Textbook dominant male ends with a selfish and manipulative question: ladies, beware!
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Not so much a pompous question but more of a serious question to his woman leaving.
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He gets out of his car, “peels” (shoots) somebody’s “cap” (scalp) off…
50 needs his girl to be “down to ride” (willing to help) if he ever should need to “put in work” (sell “work”, i.e. drugs)
Although some people say he’s making it up, the meme is that 50 has been “hit” (i.e. by a bullet) 9 times
If 50 went to jail, he needs to know if his woman will comfort his fragile incarcerated spirit.
“Quarter century” refers to the standard (minimum) jail sentence for first degree murder in the US; that’s where the term “25 to life” comes from.
50 wants a girl who will take him with his flaws, because no one is perfect.
on a related note, 50 has his own fragrance, so he always smells fresh.
A great hook from Nate the Don, it nicely summarizes the question that the song asks: if I weren’t rich and famous, would you still want to be with me?
He hopes that she will be truthful and honest and if he can trust her to come up with the right answers.
Awww…50 you sap!
Sometimes “shorty” means “little one”, sometimes it means “girl” (here it means girl)