Having Nick with them severely cramps the carefree lifestyle of Kate and the other roommates. Kate and Nick move into a dreary apartment. The roommates convert the attic into a room for Nick and all five are together again.
Jack's former girlfriend Wendy visits and he insists Charlie escort her around town. Charlie is thrilled when he meets the now-stunning Wendy. Jack realizes that just this once he can put aside his ego and be glad his brother is having a good time. Nick earns Sam's respect by not cheating on a test.
Kate's troublesome eight-year-old nephew, Nick, pays a visit. His father leaves a message that he will too busy to return for the boy and Kate and her roommates become full-time parents.
While taping a segment about superstition Jack makes fun of a witch and she puts a curse on him. As several parts of the curse come true, Charlie invites a psychic to the house to lift it.
Jack gets appointed as the new chief writer and this annoys his friends. Dawn helps them teach Jack a lesson.
Charlie and Jack's 18-year-old brother visits and falls for Lindsay. The two decide to elope to Las Vegas and the roommates go after them.
A blizzard strands the roommates during the Thanksgiving holiday and everyone pitches in to help Alex have the big dinner she dreamed of.
The writers stay up late to videotape some new ideas and start doing exaggerated impressions of their executive producer, Dawn. When a messenger takes the tape, they sneak into her house to retrieve it. Before they can get it she comes home and they leave without it. The next day she apologizes to them for recording over their tape without viewing it.
Charlie fears for his life when his blind date, Donna, turns out to be married to Joey ""The Icepick"" Malone. Donna leaves Joey and Charlie's roommates try to rekindle the romance between Donna and Joey.
Jack and Alex enjoy an active social life as Charlie and Kate spend their Saturday nights playing Monopoly and are encouraged to each place a personal ad. When Charlie goes to the restaurant to meet his date, he's surprised to see that it's Kate. They get a good laugh out of it and decide to go home and play Monopoly.