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When you talk to her right after you meet her, ask her what someone like her would be doing in Lothering. She will answer what you mean with someone like her, then you pick someone that beautiful(or something like that), after her next reply you answer that they couldn't have been more beautiful than her. Then the romance will be initiated. You can see it on the Approval Meter, because by then the (Neutral) will be removed or if your approval is on around 30 it will be (Interested).

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