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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I noticed this meme had not been ponified yet.

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Background Pony #FB81
guys, it’s a jab at the show about how “fuck em up” isn’t an option. it’s always “oh this guy gets a second chance :3”. at least the final villains got fucked up instead of reformed, unlike a certain other show.
Digital Seapony
Non-Fungible Trixie -
My Little Pony - 1992 Edition

Book Horse Best Horse
The winter wrap-up part I can understand (it’s essentially just a fancy way of saying “year”, as in “2 winters ago”), but how could reformed villains be a unit of length?
 
Former antagonists come in a large variety of shapes and sizes (compare e.g. Discord and Tempest, or Luna and Starlight). Is it, like, a median, or is one of them picked arbitrarly?