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When someone 'keep that sh*t on,' they're always looking sharp, like they just walked out of a fancy store and gave the clerk the middle finger.
I keep that sh*t on 24/7. You see me, you know I got money.
Man, he keep that sh*t on like it's his full-time job.
She keep that sh*t on so hard, I think she’s trying to outshine the sun.