You're over-thinking it, the exact same way I did when I first started. I was constantly looking for the right clothes, including some SUPER flashy and cocky shit. Over the course of about 6 months I kept trying something new and thinking I had "found" my style, only to completely change my wardrobe the next month. I literally had a collection of like 40 "going out" outfits (some of which would have made Mystery proud). However, once my game progressed I realized how stupid this was. I have now whittled my selection to 3 outfits.
A foolproof way to go is what is considered "club casual." These are going to be plain colored tees and long sleeve shirts. You don't even need a collar. Instead of spending $200 on a bunch of different fancy outfits, spend $60 on 2 plain colored shirts from Nordstroms or another respectable retailer. Fit is key, even more so than price. A plain black V-neck will do the job, and if you want to up your game even more I recommend a long sleeve shirt that isn't a button up, but has maybe 3 buttons at the collar that you can leave undone.
Something like above is simple, cheap at Nordstroms, and I see them worn by every natural I know. Also just have one nice button up thats a good fit, and again I recommend plain color but thats up to your style. Also, as far as colors, multiple studies have showed that women find men who wear red more attractive. I tend to always wear black, but the red is definitely some food for thought.