Sam hires Coach's pen pal Woody as the new bartender after Coach dies. Frasier returns from Europe with the news Diane has entered a monastery.
Woody's ex-girlfriend visits him in Boston. Frasier decides to work as a janitor to pay his bar bill.
Diane agrees to date the owner of a pricey coat left in the bar thinking the owner will be someone wealthy.
Sam is encouraged by Carla to tell her son why he shouldn't get married.
Diane thinks the ex-convict who likes her has escaped prison and is stalking her.
Sam loans Diane the money to buy a novel that Ernest Hemingway supposedly signed.
The Cheers gang try to get Carla out of her depression by answering her advertisement in the personals section of the newspaper.
Sam apologizes to Diane on the radio during a sports telecast. Norm thinks Vera is cheating on him.
The Cheers gang encourages Woody to help them win a bowling tournament against a rival bar.
Cliff's father arrives at the bar trying to contact him, but Cliff pretends that he isn't the man's son.
Sam is at first thrilled, then upset, when he finds out that Diane is using him on her term paper as an example of the Don Juan Syndrome.
Sam places a long shot bet for Woody, but then when the bet wins he is reluctant to part with the money.
Sam is disappointed when nobody wants his baseball jersey at a charity auction.
Diane tries an experiment in the bar on paranoid behavior, but then becomes the test subject as she awaits her payback.
Sam and Diane try an intervention when Frasier's drinks too much.
Cliff finds himself in a precarious situation when he ends up with both Diane and Carla as his dates to the Postman's Ball.
After his date with psychiatrist Lilith Sternin goes badly, Sam sets Frasier up with a woman named Candy. But things go awry when Frasier proposes to Candy after the first date.
When Norm is up for a promotion, he questions whether to use negative information he knows about the competition.
Sam ends up in the hospital after challenging Woody to a game of raquetball.
Carla begs Sam to help her beat her ex-husband and his wife in a dance competition.
Sam and Diane agree to take a flight with a barnstorming pilot Diane met in Europe, but he dies mid-flight.
Frasier tries to make Diane feel special by treating her to the opera.
After Sam hires a new bartender, Woody fears his days at Cheers are numbered.
Sam finds himself attracted to a city council woman, which upsets Diane enough to work for the woman's election competition.
When the city council woman Sam is dating suggests he fire Diane, Diane overhears and quits. Norm is worried when Vera's flirting sister comes for a visit.
Sam realizes his relationship with the city council woman won't work after she wins the election. Vera leaves Norm alone with her sister, which leaves Norm in a panic.