Also, speaking of clothes and to get back onto the subject a little. Why do pajeets dress like they're in a 1950's movie? Even sometimes style their hair like that. Is this considered high status for jeets just like a suit and a briefcase is status for Africans in Africa? Do other pajeets see these men in sandals, costume pants and a purple buttoned shirt + an Archie hairstyle and think "Oh wow saar brahmin phul support?!! Please redeem saar!".
Unkempt, long or curly hair can be perceived as "jungli" (you look like someone from a jungle tribe, their version of a hick). Ayurvedic hair oiling is a tradition, and oiled hair is less likely to frizz up or get messy in humid heat. The more informal men's hairstyles popular in the West can be perceived the same way the Beatles mop tops were perceived here in the early 60s. It all sort of combines to lend itself to that sort of 50s style 'do.
Dress sense wise, India never went through a dress reform like a lot of other places did. So the traditional styles are very much unremarkable daily wear, rather than special occasion/folk dress like a kimono. A lot of what you're seeing is traditional clothing that's been modernised/westernised. The "costume pants" are likely either shalwars (loose pyjama style ones) or churidars (tight ones like leggings) and the shirts are often referencing kurtas, like you can see on FabIndia (an Indian clothing chainstore):

The comparison I'd draw is something like the qipao which was rooted in Manchu traditional dress, before slowly evolving into basically a Western style dress with an unusual collar/fastening

except in India, the more traditional variations are still around. One big part of it is the specific styles of dress are used as a - you guessed it - caste signifier. There's cases of
Dalits getting beaten up for wearing a Muslim version of the shalwar kameez, or for
wearing sunglasses because Dalits shouldn't "dress stylishly", or
for wearing upper caste shoes. They also sometimes get attacked for going to a barber or hair salon as well, or
murdered for having a moustache. It basically goes back to the
Manusmriti which was insisting that Dalits should always dress a certain way to denote their inherent inferiority to the Brahmins; Japan faced similar issues with sumptuary laws which lead to resistance during Meji Restoration - how would you know what class someone was if everyone wore Western clothes? And that's the issue, like I said, India never really had dress reform.
It's surprisingly hard to find Indian street style references but there's a commonality there that people trying to be trendy are approaching it to what looks good to their cultural context, which ends up looking a bit "off"




Most people aren't trying to be "out there", though, so seem to get into a routine of ugly jeans, boat shoes and leather jackets because they're just not accustomed to how Westerners dress, and at least one /r/AskIndia poster agrees.

mixed in with being socially conservative and wanting to avoid looking like a Dalit.