Whilst watching the National Cable Ace Awards, the gang sees ex-waitress Diane Chambers winning the award for best writing in a mini-series. This leads to Sam calling Diane to congratulate her, and to find out that she is married and has children. Sam tells her Diane that he too has a wife and kids, and invites Diane and her husband to visit them. Sam strongly believes Diane is lying and becomes really shocked when she walks into Cheers the following day to meet Mrs Malone. Meanwhile Rebecca's boyfriend Don proposes to her and she accidently says no, ends up heartbroken and agrees to play Sam's wife to fool Diane. Sam and Rebecca have dinner with Diane and her husband, Reed Manchester. During the dinner Don arrives and proposes to her again, and this time she manages to say yes! They leave the dinner, and Sam thinks he must look like a fool. Then Diane's husband turns out to be a fake when *his* husband Kevin appears!

Frasier and Lilith invite Sam and Diane over for dinner to celebrate their first week of cohabitation. But things start going wrong when Lilith finds out Frasier and Diane were engaged, and she locks herself in the bathroom. Then Sam and Diane have an argument as well. Meanwhile Cliff agrees to babysit Carla's kids.

Diane tries to help Lilith, the lady psychologist attracted to Frasier, to soften her appearance and surprise Frasier during their television debate.

Woody and Kelly's wedding faces some funny obstacles, before and during the ceremony, including Sam's flirtation with a German guest who turns out to be married, the priest dying and Kelly's Uncle Roger having to perform the ceremony - but only if he is drunk, Rebecca having to ice the cake after insulting the kitchen staff, and Lilith having to sing to the guests in order to stop them, and Woody and Kelly, from finding out the disasters going on behind the scenes.

The gang gathers at Carla's house for a Thanksgiving dinner of frozen turkey and overdone peas.

Diane badgers a noted British marriage counselor into seeing her and Sam for a pre-nuptial session, then refuses to heed his advice.

A Boston performance by children's singer Nanny Gee for Frederick's birthday sheds light on Frasier's past as Lilith and the barflies discover Nanny is Frasier's first wife! Frasier had forgotten to mention this fact to Lilith and when Nanny arrives at Cheers she and Lilith soon get into a catfight!

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

Dr. Sumner Sloane returns to Cheers on Diane and Sam's wedding day to tell her that a publisher is interested in one of her class manuscripts if she can go to work immediately on rewrites.

Because of Woody's civic election win, Sam needs another bartender, a job he gives to Carla. To celebrate, Carla whips up a batch of one of her powerhouse drinks for the guys. The day after, everyone has a hangover. What's worse, Carla, who imbibed and got drunk herself, has a sneaking suspicion that she took someone home and slept with him, that person she believes being one of the Cheers regulars. She confides in Sam alone, and after he tells her it wasn't him, she panics and they both ponder who it could have been, with her worse nightmare having it be Cliff. When her bed-mate ultimately reveals himself, Carla and Sam have to decide how best to handle the information. Two other revelations come to light in the aftermath of the drunken spree. And Sam makes an admission of his own to Carla to make her feel better about her own further revelation.

Rick Walker, a friend of Sam, seeks his advice on how to end a losing streak.

Sam and Woody are up for bids at a charity auction but less than thrilled at their new ""owners.""

Jeopardy makes an appearance in Boston, and Cliff gets on the show. The Jeopardy! round had all 6 categories Cliff specializes in, such as celebrities or the US Postal Service. But when Final Jeopardy approaches, he loses all his money putting a stupid response ""Who are three people that have never visited my kitchen?"" and becomes depressed afterwards. Meanwhile someone has stolen Sam's little black book and started ringing all the girls in it.

After returning to Boston only to discover Frasier in bed with Rebecca, Lilith comes to Cheers to seek Sam's advice. Frasier comes after her, and Rebecca shows up as well to explain. Frasier says he can't take Lilith back after what she did - just as her lover, Dr Pascal, shows up and takes the gang as hostages unless Lilith returns to him. When Paul and John Allen Hill show up and also get taken as hostages, Lilith has to persuade Pascal to let them all go, and that she doesn't want to go back. Plus will she reconcille with Frasier?

It's the annual St. Patrick's Day battle of sales between Cheers and Gary's Olde Towne Tavern. Not only does Cheers lose the battle of the hi-jinx with an unsuspecting Woody taking the brunt of the battle, Cheers also loses the sales bet. Sam has finally had as much as he can take not only with the loss once again to Gary's but performing the most humiliating task he and the guys have had to endure due to the loss. Sam threatens Gary and decides to pull out one of the biggest guns he knows: Harry the Hat. Sam asks Harry to devise and execute the ultimate plan to beat Gary. Harry refuses. Despite Carla's assertion to take matters into her own hands, Sam finally gives up permanently to Gary. When Sam goes over to Gary's to wave the final white flag, he witnesses in horror what he believes is Carla's master plan. But what he witnesses is part of a deal Gary made with Rutherford Cunningham, who Sam knows better by another name.

When City Councilman Kevin Fogarty comes to Cheers on his re-election campaign spouting a whole lot of political nothings that nonetheless woos the crowd, Frasier bets the gang that he can even get a trained monkey on the ballot and garner 10% of the vote. Without a trained monkey in sight, Frasier chooses Woody as a good surrogate. Frasier does indeed get enough signatures to get Woody on the ballot. Woody helps his own political cause when Holly Matheson, a local reporter covering the City Hall beat, mistakes Woody's farm talk as an analogy for the problems of City politics. In an early poll, Woody garners 8% popular support, enough for the gang to concede defeat to Frasier.

Bride-to-be Diane Chambers becomes the center of attention at a cozy bar called Cheers.

Diane's fascination with Sam's older brother brings their long simmering relationship to a boil when the sibling asks Diane to go to Paris with him.

Cliff meets a woman during a costume party at Cheers that he likes very much, but he's afraid to see her again as himself.

The guys take Frasier on a ""snipe"" hunt in the woods after Diane asks them to include the psychologist in their masculine pursuits.

Sam and Woody wager over who can be the first to plant a three-second kiss on Rebecca.

Norm tries to hide the fact that he's become an interior decorator.

Sam tries to reconcile Rebecca and her sister.

Woody gets hooked on a home television-shopping channel while Norm and Cliff start a fight between Sam and Frasier.

Sam may have played his last prank when it appears that his Halloween trick may have killed his old nemesis Gary.