The Afghan Whigs performed live on "The Late Show with David Letterman" on April 26, 1996, during a peak in their career following the release of their critically acclaimed album, "Gentlemen," in 1993. By this time, the band had already established a distinctive sound that blended alternative rock with soulful influences, which resonated well with both fans and critics. The performance of "Going to Town," highlighted the band's raw energy and emotional depth, serving as a testament to their ability to create compelling live music. Their presence on a major television platform like Letterman marked a significant moment in their career, showcasing their growing fame and cementing their status within the 90s rock scene. Notably, "Gentlemen" addressed themes of love, betrayal, and heartache, drawing listeners into a narrative that has endured over the years, making their live performances all the more impactful.