 If you liked
Ore no Kanojo to Osananajimi ga Shuraba Sugiru
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 ...then you might like
Make Heroine ga Oosugiru!
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Both shows are meta romantic comedies that explore and parody the "childhood friend" trope of high school harems and rom-coms. Also, both anime are adaptations of LN from studio A-1. The difference is that OreShura follows a more classic formula, while Losing Heroines is built squarely around the experiences of lost childhood friends.
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Recommended by RobertBobert