Then dipping with the fucking pen to go sin again

from Tyler The Creator (Ft. Earl Sweatshirt) – AssMilk Lyrics on Rap Genius

Meaning

After having sex or raping other girls, he “dips his fucking pen” (penis), like the old style dip pens to get more ink (semen), and after recovering (dipping his pen) from the previous sex he goes to have sex or rape another girl

“Dipping” is also slang for “leaving”, so after Earl “stabs” your female friends, he leaves to find another victim

This line could also mean than Earl is going to go ‘sin’ with his pen, as in, write sinister raps that would be considered by many sinful

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