The song "Mary Ann Regrets" by Waylon Jennings tells the story of a man who saves up his money to buy flowers for his sweetheart, Mary Ann, for their upcoming Saturday date. However, he receives a short note in the mail from Mary Ann's mother, stating that Mary Ann is unable to see him again because they are leaving for Europe the following week and she will be busy until then. Although Mary Ann loves him, her family does not see a future for them together due to their difference in social status. The man is devastated by the news and weeks go by without any contact from Mary Ann. He learns from newspapers that she has been traveling to faraway places, but he cannot eat or sleep as he constantly replays the message from her mother in his mind and cries for his lost love, Mary Ann. Later in the song, it is revealed that Mary Ann has passed away, with the singer expressing regret that they were not allowed to be together. He believes that if they had been left alone by her family, she would still be alive today. He envisions a future where they would be happily married, with Mary Ann wearing his ring instead of being buried beneath a gravestone. Overall, "Mary Ann Regrets" portrays the bittersweet tale of a love that is torn apart by societal expectations and the regret and sorrow that follow.
