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Background Pony #D72C
Combining Background Pony Lyra with Anthropology Lyra creates a conflict of interest.
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
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The End wasn't The End - Found a new home after the great exodus of 2012

The Fluffiest
Probably because dragons and gryphons have thumbs. The term of “handing” someone something, in their case, is probably the primary definition, with “a hand” being something with fingers that you can use to hand something.