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Sherry is one of the day students.
She is a dreamer who wishes that her knight in shining armour would appear and whisk her away.
She is Drew's obsession.
Sherry's like the black sheep of the family. Her powerful parents are in politics and feel her flunking out of prep school is due to lack of motivation. Sherry, on the other hand, just longs to be rescued and seems preoccupied with her search for a soul mate.