Freddie finds himself attracted to the beautiful woman who has opened a bakery down the street – and who is putting a serious dent into his dessert business. There's only one problem: Chris asks her out first, and seems to be really falling for her. Meanwhile, Allison decides to send her resume around to drum up job offers, with sorry results.

Freddie tries to date Rose, a girl who recently broke up with Chris. But when Chris finds out that Rose wants to get back together with her ex-boyfriend, he seeks fun revenge on Freddie by setting up an embarrassing evening for him – which includes cooking and serving the lovey-dovey couple a romantic dinner. And later, Chris and Freddie work together to try and break the couple up.

Freddie feels like he made a mistake when he stopped seeing Denise the first time, so he agrees to drive Grandma to church, hoping to run into her for a second chance. When Denise tells him that she's seeing someone else, Freddie realizes he's going to have to work to win her back. Meanwhile Rose is back in town, and when Chris reveals Freddie's true feelings for her, she feels the same. Now Freddie is torn between two wonderful women – but which one will he choose?

Freddie is torn between two women he finds irresistible and just can't choose one, try though he might. Chris suggests dating each girl to find out who is right for him. Freddie is excited about Rose, who is fun and impulsive like him, but he's also charmed by Denise's caring heart and sensitivity. However, when these women learn that he's dating both of them, will either want to stay?