When Jamie's plan to propose to Fancy fails, he decides to break up with her. But when he leaves the engagement ring at her apartment, Jamie and his friends must get it back before she finds it.
After going through a series of low paying jobs, Jamie finally gets a break and records an original songs for a record producer, but the arrangement might not be as legitimate as Jamie thinks.
Fancy nurses Jamie after he gets sick from Japanese food. He fakes a relapse the next day to prevent Fancy from going out with another man.
Jamie thinks Fancy is involved with NBA superstar Kevin Garnett, who is at the hotel for a press conference, when he finds a pair of size 22 sneakers under her bed.
When he strikes out with Fancy after a bowling game, Jamie calls on Cupid to help win her over. Meanwhile, Mouse starts dating a woman who he met using Cupid's help.
Junior and Helen announce they are retiring the hotel to Jamie and Fancy, not knowing Fancy is considering a job in New York. Meanwhile, Braxton feels unappreciated when he doesn't get the hotel, after all his hard work.