You really can't have a 'bad character.' Dark Souls can be beaten at level 1. It's all about the gear you use. Personally, I never wear enough armor to where I cannot do a quick roll, or ideally the flip. I love fast movement, but I also have a huge weapon. Parry with a Dragon's Axe and you're golden.
There is no real reason to enter the Valley of Drakes. I personally recommend shooting them from afar with a bow if you want to go in, but that's not a good place to judge you on. Say where you are in the actual story, what you're using, and your stats. That's how you tell what's what.
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True, but that doesn't mean it is the easiest way to beat the game.
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I'm putting in Dark Souls so I can tell you how bad I suck... I'll post my stats in the OP momentarily.
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those drakes are punks, and that shield by the corrupted dragon is nice looking.