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@lottie , I think Lottie would be a fun character for Robbin to be friends with, or starting out as an unwanted acquaintance. A quiet outcast like Lottie who deep down longs for connections with both people and her pokemon but just can't seem to let it happen would be a perfect challenge for Robbin. She'd be determined to shatter her walls and probe. Robbin will be like an annoying gnat that Lottie just can't shoo away.
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Because she's a seamstress, I like the idea of every time Robbin needing something fixed after she did the hundredth dumbest stunt that she b-lines it to Lillycove to pester the far too quiet and grumpy seamstress. It depends how they flow of course, but I can see them eventually being pretty good friends after some pushing and shoving on both ends. As a lover we can keep that thought in the air for now and see how it goes.
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For a starting thread idea; I think a good place for them to initially meet would be route 124 since it's close to Lilycove for Lottie and Robbin could say she was just on her usual random walks around Hoenn. If you're interested in doing a duo wild (it's rock/water spawns) it could showcase how different they are in most respects, get them working together/talking, and maybe Robbin's favorite hoodie gets damaged and Lottie offers to fix it at her work? This is totally just a spit ball idea and we can brainstorm more.