When the Edgartown building inspector discovers that Leo is living above the bookstore, he threatens to fine George for violating a zoning ordinance. Leo convinces George to slip the inspector an envelope full of cash, which lands George in jail. George clumsily attempts to bribe a public official and lands in jail. When the Edgartown building inspector discovers that Leo is living above the bookstore, he threatens to fine George for violating a zoning ordinance. Leo convinces George to slip the inspector an envelope full of cash, which lands George in jail. Meanwhile, Casey and Ted don't know how to fire an incompetent waiter.

Leo and George enrol in a baby care class in an attempt to ready themselves for grandfatherhood, but their first assignment leaves them sifting for ways to reverse their troubles when their ""baby"" — a flour sack — has an accident. Leo wants to prove to Casey that she can count on him to babysit, so he enrolls himself in a baby care class, dragging George along as well. The two men are by far the most unusual couple in the class, and their first assignment is to care for a 10 pound sack of flour as though it were their baby. Unfortunately, the ""baby"" accidentally rolls off the roof of Grandpa George's car, and he and Leo then concoct a scheme to get a new ""baby,"" hoping no one will know the difference.

A grab bag of fears makes Halloween night on the Vineyard a real scream. It all starts with a ghost story told by Ambrose at the bookstore, which leaves a superstitious Leo convinced he's not the only one haunting the place. Meanwhile, George faces his annual fear: running out of Halloween candy and incurring the wrath of angry trick-or-treaters. And Ted and Casey, afraid for their sanity after spending too much time together, decide that Casey needs some R&R. But when she retreats to The Harbor Inn, her respite is disturbed by a group of pro wrestlers — and by some other unwelcome intruders. When several books mysteriously disappear and lights begin to turn themselves off and on, Leo is convinced that the ghost of Rumsey Reeve, the headless sailor, has come back to haunt the bookstore. Meanwhile, George stocks up on generic candy, since he's heard that the neighborhood kids take the expression ""trick or treat"" very seriously. Unfortunately, a nervous Ted eats all the candy, leaving Ge