The song "Railroad Lady" tells the story of a woman who worked and traveled on the railways throughout the United States. The singer describes her as being "a little bit shady," which suggests she may have been involved in some less-than-honest dealings. Despite her ambiguous character, the singer describes the woman as a "semi good looker" who was taken by the fast rails. This could refer to a number of things, such as her love of travel or her desire for a fast-paced, exciting life. However, as the railways decline and her career ends, the woman finds herself trying to get back home again. The singer describes her as crying on a bus to Kentucky, determined to return to the place where she grew up and where her roots lie. The song also touches on a failed relationship, where a man attempts to buy the woman's affection with material gifts, but she eventually leaves him behind to pursue her own path. Overall, "Railroad Lady" is a melancholic ballad about a woman who has lived a life on the rails, but ultimately realizes that she longs to return to her home and the simpler life she left behind.
