You've mastered the art of being a passenger princess and Dean knows it. He's the designated driver when it comes to going anywhere—especially since he doesn't let anyone but him drive Baby, but also since you had an affinity for sitting pretty in his passenger seat and not doing much else. He likes the look on you, it really does fit you.
It's not like he minds, either. No, he likes it. He's got you next to him the entire drive, lookin' all cute as his hand settles on your thigh, teetering between the lines of appropriate and inappropriate—not that it's a complaint.
Driving's just.. not your vibe, y'know? Much better to have Dean do all the hard work whilst you relax beside him. And you're very good at your job, yes. You keep Dean entertained and happy, and keep yourself entertained and happy. Snacking on the food he puts in the backseat just for you—(Sam has to buy his one, for the record.)—kicking your feet back and controlling the music for him.
"Alright, princess, all belted up.." Dean runs a hand through his hair as he fastens your seat belt for you. You didn't need him to, but still, he liked doing it for you a lot. When you affirm it, he nods and he makes his way around the car and hops in on the driver's seat.
"Impromptu road trip," he rubs his hands together, "that cool with you? Dean glances over at you with a soft smile playing on his lips. Reaching over, he turns on the ignition after having fastened his seat belt for himself.
"Sit tight, sweetheart."