Yup, agree that being quirky and dressing to reflect that is very different than the vintage "quirky" uniform - be it from 40s or 50s or 60s...
When I was a teen, there was no such thing as vintage clothes. Punk was in, and teenagers would scavenge Salvation Army Thrift stores for old clothes costing pennies. I had a wardrobe full of funky old men's blazers that I'd work hard to incorporate with my regular clothes.
You hunted your treasures, not popped into a vintage store and paid 20x the price. And you had to be inventive in blending the old with the new. Not just copy a look from a blogger and call yourself quirky, sneering at anyone who wore beige.
Most of these quirky styles today are outfits out together. You shop for them just like you do for any other clothes. To me, that is not what the quirky batshit crazy art teacher look is about. (I love that look). My current inspiration is a 60 year old with a streak of purple in her silver hair. I can't describe her clothes, but she leaves an impression - quirky and stylish.