Ben's friends try to fix him up with a date who turns out a bit wacky. Ben then asks a Elizabeth from upstairs to go out but worries that Matty may have trouble with him dating.
Ben has second thoughts about publishing a basketball player's (Rick Worthy) book after he interrupts Ben coaching a school basketball teem and yelling at them for not trying to win.
Ben think's his brother's girlfriend (Gina Torres) is coming on to him at a party. Later she wants to meet with Ben in his office to discuss a book she is writing.
Matty convinces his dad Ben that hi is old enough to stay home alone while Ben goes to a poker party. Ben can't help worrying about Matty who is on the phone all night with his friend.
Ben shops for a bedroom lamp but ends up buying a new couch from a beautiful sales lady. Matty is unhappy that a new couch was bought when he wants a new mini-bike.
Matty wants to go to Funk-Fest with his Uncle Carl but it is the same day he is supposed to go to Bugsco with his dad. Ben then finds out that Matty broke up with Paige and his Uncle already knew.
Matty and his friend Weitzman both fall for the daughter of Ben's competitive high-school pal Michael (Clifton Davis). Meanwhile Ben and Michael try to out do each other in athletic events.
Ben leads a fund-raising auction for Matty's Choir to go to Washington D.C. to sing at a national competition. Ben's brother Carl is working with Kareem Abdul-Jabbar.
Ben and Carl are upset that their dad has been seeing a woman behind their backs, and she is Ben's neighbor. Matty gets a job in a restaurant folding napkins.
Ben decides to date 'just for fun' without commitments and meets a younger woman also not interested in commitments. But Ben realizes that her dating other men bothers him even though that is what he wanted.
Ben likes a manuscript about Princess Wahunthra and wants to publish the story. Unfortunately after meeting the author Ben wants more than to publish her. (unaired)
Matty gets a 'B' on a test, which is the lowest grade in his group, and he thinks he isn't smart. Ben then tries to come up with creative ways for Matty to prepare for an upcoming history test. (unaired)
Ben's sister-in-law Julia is back in town after skipping town on him while owing him money. She now has the money and says she is trying to change. (unaired)