Subjects of Equestria! We are pleased to kick off the Nightmare Night Festivities and the 14th anniversary of the return of our beloved Princess Luna! Join us in celebration!
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Background Pony #E272
@shyflutter
 
I’d say it’s because you only need to give her an expression fitting of her (which is easy, given that innocent/shy looks are well-known) and long pink hair.
shyflutter
Fine Arts - Two hundred uploads with a score of over a hundred (Safe/Suggestive)
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Humanized Fluttershy always looks OK, humanized Twilight Sparkle never does.  
Probably because only the latter has distinct personality.