When I was in high school, it was a big deal that girls were finally allowed to wear pants/jeans to school! And this was at the height of the 60s.
Then I moved to Florida. The girls were wearing Villager dresses and carrying little Etienne Ainger purses. My parents brought me for my first day at Miami Palmetto HS wearing bell bottoms, a black t shirt, and very long silver dangly earrings. They were promptly told to "bring me home and change me," punctuated by the word ma'm. I thought my mom would explode.
A couple of weeks ago, one of my 16 year old female clients came to see me at 6 PM. I seriously asked her if she had worn her outfit to school. Short shorts (not really so bad) and a white, lacy, see through top, with a black bra underneath. She looked at me like, "Why not?" I am sorry, it just looked really trashy, and in any school I worked at, it would not have been OK. We laughed, as I have a really good relationship with this kid, but it was clear she didn't see why I was asking.