“In between jobs, Sam and Dean would sometimes get a day – sometimes a week, if they were lucky. They’d pass the time lining their pockets. Sam used to insist on honest work, but now he hustles pool, like his brother. They could go anywhere and do anything. They drove 1,000 miles for an Ozzy show, two days for a Jayhawks game. And when it was clear, they’d park her in the middle of nowhere, sit on the hood, and watch the stars… for hours… without saying a word.”
Dean, feeling the effects of a self-administered lethal overdose, attempting a smile to comfort Michelle.
The Winchesters are really metal as fuck, like think back to s1, would Dean have done this then? Maybe, but not this readily and it wouldn’t have occurred to him so quickly.