In the book Orphan Train, author Christina Baker Kline combines two characters and their stories simultaneously to explain the history of the Orphan Trains in America during the 1920s, and the social dilemma of being a teenage orphan in 2011. Seventeen year old Molly Ayer is all too familiar with the social service system. She is a juvenile delinquent, most recently for stealing a book, and probably in danger of being relocated into another foster home. Her sentence is to serve community service, cleaning the attic of ninety-three year old Vivian Daly. Vivian is also familiar with the social service system in her day. As an orphaned Irish immigrant, Vivian was placed on the Orphan Train on the east coast, and was sent to America's growing midwest region with the hopes to finding a safe home, and possibly a family.
These two unlikely friends eventually develop trust in each other. They begin to share their experiences as participants in the social system of their time. Kline intertwines the past stories of Vivian's life as an orphan in 1930 with the present day predicament of Molly Ayer. The reader begins to see a change in both characters, as they become dependent on each other, Vivian trying to curate the events of her past, and Molly her present and future.