re: Dark Souls Discussion (gamertags in op)

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Is there a particular time that is best to get into that? Just started a NG and not sure if it fits into the story of the game somehow.

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It's a little confusing, but what you do is head out to Darkroot Basin after you kill the hydra, head beyond the waterfall, and there will be a golem. Kill him to free Dusk. Quit, reload and you can summon Dusk, and buy her spells. Quit, and reload and you can go pick up Dusk's equipment at the end of the cave at the Lake.

Then inside the Dukes Archives there is a crystal golem who will drop a broken pendant. Once you have the broken pendant, you can go back to Darkroot Basin in the cave, and you'll see a portal into the Abyss. Go through it and you're in DLC.