Meaning of "Letterman" by Wiz Khalifa

The lyrics of "Letterman" by Wiz Khalifa convey a message about authenticity and success. Wiz Khalifa starts by mocking those who talk like they have achieved great things but have nothing to show for it. He uses the metaphor of Letterman, referencing the renowned talk show host, to highlight the irony of individuals who boast without the substance to back it up. Wiz Khalifa then shifts the focus to himself, proudly displaying his accomplishments and asserting his superiority. He boasts about his excessive consumption of gin, his ability to handle extreme drunkness, and his affinity for drugs. He implies that he is constantly in a state of partying and enjoying the benefits of his success. He also references his popularity with women, emphasizing their presence at the front door and his ability to let them in. This further solidifies his image as a successful figure with a lavish lifestyle.

Wiz Khalifa's lyrics also touch on the theme of financial success and material wealth. He references money, cash, and gas at the front door, portraying a sense of abundance and affluence. The repeated line "money at the front door, let him in" reinforces the idea that money opens doors and allows access to a luxurious life. He contrasts this with those who don't have "wins" or accomplishments and yet still talk as if they do. By likening himself to P Diddy in the line "Puffy, all about my benjamins," Wiz Khalifa aligns himself with someone who has achieved significant financial success, further highlighting his own accomplishments.

Overall, "Letterman" presents a narrative of Wiz Khalifa's success story, critiquing those who pretend to be winners without any notable achievements. The lyrics serve as an anthem of self-assurance and confidence, showcasing Wiz Khalifa's belief in his own abilities and accomplishments.