Depends on how deeply ingrained, and how long you lived with a certain mindset. I posted a video a short time back about New York city a century ago. Every guy was dressed the same. Every person had a hat. If you went outside without your hat and jacket and tie you were some kind of barbarian, and everyone would stare at you like "Who let THAT in here?" Everyone went to church. Everyone believed. No one talked about sex. Period. Let alone 'perverted' sex. We were an extremely homogenous and conservative society up until the sixties. The people who are 75 now grew up in the 1940s. That's how they were raised, and that's how they lived for the next 25 or 30 years or so. Things get pretty much set in during that length of time.
One reason they were all wearing the same thing is wartime rationing of fabric. The Depression didn't leave much disposable income for fashion either but the roaring twenties that preceded it did. Same kind of reason no civilian cars were built during the war. Zoot suits were pretty out there but banned during the war supposedly because they used too much fabric.
Kids today aren't much different when it comes to what they wear. What's in is important, they just have more money. My kid drove me nuts when he wore his pants down around his ass but I guess that was part of the reason for doing it. They still do it.
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