Dobie's latest girlfriend, Samantha Digby, is a blue blood who will only date boys in her social class. So how did Dobie get her to begin with? He didn't tell her that he's a poor schlub from a working class family. To be able to take Samantha to the upcoming dance, Dobie needs $20, which his father refuses to give him. He can't earn enough himself by the time of the dance, so he convinces Maynard to apply with him for two advertised $10 paying jobs for a day's work. Those two jobs end up being waiters for the Eta Theta Sorority open house under the watchful eye of Mrs. Osborne. What Dobie didn't count on was Samantha attending the open house as a potential pledge. He has to figure out a way to be undetected by Samantha while working at the party, doing his job and adhering to Mrs. Osborne's strict rules, which includes not going into the girls-only area of the house.
—Huggo