Set in turn-of-the-century New England, this musical tells the story of orphan Jerusha Abbott of the John Grier Home and her mysterious benefactor who agrees to send her to college, who she dubs "Daddy Long Legs" after seeing his elongated shadow. Under the conditions of her benefactor, Jerusha sends him a letter once a month, describing her new-found experiences with life outside the orphanage.

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