Kendrick’s rhymes are relatable for everyone. Whether you are an A+ student, a gang member, or someone that over-analyzes life and doesn’t enjoy it as much as they could, his words speak directly to you. .
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In Tammy’s Song, Kendrick describes a woman who turned homosexual because of so many failed relationships with men. Soul wonders if she could have avoided this fate by finding a real man.
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This could also mean that she feels immense pressure from both sides — that she simultaneously needs to enhance her appearance and be comfortable with who she is, the latter of which might be something that’s difficult to do because of her emotional scars (“him” in the earlier line). Lamar sees no makeup as freedom, she sees it as another form of the same vice — it’s still an expectation that is put on her. She is told when to smile.