a lounge that frequents some of the finest women and talent mid-town Chicago has to offer. Unsatisfied with his level of romantic achievements, he goes on a quest to date three women at one time. He believes the laughable exhaustion of just keeping his story straight is his only penance to pay until he finds out that all three women share a common bond and the aftermath is more than he bargained for.

Robert (Henson) picked the wrong time to meet his soul mate! After being fired from his own father's company, he feels like his luck has run out - until Morgan (Dennis) enters into his life. Just as things start to heat up between them, trouble brews as Morgan's ex-husband (Rucker) vows to get her back and Robert's gold-digging ex-girlfriend (Hubbard) returns with an agenda of her own. With the help of his cousin (Keyes), Robert's about to find out how much good can come out of a bad situation in this charming romantic comedy that's good to the last drop.