Expensive and nice are not synonymous to me.
I prefer used stuff for a few reasons. The first is I like weird stuff, weird in a function sense not intentionally. All best found used. Most used clothing is virtually like new for 1/10 of the price new. I routinely find dress shirts for anywhere between 50 cents to 4 dollars. Brand new, they could be anywhere from 30-100.
I prefer weird utility designs, side or shoulder/leg stripes. Generally darker colors, black, gray, especially darker red, maroon, orange, some white, tan, maybe a few blue or purple too. Muted and only loud if lots of red.
The only colors I don't wear are green, pink, and muted baby colors like baby blue, yellow, etc. Colors that make me want to gag.
I have a fondness for outerwear like jackets, big or small. And I also like somewhat tacky and loud Hawaiian shirts for the summer. Those are about as crazy as I get, and I do like T-shirts, just plain with subtle designs or interest-themed, like an anime or game logo, whatever. Those can be fun too especially combined with a jacket.