Remember that Christmas? We had a wish list
We couldn’t afford nothin' but we still get shit
Ironically those were the times I felt the richest

from Big Sean (Ft. Miguel) – Ashley Lyrics on Rap Genius

Meaning

Sean Don reflects on Christmas with Ashely when they had wish list of things they wanted but couldn’t get them because they are broke. The line “We couldn’t afford nothing but we still get shit” means they couldn’t afford nice things but they still got problems. And although they had problems this was a time when they felt “rich” because they had each other.

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