Despite Mona's initial protests, Dee Dee throws a joint birthday party for the two of them. On the eve of the celebration, Mona discovers Phyllis' story of how Big Dee Dee stole her man, Charles, years ago is actually a lie, throwing Mona into a tailspin .

Mona encourages Dee Dee to become involved with a temperamental recording artist in order to keep him well behaved on a video shoot, but once the relationship starts to heat up, Mona's concerned she may be "pimping" her little sister out .

When Mona gets on Dee Dee's case about leading a privileged existence, Dee Dee decides to prove to her and herself that she can survive in the real world by landing a job at a waitress. Meanwhile Phyllis encourages Mona to go to a dating service to find a good man .

Dee Dee's desire to have everyone act as one big happy family backfires when Dee Dee insists on Mona coming to an award ceremony for Charles. However, this incident does prompt the family to deal with their dysfunction... to a small degree .

After Mona is dumped by a guy who accuses her of not being black enough, Mona tries to find her inner "sistah" until Dee Dee helps her realize that she should be happy with who she is. Meanwhile, Spencer helps pass Mona off as Scary Spice at the Shark Club in order to watch DMX perform .

Dee Dee starts dating a guy who, as it turns out, was Mona's ex-high school boyfriend and her "first." Eventually, things get tense when Mona demands that Dee Dee stop dating her ex .