I still have my high school Docs, Mary Janes. Still look new, sole or heel have not gotten mushed down. I still wore them on snowy days, driving around from patient to patient, great sole for snow without having to put on boots, get to someone's house and take off boots, then put them back on, next house, off again, until you're stark raving mad.
But DD stole them and DS bought some. I guess they will always be a teen "thing", but probably not so much for a 45 yo, my "thing" is gone, passed down lovingly