Maggie works toward the plan written down in her diary long ago to get a fabulous job in fashion, move out of her mom's house, and live happily ever after with Bobby. Unfortunately, once again things don't turn out quite as planned.
Maggie meets the owner of Sonny's, the restaurant where she and the gang hang out, and doesn't like him much until she finds out that everyone loves him. Then she sets out to make him like her like he does everyone else.
Saturday night and mom's got a date and Maggie doesn't. Later she finds out that mom also has a sex life and must come to terms with that knowledge. Meanwhile Lisa tries to avoid having sex with a guy she really likes.
Tom's living in the Winters' family garage and having free run of their house causes Maggie to feel her space is being invaded. So she schemes to get Tom to move out by fixing him up with Rachel.