Equivalent to making somebody hate your guts. To pour out your cup means that somebody pissed you off to such a harsh degree they'd make you figuratively or literally pour out your cup of liquor and leave the party.
Kyle: Yo bro how come you left the party early last night?
Chad: That hoe Karen made me pour out my cup because she rejected me even while drunk! And then she called my shrimp tiny!
Kyle: That's duuuuust I had her pour UP my cup! Then we Rick Rolled!
Chad: That hoe Karen made me pour out my cup because she rejected me even while drunk! And then she called my shrimp tiny!
Kyle: That's duuuuust I had her pour UP my cup! Then we Rick Rolled!
by Slippery Loofa July 9, 2021