Tim McGraw is known for his iconic black cowboy hat; he's almost never seen without it. But did you ever wonder "why the hat, Tim?" According to the singer, it's all about insecurity. He told "People" a while back, “Of course the cowboy hat is who I am in my music, but I’ve never been real comfortable with the way I looked without a hat. I have what I call a ‘fivehead.’ I don’t have a forehead, I have a ‘fivehead.’ I always felt I had a really big head." Add a receding hairline and Tim decided the cowboy hat was the way to go. However, TIm says he's starting to go without it more. "That’s one of those things about getting older; you get more comfortable with yourself." Thus his hatless appearance with wife Faith Hill at the "Beatles '64" recently. Looking good, Tim!