The rivalry between Cate and Maggie comes to a boiling point when Maggie gets a sexy, new makeover and gives Bridget a water bra as a gift. Tensions between the Hennessy sisters mount when Kerry and Kyle begin dating, while Bridget's popularity takes a nosedive after she dissed her friends for Donny. Paul becomes concerned when he finds an empty pregnancy test kit.

After Cate encourages Bridget to participate in extracurricular activities to beef up her college resume, Bridget shocks the family by landing the lead in the high school production of the story of Anne Frank. Rory's obsession with a dummy named Skeevy becomes a little unnerving for the Hennessy clan.

Bridget decides to make a move on her tutor but discovers that he may have his sights set on her debate team opponent. Meanwhile, after accidentally setting fire to C.J.'s van, Jim is not-so-thrilled when Cate forces him to share his basement room with him.