I've been in the fashion about a decade but never accumulated what I think of as a particularly big wardrobe. (20 skirts, 9 JSKs) When I'm looking at what to keep or get rid of there's a few criteria
>Most important - is it flattering on your body (do your legs look stumpy, does it make your arms look flabby, does the waist sit nicely, no boobloaf, etc.)
>Is it practical - Is it a piece that's easy enough to take care of (won't melt in the rain, all of my pieces are things I can just toss in the laundry on the handwash cycle or drop off at a dry cleaners without worry) and is it practical to wear (can move around easily, drive or take a train without worry, don't have to fuss with layers or bows constantly)
>Is it comfortable - no pinching, pulling, scratchy lace, etc.
>Can it be worn in multiple coords
I don't like things wasting space in my wardrobe. That space could be taken by other things I like better and enjoy more often. Do I want to hang on to an OP I only wear twice a year, or do I want to have more space for another top and skirt I'll want to wear every month? Do I want 60 JSKs, or a few more pairs of shoes for greater comfort and variety?