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Wesley Foxx
Friendship, Art, and Magic (2018) - Celebrated Derpibooru's six year anniversary with friends.
Helpful Owl - Drew someone's OC for the 2018 Community Collab
Birthday Cake - Celebrated MLP's 7th birthday
Not a Llama - Happy April Fools Day!
Best Artist - Providing quality, Derpibooru-exclusive artwork
Friendship, Art, and Magic (2017) - Celebrated Derpibooru's five year anniversary with friends.
Happy Derpy! - For Patreon supporters
An Artist Who Rocks - 100+ images under their artist tag
Artist -
The End wasn't The End - Found a new home after the great exodus of 2012

The Fluffiest
@soundtea  
I likewise did not realize who the pony was supposed to be, due to her being drawn. y’know. Like celestia. With the muzzle and big floofy mane. And the huge wings. You could easily hide an alicorn sized horn under that hair.
Blissey1
Silver Bit -
Sapphire -
Friendship, Art, and Magic (2019) - Celebrated Derpibooru's seventh year anniversary with friends
Cool Crow - "Caw!" An awesome tagger
Magical Inkwell - Wrote MLP fanfiction consisting of at least around 1.5k words, and has a verified link to the platform of their choice
Fine Arts - Two hundred uploads with a score of over a hundred (Safe/Suggestive)
Not a Llama - Happy April Fools Day!
Perfect Pony Plot Provider - Uploader of 10+ images with 350 upvotes or more (Questionable/Explicit)
Magnificent Metadata Maniac - #1 Assistant
Squirrel - "Good idea! If she eats all the prisoners, then that frees up a ton of the taxpayers money!"

while this is absolutely lovely as always, I have to say that I did not realize that was supposed to be angel bunny until I read the tags.