Meaning of "Trailways" by Red House Painters

In "Trailways", the narrator addresses Caroline, seeking to reconnect with a friend from their past. The lyrics are filled with nostalgia and a longing for the closeness they once shared, evidenced by memories of youthful adventures and intimate moments. The song touches on the passage of time and how relationships can drift apart, despite the deep connection that was once felt. There is a sense of regret and yearning for what once was, as well as an acknowledgment of the inevitable changes that life brings. The repeated references to friendship and emotions like nervousness, weakness, and love underscore the importance of human connection and the impact that others can have on our lives. Overall, "Trailways" conveys a bittersweet reflection on the complexities of friendship and the enduring impact of past relationships.