Sam enlists Harry the conman to help fleece a card shark who cheated Coach out of a lot of money.

Diane's mother turns up at Cheers with the news that Diane must marry before the next day or her mother will lose her share of Diane's father's estate.

Sam's old buddy Dave Richards bets Sam he can break up his romance with Diane within 24 hours and it looks like a sure thing when Diane learns he still has his little black book.

Sam and Diane go to work after Dick Cavett suggests that Sam's autobiography might sell and Norm confronts an old flame of Vera's who's interested in her again.

Sam lies to Diane about the weekend he has planned chasing snow bunnies in Vermont.

Coach falls in love with a woman who dumps him after she wins a big lottery while Sam strikes out with her daughter.

Coach falls in love with a woman who dumps him after she wins a big lottery while Sam strikes out with her daughter.

Norm becomes aware of his own mortality and decides to throw it all in and take off for Bora Bora.

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

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.

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.

Cliff finds a reasonably priced older home for Carla to buy that turns out to be haunted.

Sam proposes to Diane again and ends up charged with assault and battery when she turns him down again.

The gang tries to convince Frasier that Rebecca desires him after he quarrels with Lilith and Rebecca replaces Sam's picture with one of Robert Urich.

Don Sentry walks into the bar and into Rebecca's life. He's the repairman called in to fix the bar tap. Although Don is not Rebecca's usual type, Frasier talks her into taking a chance when she states that someone like a Don is what she should be going after. Quickly, she falls head over heals, but Sam thinks she's settling for second best. He wants Rebecca to be his fall-back if in a couple of years he has not found "Mrs. Malone". Rebecca shoots back that he is an aging Lothario way past his prime. Frasier suggests to Sam, who is hurt by Rebecca's comments, that perhaps there is some truth to Rebecca's assertion about him and that he would benefit by group therapy for sexual compulsives. Sam does go to the meeting, and after a rough start, he does admit that perhaps he is no longer happy with his life.