Originally Posted by VLSI
Same amount of money as you're proposing to spend, and you'll look far better.
To clarify what I posted earlier, nothing you've proposed is bad or offensive. It's just all very average basics, and unless you literally own zero clothes right now, I can't imagine you needing that many items that are all so similar. The nice thing about taking your time is you can find (or as is more often the case, create) voids in your wardrobe and your style will slowly grow and shift as you seek to fill these perceived
voids. Otherwise you're going to spend a ton of money and come out looking perfectly average -- of course there are far worse things you could do with your money.
I can agree with this, but the guy seems to at least want to go for a flattering style using higher quality fabrics..i'd at least change to..
1x Dior Homme or a nice fitting MIJ pair of denim in grey (although your style suggests blue/indigo, possibly washed)..Nudie, N&F, and even APC will do the trick as well.. actually even a pair of Robert Geller Type B sized up would look cool.
1x Common Projects
1x Boots (i'm on the hunt myself)
This is pretty much where you'd want to start, and even then, you'll probably need to save for this.
also, you mentioned getting 4 years out of your clothes. you might want to change that mentality.. for starters you'll eventually want other clothes and be bored of what you have.. #2 luxury/higher quality does not mean longevity (but, it will still be far better than the stuff you'll find in a mall).