When Jamie ignores Fancy in favor of a poker game with the guys, she crashes the game and shows everyone how well she can play. Meanwhile, Braxton has problems with the Y2K upgrade he installed on the hotel's computer system.

Jamie is afraid of what Fancy will think if she finds out that he has been escorting a young female client on the firm's orders, so he lies about why he has been breaking their dates. Meanwhile, Braxton decides to take up Fancy's idea for sprucing up the rooms at the hotel.

When Jamie borrows Fancy's new BMW convertible for a beach outing, it gets towed away. Meanwhile, Braxton tries to avert a strike at the hotel.

Fancy and her friends are kicked out of Jamie's NFL playoff party and leave the hotel with football's Lawrence Taylor and Charles Woodson. When Jamie catches up with the girls and their new friends at another bash, his big mouth leads to an athletic challenge.

Jamie sings with Nicole at a nightclub, which rekindles his interests in a career in music -- despite Fancy's misgivings. Jamie later agrees to perform with Nicole again after they are asked back for another gig.

Jamie balks at proposing to Fancy, so he breaks up with her--but accidentally leaves an engagement ring at her apartment. He and his pals then search her place for the rock, hoping to find it before Fancy does.

Phil and Mouse take Jamie to a club to help him get over losing his job and Fancy, but Jamie's pickup lines fall flat with the ladies. Then he meets a woman named Nancy, who seems to have much in common with Fancy.

A lonely Jamie spends the night with Fancy at her apartment, but the morning after proves awkward for the former couple. The tension increases later that night when Jamie sees Fancy with another man at a party.

Jamie wants to film a video for his latest song at the hotel, but Helen opposes the idea because of the video's sexual content. To further complicate matters, the actress slated to appear in the video objects to her lack of wardrobe.

Jamie gets sick after eating Japanese food and Fancy nurses him through the night, only to have him fake a relapse the next day to keep her from going out with another guy.

Jamie finds a pair of size-22 sneakers under Fancy's bed and he thinks that she is involved with NBA star Kevin Garnett, who books a press conference at the hotel.

Jamie catches Fancy auditioning male dancers for her bachelorette party after they each promised not to have such gatherings, so he and Mouse plan to get even.

Jamie and Fancy's wedding day arrives, but problems with the groom's tuxedo hamper Jamie's efforts to get to the ceremony on time.