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.

After a series of low-paying gigs, Jamie gets a break and records one of his original songs for a record producer, but the arrangement might not be as legitimate as the singer thinks.

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 refuses to sign with a record company and instead tries to sell compact discs of his original music over the Internet.

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.

After striking out with Fancy at a bowling alley, Jamie calls upon Cupid to help him win back Fancy's affections. Meanwhile, Mouse starts dating a new woman he met with the love god's help.

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.