I'd probably buy 1 nice pair of distressed denim and 1 raw pair. To me, it doesn't really make sense to buy so many pairs at once (unless you're like... in Japan on vacation). Just stash the rest of the money and use it to pick up a new raw pair later down the line.
For a pair of distressed, I'd probably look into some or the more popular brands (i.e. Ernest Sewn). Most of the companies focused on raw denim do a pretty shitty job, IMO. 5EP is nice though, and available for $150 at activeendeavours.
Since you want something soft, I'd probably look into something that's one wash. Rag & Bone is one of my favorites, even if they don't fit me.
Or, just look at the Top 10 list that's pinned.