Following on from Frasier revealing Niles feelings for Daphne, she confides in Roz to try and work out what to do next. When Niles and Mel unexpectedly break up just before Frasier’s Victorian themed Christmas party, Daphne is sure Niles will finally tell her his true feelings for her.
Tragedy strikes the Millennium party the Crane boys were attending as Chez Henri burns down, so Martin, Niles and Frasier decide to go by Winnebago to the wine club’s huge party Auld Lang Wine . However, Niles gets into the wrong Winnebago at one of their stops meaning the Crane clan will have to drive back and pick up Niles if they are to celebrate the Millennium together.
Frasier has to compose a jingle for his show but this turns into a full orchestra piece complete with dramatic monologue. Kenny prefers Martin’s easy to remember jingle so Frasier tries again but in the end he has to ask his father’s help.
Frasier bumps into Lorna Lynley, a girl he had a crush on in high school but was ignored as Lorna ran with the in crowd. They end up in bed together but the next morning Lorna turns into an uncouth monster but even though Frasier is put off, he is tempted by Lorna’s offer to accompany her to their high school reunion.
Frasier drags Martin to the opera after his date drops out in the hope he will bump into Emily, a woman he’s had his eye on. Emily’s mother accompanies her and asks Martin out on a date, but so as not to embarrass his son, he tells her mother that he is gay. This news leads Emily to bring along a companion for Martin when she arrives at Frasier’s apartment later that night - her gay uncle Edward…
Roz goes on vacation so Frasier hires Mary Thomas as his temporary call screener. She is a little reticent at first, but when she starts chiming in with her opinions, Frasier is a little irritated. The listeners, however, love it and Kenny promotes her to co-host. Frasier, on the other hand, can only put up with her opinions for so long.
Frasier is excited about becoming Corkmaster of his wine club, being nominated by Niles, but Mel convinces Niles to stand against him. There follows a tight wine-tasting contest to decide who becomes Corkmaster which sees Niles emerge as winner, leaving Frasier somewhat perturbed at the way Mel can mainpulate Niles. At a brunch for Mel, all of the Crane clan inadvertently reveal to Niles their dislike for Mel as well.
Donny offers Martin the chance to go on a surveillance operation for a case, an offer which he accepts but leaves Niles worried so joins his father. Roz and Frasier go off to a broadcasting conference - will either of them hit it off with anyone?
Frasier’s contract is up for renewal and as a negotiating tactic, Bebe signs Frasier up to host AM Seattle - a morning television show - with Roz. However, when she comes down with a fever, Bebe steps into her shoes. Meanwhile, Martin finally gets some glasses, but they are ladies glasses and he just can’t see it.
Frasier convinces Donny to let him organise his bachelor party but has difficulty locating a stripper. Luckily, Martin is on hand and gets one to come and audition but Frasier’s insistence on trying to perfect her routine leads to them being handcuffed together.