One of the biggest things I struggle with in loot filled RPGs is whether or not to sink resources into upgrading/crafting items or just wait for the next best thing to come around. The combat and DPS requirements in the Souls game is such that your comfort with the weapon move sets make this an easy decision - just upgrade the weapon you are comfortable with. Armor on the other hand, is a head scratcher for me.
Like a lot of people, I was rolling through the early part of the game with the excellent Drangleic Armor. I got a Gyrm Warrior armor drop on my way to Brightstone Cove and rolled with that through that area with no problems, defeating the Big Spider (forget the name) on the second try, but then getting the Vengarl set at the Primal Bonfire. I'm currently somewhere at SL 100-110, rolling with Vengarl's set, except for the gauntlets which are still Drangleic (I don't believe there are bonuses for wearing a complete set??). The point being that I was very close to dropping some twinkling titanite into Drangleic set then received 2 'better' (ignoring weight, speaking of total damage reduction here) sets almost back to back. I'm on my way now to light the last of the Primal Bonfires.
So, the question is, when do you make the decision to sink resources into upgrading armor vs. just waiting for the next drop? I understand that of course there will be situations where you might need better resistance against a certain type of attack or effect, but just generally speaking?
There was a general sense that armor 'didnt' matter' in DaS1, but supposedly plays a more important role in DaS2 - I have yet to see this. Is it all just about "well, I like the look of this armor so I'm going to dump some Twinkling Titanite into it"? Are you reaching a point where you don't want to spend more on VIT so you just look up whats the best armor for that equip load/movement speed range and go all in on it?