The school's Carnival Costume Ball is coming up and Jackson's dad has set him up with a blind date. Surprisingly, though, Jackson actually wants to go out with this girl. But Lauren has already decided on costumes that she and Jackson will wear when they go together. Jackson attempts to juggle both girls and costumes at the dance, with predictable results. Meanwhile, Christian's affection for Winnie is growing, as he asks her to go to the Ball with him in Princess Diana's wedding dress. Also, Bobby Lazzarini gets a last-minute date, Ashley has no such luck, and Mr. Elliot is too busy to attend despite the fact that Ms. Dupre is planning to wear a sexy Catwoman outfit.