The song "Windy City Shit" by Lil Herb (also known as G Herbo) is an expression of pride and confidence in his hometown, Chicago, also known as the Windy City. The lyrics talk about the reality of living in Chicago, including the violence and struggles that come with it. In the lyrics, Lil Herb emphasizes the fact that he and his crew are not just flashing money, but they also possess weapons for protection and are ready to defend themselves. He reflects on how people who doubted him are now feeling silly witnessing his grind and success. Lil Herb mentions that money helps him relax, comparing it to ibuprofen relieving pain. He talks about how he deals with anyone who tries to cross him or disrespect him, and how women are attracted to him because of his sexual prowess. He boasts about his ability to handle firearms and warns others to not cross his path. The lyrics depict Lil Herb and his crew as street-smart individuals who are constantly on guard and always ready to defend themselves. They are willing to confront anyone who threatens them. Overall, "Windy City Shit" showcases Lil Herb's pride in his city and his determination to make it out of the violent environment through hard work and perseverance. The song reflects the reality of life in Chicago and the challenges faced by its residents.
