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Ross drives himself insane when he can't name all 50 states in a simple game. Tag joins the gang for Thanksgiving dinner, where Joey accidentally spills the beans about Rachel's crush on him. Phoebe sneaks a dog into the apartment, making Chandler extremely nervous.

Rachel and Phoebe convince Joey to keep dating a girl that they are like. However, the girls must decide whether to tell Joey when they find out that she's not interested in a serious relationship with him. Monica unintentionally invites Janice to her wedding and she and Chandler are unable to tactfully uninvite her. Ross is proud to find his thesis in the library but gets upset when he discovers it is in a section that is so deserted that students go there to make out.

Rachel and Phoebe compete to be Monica's maid-of-honor. Joey and Ross find themselves in awkward positions after a nap. Monica insists that Chandler apologize to an ex-girlfriend for dumping her because of a weight gain.

While taking an engagement picture for himself and Monica, Chandler cannot make anything but a weird face. Rachel enlists Joey to take Tag out for a night on the town. Phoebe and Ross date a couple in the middle of a divorce.

While hiring a new assistant, Rachel is torn between hiring a much more qualified woman, or a handsome but inexperienced young man. Monica, Chandler and Ross engage in a war of secret sharing after Monica and Chandler vow to be more honest. Joey has problems when his TV show is cancelled after just one airing.

Everybody begins planning for the wedding. Phoebe moves in with Ross. Napping in Rachel's bed because the duck threw up in his, Joey discovers that Rachel has been reading a trashy romance novel. Phoebe moves her massage parlor in Ross's apartment. Monica's parents spent her wedding money on a beach house, but Chandler has enough saved for a decent wedding.

Everybody toasts the engagement. Phoebe wants to be the musician at the wedding. Joey prepares for an audition where he must play a 19-year-old. After Chandler can't get it up for Monica, he worries about the consequences. Ross and Rachel debate a "bonus night". Monica catches them kissing and thinks Rachel is trying to steal her night.

Monica struggles to decide between Richard and Chandler. Meanwhile, Rachel and Phoebe discuss their backup plans if they are not married before the time they're 40.

Chandler plans to propose to Monica at dinner, but his plans go awry when Richard shows up. Phoebe and Joey join Rachel at a charity auction.