young!dean winchester headcanons
filling his cup up all the way, just so he can lean down and sip from the brim
washing the impala in sweltering heat until he can see his reflection to “build character” but he doesn’t mind
practicing his elvis presley in the bathroom mirror, alternating the comb into a mic, mouthing the words of jailhouse rock and brushing his freshly gelled hair
john catching dean in the impala under a pretty young blonde he was flirting with at the gas station earlier
the girl apologizes and bolts, dean props himself up, wild hair and a dreamy look on his face “that’s brianna. she wants to go to harvard.”
checking both ways before throwing sam into the cardboard stuffed animal box in toys’r’us
discovering a swivel chair, declaring it his only mode of transportation, and refusing to use any other means to travel around the motel
“if there’s something weird— in your neighborhood— who you gonna call?” ruffling sam’s shaggy hair. the boy sighs, trying to be exasperated by his older brother, but a smile tugs at the corner of his lips.
“ghostbusters,” he adds unenthusiastically, yelping in surprise when dean pulls him into a noogie.
growing his hair out just a little too much, and it getting in his face during hunts. john expresses his distaste, saying how it’s impractical and dangerous. he takes a beat up yankees cap and sets it on dean’s head as he passes by
he pivots it because he likes it backwards. he lets some of his hair peek through the closure
he wears it for a couple hunts until john and sam say something about the “smell of sweat”
he doesn’t wear again but he still has it
sammy getting the front seat for the first time and dean is not happy about it. so unhappy, in fact, he keeps kicking the seat with the complaint “my legs are too long to fit back here”
“maybe if I didn’t have to tell you to get your feet off my dash every time you sit in the big boy seat, then you wouldn’t have this problem.”
“don’t worry, guys, I got this,” he says as he goes to flirt with the cranky old lady witness for information
john stops him by the collar of his leather jacket
listening to songs about sex
chewing gum perpetually; biting it with a flirty wink to a passing diner waitress as he picks up breakfast
using sam to pick up chicks but sam is old enough to see through his brother’s shit. he plays along until they all get comfortable, and then he breaks out the embarrassing secrets
“one time, dean complained he had a twisted ankle so he stayed at the motel while I went out with dad. we come back earlier than planned to see him jumping furniture in his underwear screaming to ac/dc’s shoot to thrill.”
theartofmadeline
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