Finish a task aggressively, trying really hard to get it done. Comes from basketball, where players must aggressively drive to the hoop from within the painted region of the court.
Bill is all about makin' his cash, hustlin' to the top. He likes to go hard in the paint.
To pile at least 4 people into a basement bathroom, then proceed to smoke copious amounts of Marijuana using a vaporizer with the door closed, the fan on, the lights off, a strobe light flashing, and rave music plays on a nearby boombox/ghetto blaster.
Maria: "Hey, did you guys go hard in the motherfucking paint last weekend?"
Colin: "No, we couldn't. Nobody had a free bathroom for the night."
Going hard in the paint means “i’m feeling this situation and I’m about to go hard in the paint. Meaning, I’m about to make it do what it do. “NOW WHAT?”