While Jay is away taking care of her mother who broke a leg, Michael is left in charge of the house and the kids. They all miss their mother, and nothing Michael does seems to be as good how Jay did. Jr. wants to join the basketball team. Michael doubts he’ll make it, but when he does Michael has other problems to worry about: Jr.’s friends, who seem to be using him. Meanwhile, Kady is cranky and not even Michael’s efforts to make cookies just like her mother’s are working. Trying to get a smile from her, he starts to tell her how she was born. Claire’s friend Charmaine is spending the night over. But the two have bigger worries when a pregnancy test comes out positive.

Jay buys Jr. computer appliances (including a 24-hour broadcast webcam), and Michael protests saying he’ll only use it for porno instead of studying. They start to fight over who’s in charge, and make up on Jr.’s room, unaware that they’re being seen through Jr.’s website by the entire world. The next day, Jr. discovers what his parents did, and seeing the unlimited reach of the internet, Michael decides to use it for promoting his business.

Jay organizes a historic trip to Paul Revere’s house for the entire family to learn more about American history. She even packs colonial food (which Michael hates) to give it an extra touch. Michael, unlike Jay, isn’t so excited about spending a long time with Jay and Claire in a car. The reason? They’re both on that time of the month, which spells trouble! The trip is full of problems, including being pulled over twice, Michael being lost and refusing to use the navigational system, Jay’s neurosis about her weight, Jr. terrorizing Kady, Claire’s whining and Kady playing with the voice alternator she got in her chicken from the chicken place clerk. The family survives, but when they finally get to Paul Revere’s house, it’s closed.

Michael and Janet’s 15th anniversary is approaching. Jay’s girlfriend Wanda brings her Brian McKnight’s tickets (a concert Jay was really looking forward to see), but unfortunately she has to turn it down because it’s on the same night as their anniversary. Wanda says Michael will forget about it, but Jay refuses to believe in that and even has the kids spy on him to find out if he’s secretly planning something

Jay and Michael are grocery shopping when they run into Susan Green, former cheerleader from their high school. Susan is in great shape, which makes Jay feel ugly and inadequate like she did back in high school. Jay feels depressed and Claire talks her into getting a makeover to boost her self-esteem. Meanwhile, Junior gets himself locked in a girl’s locker after a misfortunate attempt to steal her bra.