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By 'Sleepless in Ponyville', she'd succeeded as Scootaloo isn't scared of her and is instead happy to see her. Quite a few ponies are still scared of her in the present day due to a thousand years of rumors that built up around Nightmare Moon's 'Nightmare Night', especially because of the fact she initially resurfaced as Nightmare Moon to begin with. Confirmed in the second arc of the official comic book, with Luna's Nightmare Moon form being created by the Nightmare Forces, who proceed to do to Rarity what they did to Luna.

It doesn't help that she has a bit of a temper. Word of God states that Luna's transformation into Nightmare Moon was because of evil magic and may not have been entirely her fault or choice. Interestingly, she agrees her Nightmare Moon self should be feared and hated. The meteor shower scene in ' Owl's Well and Ends Well' is a testament that ponies do enjoy her night and thus her fears were groundless. Ironically, her actions as Nightmare Moon made sure that nobody liked her for real.

0% Approval Rating: Princess Luna's bitterness turned her into Nightmare Moon because she thought that absolutely nobody liked her.

My little pony friendship is magic princess celestia hot