Rainbow Rocks 10th Anniversary - Let's celebrate the 10th anniversary of Rainbow Rocks with an art event! Here
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JP
Nightmare in the Moon - Had their OC in the 2024 Derpibooru Collab.
Pixel Perfection - I still call her Lightning Bolt
Silly Pony - Celebrated the 13th anniversary of MLP:FIM, and 40 years of MLP!
Shimmering Smile - Celebrated the 10th anniversary of Equestria Girls!
Solar Guardian - Refused to surrender in the face of the Lunar rebellion and showed utmost loyalty to the Solar Empire (April Fools 2023).
Roseluck - Had their OC in the 2023 Derpibooru Collab.
King Sombra - Celebrated the 10th anniversary of The Crystal Empire!
A Lovely Nightmare Night - Celebrated the 12th anniversary of MLP:FIM!
Princess of Love - Extra special version for those who participated in the Canterlot Wedding 10th anniversary event by contributing art.
Elements of Harmony - Had an OC in the 2022 Community Collab

I miss the show so much
This awesome piece of art is from January 2011, so it predates almost everything. It also shows how early high-quality art started to appear.
Exedrus
Lunar Supporter - Helped forge New Lunar Republic's freedom in the face of the Solar Empire's oppressive tyrannical regime (April Fools 2023).
Best Artist - Providing quality, Derpibooru-exclusive artwork
Princess of Love - Extra special version for those who participated in the Canterlot Wedding 10th anniversary event by contributing art.
Silver Supporter - Silver Supporter
Heart Gem -
Not a Llama - Happy April Fools Day!
Friendship, Art, and Magic (2017) - Celebrated Derpibooru's five year anniversary with friends.
Happy Derpy! -
Responsible Disclosure -
Artist -

@Everyponys Favorite  
Featured images are partially meant to give old works (that many of the newer users of this site probably haven’t seen) some attention. (As per the Featured Image Suggestion Thread)  
We’d like to have a system for the featured image where one recent (<1 week) image is featured for 3 days, then an older image (not everyone’s been in the fandom since S1 or scanned through the whole site) for another 3 days, and repeat.