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this started in the Halloween specials they have a great relationships

Tokyo Soul Edit

in season 1 he dosent say it but sometimes it feels like he misses her in season 2 he treats silly like he would treat ellen (grian and ellen dose not happen in this series)

Yandere High School Edit

ellen acts nice to grian and they become official

Yandere Edit

the only thing that hints to it is when he says i like this girl (but this also is not canon cuz if it was than sam would know okami longer than he did in yandere high school.