For pants, I'm pretty flexible and will wear more or less whatever, but I very rarely wear shorts even in summer. For shirts, I got into the semi-odd habit of wearing red shirts. I'd wear other colors occasionally, too, so now probably only 4/7 days I wear a red shirt. I got into the habit of wearing red shirts as this girl I liked in high school said she liked guys in red shirts, and I sorta took that sentimentality with me when I got to buying clothes for myself. But generally I'm wearing some random preppy name (Hilfiger/Polo/Abercrombie/Aeropostale) red tshirt most days. Pants I'm flexible, wear dark jeans, blue jeans, camo, and Dockers occasionally. For shoes, even with sneakers 90% of the time now I wear dress socks, and all my dress socks are the same brand, and would be same color if the dollar store didn't run out of the color I was wearing. I wear them either with my combat boots I wear maybe once or twice a week (they're desert boots so they basically look like timberlands) but mostly because I don't feel like changing into normal socks again before and after ice skating, and I need dress socks for better feel on the ice and to not get blisters.