I had to do this about two months ago and it was kind of bittersweet. On the one hand, it felt amazing that 90% of what I owned didn't fit anymore when just a few months earlier it had. On the other hand, it's frustrating to have a wardrobe constantly in flux. I enjoy shopping, so it's not some huge burden for me to have to replace things, but it is a little strange to have to buy things that you know are temporary and won't fit again in a few months.