My shame remains
Random fashion thoughts - Page 4270
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SW is more diverse than MC, so that kind of dress-by-the-rules thing isn't really that practical. I guess you could do a very basic list, like ChairDance's n00b pack idea (jeans, blazer, tee and boots). kind of a basic "sf-approved" starter look, but after that the options are too diverse to do a prescriptive list.
at most you could compartmentalize and describe basic aesthetic ideals for all the various subgroups here, the workwear types, yohji, drapey black things, etc. even then it would probably be more confusing than helpful.
you just have to feel around and fail a bunch.
WOW, THIS OLD DUDE IS JUST KILLING IT WEARING SOILED KHAKIS (WITH ELASTICIZED WAIST) AND BLOOD-SPATTERED HAWAIIAN SHIRT. CHECK HOW DUDE ACCESSORIZES OLD HEIRLOOMS TO MAKE IT LOOK LIKE HE IS BURIED IN ACTUAL TRASH HERE IN THIS DUMPSTER.
HE JUST CAN'T STOP KILLING IT AND ALSO CAN'T STOP CONVULSING HERE IN THIS DESOLATE INDUSTRIAL ZONE WHERE HE LIVES THE LAST OF HIS DAYS IN FEAR HUNTED BY WILD DOGS AND THE TYRANNY OF TIME.