I have 85 Amigo pants, 30 Ocean Summer Tops, and 10 Black Silk Boxers. I also have some large numbers of game items, like 7971 Brown Ink and over 80000 Tokens.
My current inventory organization is currently stuck between two modes. My old style of doing so was to group clothes by worn "sets", or groups of items I wear together. My new style is trying to organize them by clothing type. Right now, some of the sets have been taken apart or used in two groups of outfits, so there are about one dozen random groupings of items before a large number of sorta-organized clothes.
From there, I have my game items/non-wearable stuff, holiday stuff roughly organized, and a mass of junk I've picked up an never organized.
I'm working on it.