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Unable to find desirable mates for themselves, Michael and Stephanie try to find the perfect date for each other by conducting personal interviews at the mall; Dick has a hard time believing Larry's claim that Johnny Carson pays his gas bill.
Dick regrets using characters closely resembling everyone he knows in his first murder-mystery novel when officer Shifflett accuses him of murdering Joanna just after she leaves town on a stormy night.
A family friend whom George called Aunt Bess visits for the first time in 45 years, shattering his fond childhood memories when she admits to being his father's mistress; Darryl employs an unusual strategy against Dick in a game of chess; Michael becomes a bag-boy at the grocery store.
Joanna becomes the host of a new real estate showcase program, which quickly develops into a great lead-in for a floundering Vermont Today due to the sexual tension fostered by her amorous male co-host; One of the Darryls receives a British manservant as a birthday present from his aunt.
Michael develops a cult following of townsfolk, inspiring them to abandon their responsibilities and life ambitions, when he appears as a last minute guest on Vermont Today to talk about his experience in the sanitarium and new perspective on life.
Desperate to forget Michael, Stephanie instructs George to destroy her old wardrobe and goes on an uncontrollable shopping binge; Michael's doctor proclaims romantic feelings for him just as he is about to be discharged from the sanitarium.
While visiting Michael, Ridge Valley Sanitarium's newest resident, Dick runs into illustrator Corinne Denby and invites her to collaborate with him again on his next book. Unfortunately, it takes a visit from Officer Shifflet to make Dick realize he's made a big mistake.
Wealthy socialite Scooter Drake drops by Vermont hoping purchase a quaint inn to fill a hole in his heart left after a bad breakup, and shocks everyone by making a $1.5 million offer for the Stratford; Michael decides to become the town's first street mime.
Dick is conscripted by the station owner to be the permanent stooge for an abrasive comic host of the new late-night talk show, Vermont Tonight; Michael takes a series of humiliating temp jobs.
Michael accompanies Joanna to a dinner party full of surprises hosted by Larry and the Darryls; George helps Stephanie endure her first Saturday night without Michael; Dick accepts an invitation to deliver a commencement speech at an exclusive school he knows nothing about.
Stephanie's refusal to change her extravagant lifestyle leaves Michael in desperate financial straits and puts their relationship in jeopardy; Dick is blamed when an incident at a poker game causes a rift between Chester and Jim.
"Richard" accompanies Stephanie to a high society charity ball, and steals her spotlight after Stephanie introduces him as a hotel tycoon; Joanna and George try to identify a mysterious guest who never crosses paths with them.
Madelyn Stone, a former maid at the Inn, returns to answer George's marriage proposal from 25 years ago; Stephanie develops a work ethic when she fears Madelyn wants to take her job back.
Michael suddenly finds himself unemployed after badmouthing his new boss's daughter, and discovers the only job in town he's qualified for is as an apprentice stock-boy at the discount shoe store; George regrets donating his favorite hammer to Larry's time capsule.
Joanna's foray into real estate gets off to a rough start when she lets a young hillbilly couple stay at the Inn until she finds them a new home; Stephanie takes issue with Dick and Joanna's decision to bequeath the Inn to George.
Dick's patience is tested as jury foreman for an open-and-shut case when a single juror holds out for inane reasons; Larry and the Darryls become dangerously obsessed with answering an age-old philosophical question; Michael and Stephanie volunteer as fashion police at the mall.
Dick makes big plans for his father's first visit to Vermont, only to discover he'd rather spend the whole time on the lobby sofa.
Stephanie finds herself lusting for the crude yet virile young stonemason working at the Inn; Joanna sets out to redesign the Inn's promotional brochure, much to Dick's chagrin.
After learning a friend's marriage just ended because of "stagnation", Joanna fears that she and Dick are about to suffer the same fate; Stephanie has second thoughts about her relationship with Michael when she finds out he had large ears as a child.
Stephanie is horrified to discover that a blood transfusion following an emergency appendectomy came from Darryl; George finds out he has high cholesterol.
The town makes the mistake of asking Michael to modernize a traditional apple festival that was founded by George's grandfather; Dick quickly regrets pledging a dollar a mile to Larry and the Darryl's walk-a-thon to save a local swamp from being developed.
The townsfolk organize a book burning after a homicidal maniac proclaims he's a big fan of Dick's and admits he used one of Dick's how-to manuals to break out of prison.