All those times that we spent by the pool girl
Was too broke to even take you to the zoo girl

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

Meaning

When Sean was happy and in love, it did not matter what they did. A day by the pool was just fine, they had a dope time every time they were together, and it costed nothing.

Going back to the previous line…these were the times when he felt the richest, the good days, his soul was rich and blessed. Not that he doesn’t enjoy his life now, but the riches he had back then meant more to him.

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