Paul and Cate are shocked when they are called into the principal's office and informed that Bridget wants to skip her college prep classes in order to become an esthetician. Meanwhile, Paul is so impressed with Kerry's sketches of The Incredible Boring Woman that he gets the principal to print them in the school newspaper.

Kerry devotes her school video project to sister Bridget to illustrate the hypocrisy that life is much easier for the beautiful people. But when Bridget discovers that the video makes her look shallow, she takes Paul's advice to enrich her life by taking up tennis again.