i know you want dean to smoke, but how do you feel about him occasionally smoking weed? i mean, i'm a biased pot-head, but damn i'd live for that. dean eating pie while high? dean watching cartoons while high? dean going on about how he doesn't do it often, but it makes the magic fingers even better every time.
I love this a LOT and there is actually some canon basis for it as well! Two Dean quotes in particular that are my favorites:
M O B Y D I C K ’ S B O N G (2.05)
That line had everything that I love for Dean: casual cockiness, references to occasional drug use, and phallic subtext.
D O N ’ T T A K E A J O I N T F R O M A G U Y N A M E D D O N (8.01)
This implies that Dean did, indeed, take a joint from a guy named Don and has learned from the experience.