Jerusha "Judy" Abbott was brought up at the John Grier Home, an old-fashioned orphanage. At the age of 17, Judy is informed by the asylum's dour matron that one of the trustees has offered to pay her way through college. Judy catches a glimpse of the shadow of her benefactor from the back, and knows he is a tall long-legged man. Because of this, she jokingly calls him Daddy-Long-Legs. She has an obligation to write him a monthly letter, but she will never know his identity; she must address the letters to Mr. John Smith, and he never will reply. The letters chronicles Judy's educational, personal, and social growth as she attends a "girl's college" on the East Coast.

Jean Webster (1876-1916) was an American writer and author of many books including Daddy-Long-Legs and Dear Enemy. Her best-known books feature lively and likeable young female protagonists who come of age intellectually, morally, and socially, but with enough humor, snappy dialogue, and gently biting social commentary to make her books palatable and enjoyable to contemporary readers.