Current fashions (above) don't wrinkle much. They make the wearer look good, but that's the problem. They make the wearer look too good. How boring!
It's selfish to dress for yourself. The truly social person dresses for the amusement or enlightenment of the people he encounters on the street. Nobody wants to see a street full of generic people, all without obvious defects. Why leave home if that's all there is to see outside?
This woman gambled and lost. A gust of wind came up and blew her dress too high..but I don't think many people minded, at least not many men. I admire her for wearing a dress that wasn't risk free.
Now, don't get me wrong...I'm not suggesting that we do away with tailoring and wear bedsheets. The best clothes from the Wrinkle Era (the 1930s and 40s) were all made from good fabrics and were all nicely tailored...but the tailoring was alternately loose and tight...it never did away with risk.
It's true that wrinkles sometimes make the wearer look bad, but so what? To put on loose, wrinkly clothes is to take a risk, and that's what life is all about. "A harbor is a safe place for ships, but ships were not made to stay in harbors."
Clark could have had this (above).