Yup yuppers smile all the time while
I chop it up like Michael Watt's slow talk style

Meaning

Cudi’s always got a smile on his face when he chops his weed up like DJ Michael “5000” Watts of Screw-ston, TX chops and screws his music.

An appropriate reference in accord with Scott’s allusion to his “sippin' cup” of purple drink.

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