i don't know what cities you've traveled in lately
lately-ny, chicago, LA, London, las vegas
the most offensive was vegas...hands down...
but i did see the stupid white guy uniforn of khaki cargo shorts, t shirt or polo and flip flops or sneakers way too often...sometimes with a baseball cap...my least favorite accessory...
but this was always on a guy in his late twenties and up...the younger kids are much more creative and metrosexual...
i think you're in new england right...where it's prepster heaven...did they ever stop wearing polo shirts???... it's so damn conservative up there..i can't belive you are seeing men with man purses...i don't think i've ever seen a man with a bag that wasn't obvioulsy functional...ie-laptop, books, paperwork, gym bag...etc...not even the euro guys with extremely questionable taste...i don;t know...
that's what i'm seeing...and i'm actively looking and paying attention...