Dobie is torn between two girls on opposite ends of the spectrum. Dobie, using a scam as always, is trying to convince current girlfriend Mona Monaghan that he shouldn't go out with her tonight since she should study for a Latin exam she has the next day, while in reality he can't take her out since he has no money. She counters that she doesn't need to study since she's going to cheat, for which Dobie chastises her, still solely trying to get out of having to take her out. Overhearing this encounter is Eloise McInerney, a girl who Dobie has known since they were children but who he always thought unattainable. Eloise is a straight arrow who believes in unadulterated honesty, and this encounter shows her that Dobie is an honest fellow unlike what she previously believed. However, when she learns that Dobie's father is using a scam to get out from paying a $10 parking ticket, she figures that the apple doesn't fall far from the tree. To get Eloise's fleeting affections back, Dobie has to prove to her that his father is going to pay the parking ticket, that proof being the payment receipt. But getting Dobie's father to pay the fine and getting the parking violations clerk to accept the money aren't as easy as Dobie believes. And if Eloise won't have him, Dobie convincing Mona that he has larceny in his heart is also easier said than done.