Wain was born with a cleft lip and the doctor gave his parents the orders that he should not be sent to school or taught until he was ten years old. As a youth, he was often truant from school, and spent much of his childhood wandering around London. Following this period, Louis studied at the West London School of Art and eventually became a teacher there for a short period. At the age of 20, Wain was left to support his mother and his five sisters after his father's death.