It varies OP, but mostly whatever's most comfortable, matches other things I’m wearing, and looks sharp without being too showy. Casual and relaxed, but nice.
For the most part, shorts, from January to December; can't stand pants or jeans, though I’ll occasionally wear jeans if I have to go somewhere. Usually wear a polo because of the loose collar, or anything that isn’t too tight around my neck. When I'm just making music or playing on my computer, then I'll wear whatever's lying around. When I'm going out to enjoy myself, like window shopping or seeing a movie, then I prefer something that still looks nice, but also uber casual, because I don't like standing out but I also want to fit in.
What I do want to look sharp is my outerwear, accessories, bag, and shoes. On those, I don't mind them looking trendy or fashion forward. You can get some really attractive cheap stuff at Asos, Topman, Urban Outfitters, Zara, H&M, or Uniqlo. I prefer flipflops, sandals, slip-on shoes, loafers/driver shoes, or jogging shoes. It’s very rare that I’d wear any other kind of shoe.
I'm also a brand loyalist on some things. For warm or rain softshells, fleeces, and jackets, Columbia Sportswear, and never TheNorthFace or any other brand. Jogging shoes and socks, Nike, and never Adidas or any other brand. But on most things, I tend to prefer not only whatever is on sale, but tend to gravitate towards whatever looks great while having the largest % markdown. My price ceiling is also 100 dollars, I really don't think you need to spend more than that on anything unless it's formalwear or a cool jacket you've always wanted that used to be like 2-300 bucks, with the average cost of anything I buy being between 5-30 bucks. Oh by the way... Goodwill! Find a local Goodwill thats located in an upper-class suburb lol. You'll get all sorts of second-hand merch there because rich people are always buying new spring/summer and fall/winter clothes, and they drop off last season's clothes there. Plus at my local goodwill, Nike and Columbia Sportswear hand deliver hundreds of items they weren't able to sell at their employee stores, so maybe yours might have something similar.
Also, sunglasses, because I have a hard time communicating with my eyes, or looking people in the eye.
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