"When I'm Lonely" is a song by Hootie & The Blowfish about the struggles of loneliness and the desperate search for connection. The lyrics describe the singer's longing for a past love and the different ways they try to cope with their feelings of isolation. The song begins with the image of a woman with "eyes like an infant" staring at the singer, tempting him with memories of their past. He feels trapped by his nostalgia, unable to move on from the relationship. As the days pass, the singer's desperation grows. He cries out for relief from the pain of his loneliness, hoping for a sign from God or anyone who might be listening. The lyrics also touch on themes of infidelity and confusion, as the singer recalls a moment when he called a lover by his ex's name. The mention of Shep, a pianist at a bar, adds another layer to the story, suggesting that the singer's ex may have moved on while he remains stuck in the past. Despite the heavy subject matter, the song ends on a note of hope as the singer acknowledges his struggles and asks for help. It's a poignant reminder that even in our darkest moments, reaching out for connection can bring some comfort and relief.