I have 3 different wardrobes:
Business: Suits mostly for work, meetings and anything involving work. Usually these are bought at Macy's and mid range department stores.
Social Clothes: These are clothes I wear when I go out on dates. I only buy it when I'm already out with a girl. Usually it's from places like Old Navy, some department stores, and wherever girls drag me to buy shit.
Home Clothes: This is shit I've picked up over the years. Band shirts, free shirts, cool shirts where I say "I have to have that!"
Needless to say, if I'm not looking to get laid or impress executives, I look like shit.