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Nightweaver20xx
My Little Pony - 1992 Edition
Wallet After Summer Sale -
Birthday Cake - Celebrated MLP's 7th birthday
Happy Derpy! -
Platinum bit -
Emerald -
Artist -

Evil
@Red-Supernova  
Well he’s also nearly omnipotent so the ponies had to find some way of dealing with him, so they threw Fluttershy at him and it ended up taming him just enough so he could avoid being turned to stone. Chrysalis had nowhere near that much power and never made any friends at all, so she had nobody in her corner when judgment day came.
Background Pony #42F4
If this moment had gone differently, perhaps Chrysalis wouldn’t currently be a piece of furniture in the Canterlot gardens.
Background Pony #5BAA
Starlight: When Twilight and her friends defeated me, I chose to run away and seek revenge! You don’t have to! You can be the leader your subjects deserve. (holds out her hoof)
 
Chrysalis looks at Starlight, then at her former subjects and the Mane Six and their allies. She thinks about Starlight’s words. She reaches her hoof out, then…
 
Chrysalis: SHUT UP!!! (slaps Starlight’s hoof away) Ugh! You ponies are so weird! I’m leaving! Didn’t wanna conquer your goofy little country anyway! YOU’RE ALL A BUNCH OF DORKS! (jumps off the cliff and flies away. Starlight looks down, saddened by her failed attempt to reform Chrysalis. She suddenly returns and grabs a cupcake from Pinkie Pie.) I’m taking this because I’m hungry, not because we’re friends! (flies away again)
neo4812
Non-Fungible Trixie -
My Little Pony - 1992 Edition
Wallet After Summer Sale -

@Background Pony #24D6  
true evil never dies. but i doubt they’ll bring him back. not because he blew up but because there’s no “kid” friendly way to bring him back. to bring back Sombra would need to use late 80’s through the 90’s story telling. something like Anastasia or something like that. maybe lion king 2 logic where some pony’s fallowed Sombra for some reason and tried to bring him back
Tragiclady
Not a Llama - Happy April Fools Day!
Friendship, Art, and Magic (2017) - Celebrated Derpibooru's five year anniversary with friends.

@Legioner8  
If it weren’t for the fact that Twilight is wingless in this drawing, and the Elements of Harmony, I would have absolutely no idea what year it was made.
 
My brain thought it was recent :3
thps48
Solar Supporter - Fought against the New Lunar Republic rebellion on the side of the Solar Deity (April Fools 2023).
Non-Fungible Trixie -
Wallet After Summer Sale -

Young Leosword
If one thinks of it, Chrysalis and the Changelings use the same mindset of a stereotypical 1%-er: Fulfilling their every needs to excess and leaving the rest of the country to suffer in slavery and imprisonment… I did say stereotypical, mind. <w<