From the Super Mario Wiki
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Darkly is an immigrant from Twilight Town who moved to east Rogueport, behind the fake wall to the left of Merlon's house. In Paper Mario: The Thousand-Year Door, Mario and his party try to enter Twilight Town but the Warp Pipe rejects them. Darkly tells them that they need to have a piece of clothing with their names on it to enter the town, thus helping them continue on their journey. Darkly states that he would like to visit Twilight Town but doesn't want to get in the sun so he just stays where he is.
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