After the sad passing away of Coach, Sam hires a new bartender in Woody Boyd, Coach's pen pal who has moved to Boston. Frasier arrives back from Europe with the news that Diane left him at the altar for six months of decadent living across Europe and is now seeking renewal in a Boston monastery.

The gang brings Woody's old girl friend to Boston to visit him and Frasier, still not yet confident about returning to psychiatry, decides to pay his bar bill by working as a janitor.

Diane fantasizes over an expensive coat left behind by a patron and agrees to go out with whoever claims it.

Carla asks Sam to tell her teenage son about the joys of bachelorhood and to discourage his urge to get married.

Diane spends a dark and stormy night worrying that Andy Schroeder has escaped and is out to kill her.

Sam loans Diane $500 to buy a book autographed by Ernest Hemmingway. She later gives the book to Sam as collateral until she pays back the loan, but Sam accidentally destroys it.

The guys at the bar feel sorry for Carla because nobody has responded to her newspaper singles ad. So they start sending her romantic responses from a fictional airline pilot.

Norm fears Vera may be having an affair with his neighbor and Sam wastes his time as a radio sports commentator apologizing to Diane.

Sam has to convince Woody to help Cheers win a bowling match with Gary's Old Towne Tavern at a rival bar.

Cliff refuses to identify himself to his estranged father when the man comes to Cheers with an important message for his son.

Sam is happy to be the subject of Diane's psychology term paper until he learns just exactly what the Don Juan syndrome is.

Sam thinks he's doing Woody a favor by not placing a bet for the young man, but the long shot comes in and Sam has to pay off.

Sam's ego is crushed when no one bids on his old baseball jersey during a public television auction.

Diane arranges for a stranger to come into Cheers as part of an experiment in paranoid behavior, but then she provides an even better example as she waits for the gang to get back at her.

Diane and Sam try to rebuild Frasier's shattered ego when he starts drinking too much.

Cliff has two dates for the postman's ball-with Carla and Diane.

Frasier has been out on a date with a fellow psychiatrist, Dr Lilith Sternin, but things didn't go too well. Frasier feels depressed, so feeling sorry for him, Sam arranges a date between Frasier and a woman he knows named Candy. But Sam and Diane get a surprise when Frasier proposes to Candy after just one date.

Norm gets some dirt on his main competitor for a promotion but hesitates to use it.

After trying (and failing) to hit on a pretty female customer, Sam feels like he is over the hill and challenges Woody to a racquetball game. Unfortunately Sam ends up hurting himself and has to take a trip to the hospital.

Carla asks Sam to partner her in a dance contest where their main competition is Nick and Loretta.

A flying daredevil that Diane barnstormed with across Europe takes her and Sam for a ride and dies at 20,000 feet up.

Diane feels depressed and left out of the gang's activities so Frasier organizes a day just for her-at the opera.

Local councilwoman Janet Eldridge comes to Cheers as part of her re-election campaign, and Sam finds hismelf smitten with her. Janet and Sam become a couple, but a jealous Diane joins the opposition campaign fearing that if Janet wins the election, she will win Sam's heart as well. Meanwhile Frasier also joins the opposition campaign hoping to win Diane back.

Sam and Janet's relationship is getting stronger and stronger whilst Diane gets more jealous. Janet suggests that Sam fire iane to sever all ties with his past, but Diane overhears and quits before he can fire her. Vera's sister Donna is visiting the Petersons and Norm is worried that Donna will flirt with him like she did on her last visit.

Janet has won the election and is hosting her press conference at Cheers. Diane turns up to apologize to Sam but ends up asking Janet some personal questions which causes Sam to throw her out of the bar. Later Sam and Janet talk and realize their relationship won't work, so break it off. Sam then picks up the telephone, rings someone and then asks them to marry him..... Meanwhile Vera has been called away, so Donna is left alone with Norm, much to his horror.