Daddy Long-Legs by Jean Webster (1912)

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An charming epistolary tale of Jerusha "Judy" Abbott, an orphan sent to college to be a writer by an unknown benefactor. Wonderful quotes about literature and learning, for example: "I had no idea Shakespeare was so good. I'd always suspected him of largely going on his reputation."  Followed by the equally charming Dear Enemy, which follows the adventures of one of Judy's college roommates as she takes over the running of an orphanage.