It's Bernie who acts like a kid when Wanda teams with him in a charity golf tournament. Bernie sees it as a grudge match against the host, Matt Damon, who has been claiming he consistently outshot ""Mac Man"" while they were filming Ocean's Eleven. Bernie savors the thought of beating the Oscar winner in public—but his confidence wavers when he learns that Damon's warriorlike playing partner in the best-ball event is Lucy Lawless.

Don Rickles plays a neighbor who dispenses some unorthodox advice when Bernie is told he has high cholesterol. Though it's a sore shoulder and badgering from Wanda that sends Bernie to the doctor, he comes away sore at the physician for weighing him down with bad news. The problem can be controlled through diet and exercise, but that would mean avoiding the finer things to which Mac is accustomed... like fries from Royal Burger. But neighborly Don Rickles suggests that stress is the real problem, and what causes stress? Why, dieting, of course! And that's the case Bernie presents to an incredulous Wanda.

Chris Rock and Jay Leno guest star, as Bernie takes a long-standing grudge against Rock all the way to The Tonight Show. Upset after seeing Rock get preferential treatment at a doctor's office, Bernie's blood boils even more when his poker buddies fall all over his fellow comic, who drops by to tell Bernie that they will be co-hosting an awards show. That's not cool with Bernie, who maintains that back in their early days as stand-ups, Chris once told a joke on stage that Bernie had told him just moments before. The situation comes to a head when they're booked on Leno, who's unaware of the rift between the two.

When Bernie lands the dramatic lead role of a stroke afflicted former track star, he has a hard time convincing everyone he has the chops to be a serious dramatic actor and reaches out to Angela Bassett for acting advice. Since Bernie is working and cannot care for the kids after school, Wanda must put the younger kids into daycare at her work. Upset at being stuck with a bunch of babies, Jordan leads a child rebellion where the kids escape daycare and wreak havoc on the office. Meanwhile, Vanessa pretends to be poor, so that Teri, a girl at school, will like her. But the plan backfires when Teri finds out that Vanessa is lying and that she is really Bernie Mac's niece.

Bernie takes a film role because it stars Bryana's favorite character, Droobie, a Barney-like dinosaur. Bryana, unable to separate fiction and reality, is upset with Bernie because he plays the villain in the film and is mean to her cherished Droobie. She gives Bernie the silent treatment, and his plan to show her that the two are friends goes terribly wrong when Bryana catches him stuffing the Droobie costume into the trunk of a car and thinks he has killed her favorite dinosaur. Meanwhile, Jordan is selling candy bars to raise money for his school but is not having an easy time of it. To ease his pressure, Jordan eats the candy bars and then must come up with a way to pay the school back.

The family heads to San Diego for a nice relaxing family vacation. But it's not the kids who have a problem relaxing, it's Bernie. He jumps on the last flight to Las Vegas to meet the boys for some gambling and debauchery. While in Vegas he meets up with boxer Sugar Shane Mosley, but it's Wanda who throws the punches.

Bernie is tired of living in a child-friendly house and having to give up all of his favorite things because of the kids. When the studio gives him a motorcycle and Wanda suggests that he give it to charity because it is unsafe, he puts his foot down and decides to keep it until he crashes, passes out and sees what the Mac house would be like without him. When he comes to, he realizes that Wanda is right, and he child-proofs everything in the house and becomes over-protective of the kids. Meanwhile, Jordan is caught trying to sell Bernie's girlie magazines to the boys at school and Bernie and Wanda are called into another meeting with Father Cronin.

Bernie's agent Jerry Best takes Jordan to his office on national "Take Your Child to Work Day," and Jordan lands a commercial for the designer knock-offs store, "Magic Malvert's." But when they threaten to fire Jordan, Bernie steps in and is forced to do the commercial. Bernie goes before the American Idol judges in his confessional and they critique his performance in the commercial.

Bernie is hoping for some peace and quiet as he prepares for a performance that night, but he must deal with the kids when Wanda's business meeting runs long.

Berine better put his money where his mouth is when he agrees to Charles Barkley's bet that he will beat Bernie's time in a 10K charity race.