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He’s repping one of his two (along with Bad Meets Evil) rap groups, D12.

This could also be a shoutout to promote D12’s then-upcoming album Devil’s Night, which he also did at the Grammy awards as well during his acceptance speech in 2001 after the MMLP won for Best Rap Album.

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Using personification on the word “chances”. Saying that your chances are slim (as in weight) while his are large (because who isn’t fat after eating 12 BRUNCHES?).

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Lupe is selling hundreds-of-thousands of records while you sell…ummm…nothing.

This can also be interpreted as “I be in the wind, while your sails slump,” a sailboat reference.

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He doesn’t even need a cooler. Know why? Air-Conditioned seats baby!

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You can only skim the surface of the topics Lupe raps about. He plays one the pronunciation of ‘skim’ to sound a bit like ‘skin’. Essentially he’s accusing his target of being superficial and fake, unlike him.

This also continues off the previous line. Lupe’s lyrics are deep like the notes of a tuba. This also initiates the milk references which follow.

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If you walk in the snow, you’re gonna leave some type of tracks. Lupe uses track’s second meaning, song, saying follow the dope music to find him. .

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Lupe always feels the same since he hasn’t changed (despite what people argue about his most recent album) and he never will. So, he’s never felt better.

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“Friend of the Peeps” is a variation of the name of the mixtape Friend of the People and also the common phrase throughout the mixtape.
“Free Chill” is referring to Lupe’s buisness partner Charles “Chilly” Patton, who was sentenced to 44 years in prison

The end of the line refers to Lupe’s recently deceased friend Jubar “Esco” Croswell

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Memphis is just south of where the Mississippi and Wolf rivers meet

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Nicki Minaj is known for having many different alter-egos. The proper name for this is dissociative identity disorder. Being bi-polar is a different thing

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