My cup runneth over with pinot grigio, hold up

from T.I. (Ft. Andre 3000 & Stacy Barthe) – Sorry Lyrics on Rap Genius

Meaning

This is a play on the expression “my cup runneth over” from the Hebrew Bible that signifies someone having even more than they desire. TI feels that he has been blessed, but concretizes the expression saying that his “cup” is overflowing with Pinot Grigio, a type of fine wine.

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