headcanon meme: ★ (sad) + samjess

what azazel doesn’t tell dean is that sam hadn’t just been shopping for rings—he had actually bought one. after the funeral, sam sat in front of jess’ grave and proposed with the speech he’d been practicing in his head for weeks. but in all of his imagined scenarios, he’d never thought his question would be met with silence.

sam + #10; requested by justreallyfictional

When they were younger, Sam ended up on his back more often than not while sparring with Dean. Dean could never quite get rid of the habit of reaching forward as if to stop Sam from hitting the ground–even if he was the one who threw his brother down in the first place.

anonymous asked:

mmh, I'm a little bit embarassed. can you draw something with an injuried!Dean? and a worried!Sam it would be awesome for once seeing this kind of situation. don't you think? anyway don't worry, I just really find your blog really cute. (:

aw thank you~ don’t be embarrassed! i ended up doing sick!dean, i hope that’s okay?? 

sorryy, i’m not really good at this scenario because i have this giant fondness for dean taking care of sam haha. ^^;; 

something i enjoy; requested by anon

this was a super nice prompt to end this round of requests on. thank you, anon! you’re so sweet. *^^*

i decided to draw a few of my favourite boys! :D can you tell who they are?

make me choose: sam in a flower crown (OF THORNS) or an actual crown

okayokayokayokay so i kind of cheated because technically this is both?? a crown of thorns is basically my headcanon actual crown for boyking!sam–and i think a lot about creatures and little demons putting flowers in it without him realizing.

they turn it into a game sometimes, the new demons, the young ones. the ones that listened to stories of the awful times before the boy king, and then felt the gentle hand of Sam Winchester soothing them when their souls cried out in agony as hell twisted them into grotesque forms. he tells them they’re beautiful when they recoil from their own reflections. but they know true beauty from his face, even if he denies it. so they remind him, placing flowers in his crown, telling him he’s beautiful without disrupting him. they make it a game–shh before he notices–but Sam knows, of course he knows. he has touched their souls and he recognizes each and every one of them.

headcanon meme: ☆ (happy) + sambrady
(requested by thanatosdean)

on weekdays, sam and brady have accidentally switched clothes more than once. after all, when your clothes are lost somewhere in a pile of blankets because of frenzied night time activities, there’s no time in the morning to check whether the pants you’re pulling on are yours. this posed less of a problem for brady (on whom sam’s clothes fit a little loosely) and more of one for sam (who found brady’s clothes a little too tight for comfort). the first time this happened, they spent the rest of the day pretending to be each other.