Dear Enemy is the sequel to novel Daddy-Long-Legs and follows the story of Sallie McBride, Judy Abbott's classmate and best friend in Daddy-Long-Legs. Dear Enemy shows how Sallie McBride grows from a frivolous socialite to a mature woman and an able executive. It also follows the development of Sallie's relationships with Gordon Hallock, a wealthy politician, and Dr. Robin MacRae, the orphanage's physician, (to whom Sallie addresses her letters: "Dear Enemy"). Both relationships are affected by Sallie's initial reluctance to commit herself to her job, and by her gradual realization of how happy the work makes her and how incomplete she'd feel without it.

The first Wednesday in every month was a Perfectly Awful Day-a day to be awaited with dread, endured with courage and forgotten with haste. Every floor must be spotless, every chair dustless, and every bed without a wrinkle. Ninety-seven squirming little orphans must be scrubbed and combed and buttoned into freshly starched ginghams; and all ninety-seven reminded of their manners, and told to say, "Yes, sir," "No, sir," whenever a Trustee spoke. It was a distressing time; and poor Jerusha Abbott, being the oldest orphan, had to bear the brunt of it. But this particular first Wednesday, like its predecessors, finally dragged itself to a close. Jerusha escaped from the pantry where she had been making sandwiches for the asylum's guests, and turned upstairs to accomplish her regular work. Her special care was room F, where eleven little tots, from four to seven, occupied eleven little cots set in a row. Jerusha assembled her charges, straightened their rumpled frocks, wiped their noses, and started them in an orderly and willing line toward the dining-room to engage themselves for a blessed half hour with bread and milk and prune pudding.

Lovable prankster at boarding school causes havoc and delights her fellow students with her scornful disregard for rules and etiquette.

Dear Enemy is the sequel to Jean Webster's novel Daddy-Long-Legs. The story as presented in a series of letters written by Sallie McBride, Judy Abbott's college mate in Daddy-Long-Legs. Among the recipients of the letters are the president of the orphanage where Sallie is filling in until a new director can be installed, his wife (Judy Abbott of Daddy-Long-Legs), and the orphanage's doctor (to whom Sallie addresses her letters: "Dear Enemy").

"Daddy-Long-Legs" – 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._x000D_ "Dear Enemy" is the sequel to novel Daddy-Long-Legs and follows the story of Sallie McBride, Judy Abbott's classmate and best friend in Daddy-Long-Legs. Dear Enemy shows how Sallie McBride grows from a frivolous socialite to a mature woman and an able executive. It also follows the development of Sallie's relationships with Gordon Hallock, a wealthy politician, and Dr. Robin MacRae, the orphanage's physician, (to whom Sallie addresses her letters: "Dear Enemy"). Both relationships are affected by Sallie's initial reluctance to commit herself to her job, and by her gradual realization of how happy the work makes her and how incomplete she'd feel without it.

Daddy-Long-Legs is a 1912 epistolary novel by the American writer Jean Webster. It follows the protagonist, a young girl named Jerusha "Judy" Abbott, through her college years. She writes the letters to her benefactor, a rich man whom she has never seen.