"If The Shoe Fits" is a song by Hank Williams III that talks about his rebellious and wild lifestyle. He sings about staying up all night, singing and performing to earn a living. The song also describes the rough and tough experiences he has had in his life, like getting beat up, getting a tattoo at a young age, and not respecting law enforcement. Hank talks about how he speaks his mind, even if it's not always the popular or right thing to say. He believes that this makes him stronger, even if it may hurt him at times. He also has a strong sense of pride for his southern roots and the trouble he caused in his youth. The chorus of the song suggests that Hank is unapologetic about his way of life and attitude. He acknowledges that it's a hard road to choose to be good and to pay dues, but he plans on living this way for a long time to come. Overall, "If The Shoe Fits" is a anthem of defiance and a celebration of living life on one's own terms, even if it means being different or controversial.