After Peter catches Lois' dad, Carter, having an affair, he is strong-armed into keeping a secret. But when Peter accidentally spills the beans, Lois' mom demands a divorce, and Peter is in charge of Carter's return to bachelorhood.
Peter and Joe team up to execute a series of painful and humiliating Halloween pranks on unsuspecting family, friends and neighbors. While Brian shows Stewie the ropes of trick-or-treating, Meg sets out to attend her first high school Halloween party with high hopes for the evening.
Feeling discouraged with the progress of his writing career, Brian decides to throw in the towel until Stewie becomes his manager and one of his books hits the bestseller list. But when the fame goes to his head, Brian gets a wake-up call from Bill Maher. Meanwhile, Lois decides that she and Peter need separate beds, a decision that leaves Peter looking for a new cuddle buddy.
After a public disturbance, Peter and Brian are forced to attend a 12-step meeting to help kick their drinking problems. Unable to recognize his issue, Peter gets a visit from Death, who gives him a glimpse of what life would be like with and without "Mr. Booze" in his bloodstream.
Chris and Meg think their parents have it easy, and Peter and Lois beg to differ, so in order to teach them a lesson, they all trade roles. Chris goes to work at the brewery while Meg runs the house. While things start off well, it's not long until the stress of running a household and being the sole breadwinner break down Chris and Meg.
When the local dry cleaner loses Peter's favorite white shirt, he goes ballistic. Meanwhile, Brian tries to score on a date with a new friend, Denise, but ends up striking out. Instead of calling it quits on love, he decides to enlist Quagmire's help, but things get nasty when they start to compete for the affections of each other's old flames, Cheryl Tiegs and Jillian.