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 -- not realizing that the principal is the boring woman in question.
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Guest Stars: Mo Gaffney as Principal Connelly, Kelsey Lynn Batelaan as Young Bridget, Rachel Bilson as Gum-chewing girl
Writers: Amy Engelberg, Wendy Engelberg
Director: Terry Hughes