"Will I Be Waiting" by Jim Cuddy is a song that explores themes of loneliness, longing, and uncertainty in a relationship. The lyrics tell the story of two people who are physically separated and struggling with their emotions while being apart. The song starts by describing a scene where the protagonist is stuck in a cheap hotel room by the highway, feeling desperate and trapped. They reflect on the unpredictability of life, realizing that things don't always turn out as they imagined. The chorus expresses the protagonist's anticipation of the other person's return. They question whether they will be waiting for them and whether things will ever be the same again. The feeling of loneliness is highlighted, as it has a way of changing one's perspective and making them question their choices. The second verse depicts the protagonist waking up in unfamiliar surroundings, with time to spare but feeling unfulfilled. They write down their desires and dreams but recognize that they may never be realized. The mention of meeting DJs and remembering names implies a life on the road or in the music industry. The bridge of the song emphasizes the unexpected nature of their connection. Nobody planned for them to be in this situation, with one person moving forward while the other remains stagnant. Despite their fading circumstances, they find solace in each other, promising to shelter one another. In the final verse, the protagonist closes their bedroom door and hears the other person's voice on the phone, longing for more. The song concludes with the chorus, reiterating the uncertainty and anticipation that comes with waiting for the other person to come back. Overall, "Will I Be Waiting" portrays the struggle of maintaining a relationship from afar and the longing for connection. It touches on the complexities of emotions, the challenges of distance, and the reassurance sought in uncertain times.
