"Let's All Help The Cowboys (Sing The Blues)" by Waylon Jennings is a song that explores the life and emotions of a cowboy. The song describes how cowboys, who are often seen as ladies' men and confident individuals, also experience loneliness and heartbreak. The lyrics highlight that cowboys may engage in activities like wooing women, talking them up, or even showing off their talents in an attempt to fill the void of loneliness. However, they still end up feeling a sense of emptiness when there is nothing else to occupy their time. The song suggests that cowboys are looking for love, not just based on superficial aspects like beauty, but also seeking emotional connection and intelligence. Despite their efforts, they often find themselves struggling to understand the complexities of relationships, which ultimately leads to heartbreak. Jennings portrays how cowboys express their emotions through music, utilizing instruments like the mandolin and their ability to sing. They use their pens as a means to try and make others understand their experiences and feelings. However, the song juxtaposes the different perspectives between the cowboy and the woman they are trying to communicate with. It implies that the woman may not always comprehend or resonate with the emotional tune that the cowboy is singing. The chorus emphasizes the need for cowboys to fall in love, get hurt, and open their hearts to inspire their songwriting. It suggests that the cowboys' experiences of heartbreak and vulnerability help them create meaningful and relatable music. The song calls on women to not refuse a cowboy's advances, implying that by engaging with them and understanding their struggles, they can contribute to the creation of the blues music that cowboys are known for. It promotes empathy and support for cowboys in their quest to express their emotions through their music. Overall, "Let's All Help The Cowboys (Sing The Blues)" explores the internal turmoil faced by cowboys, the complexities of their relationships, and the cathartic nature of their music. It captures the nostalgic and emotional essence often associated with the cowboy persona.