Debby was a girl that was interested in Bobby in "I'm with Cupid". She is the voice of Tara Strong.
The two of them meet at a shoe department; Shelwyn's. Bobby was sitting in a chair bored, playing with a shoehorn. Debby approached him making small talk with him, asking what was wrong with him. He is able to make her laugh and are start hitting it off. She believes that Peggy is funny as well when she asks for a size 16 1/2 shoe, which irritates Peggy. The two of them go off to wear hats and pretend that they are mannequins. Bobby is shown throwing the hat off an old woman while pretending to be a mannequin which makes Debby laugh.