I deal with my clothing needs by adopting a kind of uniform look of 'coloured tshirt' + 'somewhat baggy pants with pockets' + 'fleece something when colder'. I am lucky to be in a line of work where dressing down is the norm. I buy this stuff at the local mall, which is a pretty hideous place to visit. But there are a few stores that reliably seems to stock what I am after. I hate the idea of fashion. I don't mind varying how I look only according to a few parameters. (Like colour of the tshirt...) There is a great store in the mall called Switcher. They sell the same tshirt in 20 colours with no brand logo or stupid text. The pants are always more difficult. I have yet to find a steady supplier for exactly the same model of pants in several colours that would be reliably available each year. Ideally all these clothes should be available from the same internet company. To be reordered twice a year or so... But absent the ideal solution, I can make the mall work for me. I never visit more than 3 or 4 stores and mostly find what I came for.