I defeated Gwyn and unlike Dark Souls 2, you're instantly thrown into New game plus. This can't be right... So i do a google search on how to enter the DLC for this game and quickly realize i screwed my chance to enter the DLC on playthrough 1. Whoops!
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To be fair, it is very easy to miss.
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I stumbled into it without even realizing it. Though, to keep the image up, WAT R U CASUL? GIT GUD M90
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That's gotta suck