How has she not made the connection that MMC is practically incapable of socializing, much less courting, the sort of ladies she thinks are appropriate for a man of his status, thus her doing damage control for his potential relationships is a complete waste of effort and potentially stunting the emotional growth of MMC? He just said he gets jealous when he sees you with his familiar, goddamn. I mean, I know that she probably won't be able to move on until she's opened up to Leonard about being an isekai protagonist but this is still maddening.