This thread is fascinating! I've never worked in a properly corporate environment (thank god), but I had an interesting experience in NYC around 15 years ago. I was working in a creative/fashion role, and was sent to Madison avenue to work with one of the really big ad agencies on a brief.
As I was working in fashion, I had a really quite decent wardrobe at the time, mainly French and Italian influenced, small designers and unique pieces. But nothing too "out there"; I'd look totally unremarkable in Paris, London, Milan or Dublin. I wore a lot of reds and jewel colours as they suited me, and my hair was very trendily (and expensively!) cut and dyed.
Anyway, from the moment I landed in NYC, people commented on my "style". "Oh my god you look amazing, I love your skirt/shoes/hair/bag/delete as appropriate". I've NEVER had reactions like that before - I had nice clothes but My GOD they weren't THAT nice. I had people stop me in the street to comment on my hair and take my photo. It was so odd! I had a number of comments about being "brave" to dress the way I did (again, I was totally normal by European standards). Then I started to look around me.
In Manhattan, apart from the enclaves around the village and downtown/Harlem, people fell into two tribes. a) dowdy: think badly fitting leisure wear in dull colours, trainers, those awful "turtlenecks" that Americans seem to love, etc. b) corporate dull: "pants suits" (urrgghhh) in bland colours, court shoes, news-reader hair.
I think I genuinely surprised them. They certainly surprised me! I found working there really quite frustrating. The senior creatives were terrific at saying exactly what they thought you wanted to hear, and then doing the opposite. The culture was stiflingly conservative, and not one that would work for clients in Europe, and they couldn't seem to think out of their own cultural confines.