The song "Singer of Sad Songs" by Waylon Jennings tells the story of three individuals who are in desperate need of emotional support and turn to a singer for solace. Each verse introduces a different character and their respective struggles. In the first verse, Widow Jones is a woman who lost her husband, Frank, and is left alone to raise their six children. She reaches out to the singer, hoping he can understand and empathize with her pain. She asks for his services, offering to do his chores in exchange for his help. The second verse revolves around Farmer Brown, a man who has always yearned for the excitement of city life and the allure of women. He abandons his responsibilities on the farm to pursue his desires. Mrs. Brown contacts the singer, seeking support and assistance during this difficult time, and offers him some of their early hybrid corn as payment. The final verse focuses on Lovely Lucy, who remains unmarried and is eagerly waiting for her wedding. However, her groom-to-be becomes unfaithful, spending time with other women. Lucy, who is still a virgin, feels the societal pressure and stigma associated with her situation. She calls upon the singer, seeking comfort and understanding. In return, she offers him a slightly used diamond as payment. Throughout the song, the singer is portrayed as a "doctor of broken hearts," someone who emotionally connects with those in need. He becomes their confidant and source of support during their times of hardship and despair. The overall theme of the song revolves around human resilience in the face of heartbreak and the power of music to heal and provide solace.