Winnie convinces the boys to make themselves available for the Academy's date auction she's helping to organize. Lazz is none too thrilled when he is bid on and won by an overweight girl named Natalie. But after going out with her, he's surprised to find that he really enjoys her company. But to Lazz's dismay, Natalie puts an end to the relationship. Winnie doesn't like it when her rival Denise outbids her for a date with Christian. Jackson expects the best when Lauren picks him, and so does Ashley when she wins a date with hunky Tom, but the dates don't turn out as hoped for.