I once felt very much like my clothes were not "fitting" me (int the personality sense), and like they were impeading me from a sense of personal freedom. In fact, the image that came to mind was one of being coccooned in this layered rock-like egg: I didn't relate to my clothing because in fact, all the negativity that mass-produced, brand name clothing stood for: low-wage workers, poor working conditions, environmental degredation, the homogenization of identity, etc., was making me feel that I was as much a prisoner as enabler of a dysfunctional economic system as it related to something so personal as what you cover your skin with.
I would feel proud and more ethically at ease to wear clothes that came with a personal social meaning. Whether this means buying second-hand, making/decorating you own, or buying directly from the people who make and earn their living from selling clothes. The last option is the hardest to come by, unless you are traveling and like to buy "ethnic" style-clothes as I do. But I'm hoing this will become more common with "mainstream" clothes as well. Clothes with stories and meaning feel much better on the skin and psyche.