dean can definitely relate to that idealism bit, he's been making all kinds of fun mistakes regarding his own happy ending because once he gets it, he starts feeling trapped by how he thinks he's supposed to feel instead of enjoying how he actually feels. if you stuck her in a place near columbia university, they could know each other via his regularly picking up that fancy food to go on the way back to murray hill. as much as he likes to appear as some spontaneous revolutionary, the guy's a creature of habit and probably enjoys the aesthetic of parsley and butter drizzled over a steak he won't finish as it teases him in little whiffs wafted among the swamp monster scent of the subway.