I always liked the Polo shirts though could not afford them as a kid. I love madras shorts and pants, used to have many pairs of Gotcha! (remember those?) madras, which somehow I could afford. Must have bought them on sale. I could afford whatever was at Marshall's or later, Ross. And army surplus and thrift shops, of course.
I still wear skinny pants, but then I have been having my pants tailored this way since I was 15, which was 1987. My body is hella stupid and I don't look good in baggy, and I've always liked the 60s/mod look, the way it was done in the US-80s especially.
Things I've said, more or less, to try to help out the nieces and nephews that are germane to this thread:
1 Do not confuse style with fashion
2 Fit is more important than accessories
3 Try to be more interesting than your clothes (and your 'stuff')
4 If you have a good body, you can get away with more goofy clothes
5 Don't wear flairs or bell-bottoms when playing basketball during recess, trust me on this.
6 Young people tend to move often, having fewer clothes makes it easier to move
7 People will remember you easier if you wear the same thing often; this can be good or bad
8 Comfy shoes are under-rated, and don't think of wearing slaps or ill-fitting shoes/boots on our hikes this summer
i fully concede that i have no fashion sense, never will, don't care, and will likely spend the rest of my days in some combination of tee shirts, tank tops, baggies, shorts and jeans. and i actually prefer white tee shirts over any color. so be it.
The one picture with the four guys is straight out of "The Preppy Handbook", the early 80's was when I saw my sister's copy and most high school kids at the time loosely adhered to that style around here anyway. There was also rockers punks surfers skaters, farmers and others but preppy was it for a while, just like those guys.