I did the same thing several years ago, only in my case I was able to follow the guides at /r/malefashionadvice for free, highly recommended if you don't want to or can't afford a personal stylist right now.

Look at the guides on their sidebar (on old reddit at least) and they have everything you need, such as a basic guide, what to buy for $X, and so on. Take particular notice at their What Are You Wearing Today (WAYWT) threads, while they are sometimes ludicrous, they often show the current fashion zeitgeist.

https://old.reddit.com/r/malefashionadvice/