The Poor Boy (Harold Lloyd) is a bashful tailor's apprentice who longs to be a published author. Heading for the city to sell his romantic anthology, he encounters the Rich Girl (Jobyna Ralston) on a train, and he helps her hide her dog from the conductor. Excited about a budding romance, the Poor Boy goes off to a publisher and gets rejected. Disheartened, he gives up on the Rich Girl. However, when the publisher changes his mind, the Poor Boy tries to rekindle the spark of romance.