Like I said, I'm merely challenging myself to a wardrobe of 33 clothes for a single month so far, but my partner had a brilliant idea...
So, shopping is fun, right? And so's changing up your wardrobe. Solution? Each month, I'm going to ditch my entire wardrobe (back into the rest of my clothes), then go shopping in this fantastic store (the giant pile of stored clothes) that has stuff that's all in my size, style, all my favourites - and I get a whole new (33-piece) wardrobe for the next month! I might extend this to 2 months if each month it becomes too much effort. That way, I get some variety, lots of clothes that I don't want to get rid of, but I can still live with a neat tiny wardrobe and don't run into choice-anxiety. Also, after completely removing clothes from my wardrobe for a month or so, I imagine I'll find it easier to actually get rid of pieces that just don't work for me any more.