It's also about what cut you're wearing. Mass-market retail (walmart, kmart, jc penny, et cetera) sells clothes in a few sizes, and generally the sizes that most people wear. They're extremely generalized, and don't really fit most people well (even loose clothing can fit well - it's about how it hangs on your frame).
For example, most people can wear Levis jeans. Most people look decent in them. But they don't truly fit them.
Go for a pair of G-Star Raw jeans, you'll pay eight times as much - but they will fit you perfectly.
And if pink is considered a status symbol, they've never seen the bridge and tunnel crew ;)
A few years ago, I wouldn't have understood paying extra money for something that serves the same general purpose. What I didn't understand then was what you said now: It's all in the detail. I can buy less expensive clothing, but it doesn't feel as good and it doesn't look as good, and I think that the extra money spent is worth it for how it feels. Hell, you can even get a feel of it when you wear an American Apparel t-shirt versus a Cafepress one, and that's not a foray into fashion at all.
That's why it's fun for me right now, going to university with a bunch of fashionistas. Last year Abercrombie was everything; this year, the fashionable people are obsessive in their knowledge of clothing. And I love it. I don't know if I'll be able to afford their level of obsessive outfitting, but even if I can't I'm hoping that just being around stuff like that will rub off on me.
High-end clothing is, well, expensive.
I know a tailor who charges very reasonable prices for his work, and I've gotten many a pair of mid-range jeans or jackets fitted. It is often that I walk in on a sale, walk out with an item that I really like but doesn't fit quite right, and spend an extra $30-50 getting it altered. Makes your dollars go a lot farther.
I don't think this qualifies as "foppish" clothing budget. I don't think I've ever even bought a shirt over $100 - like I said, I'm not fashionista. I'd rather pay to get mid-end clothing right as opposed to go for the luxuriantly expensive stuff.
Also, "well cut" is a very large gradient. Yes, you can buy a vest from a store that fits decently without any alterations whatsoever - but that's also a long way from fitting you like a glove. The point I was communicating is: if you know and have a regular tailor, you can get the absolute perfect fit from factory wares without much extra expense.
The extra bit of fit has a lot of profound effects that are well worth the minimal amount of money you're spending on it. The clothes become yours. They're not a "size 10" or whatever, they're fit for you. All the minor bits that aren't quite right are made right, and even untrained eyes can tell the difference. Given how little it costs I really don't see a reason not to do it.
This is why Bridge and Tunnel folks (and their equivalent in every other major city) are an excellent example of what's being talked about in the article -- they are the low-status people trying consciously and desperately to indicate high-status people. However it doesn't quite work, since they appear to have only a limited grasp of what high-status people are actually like.
They know suntans are high-status, so they fake-tan themselves 'til they're orange. They know high-end brands are high status, so they wear Ralph Lauren shirts with polo logos twelve inches high, or carry loud and clearly fake Louis Vuitton handbags. And they heard somewhere that wearing a pink shirt is totally masculine nowadays, so they continue to do so even though the people they seek to emulate moved on about ten years ago.
etc.
"Aha - so peacocks must find humans wearing Fubu to be astoundingly beautiful! " :)