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From Ponibooru(188872)

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A Gruntman
Fluttershy - For Patreon supporters
My Little Pony - 1992 Edition
Friendship, Art, and Magic (2020) - Took part in the 2020 Community Collab
Happy Derpy! - For Patreon supporters
Bronze Supporter - Bronze Patron

OverzealousFluttershyFan
An old image that has yet to be uploaded here until now? Who knows what other ancient artifacts are still out there?
deactivated571477
Friendship, Art, and Magic (2018) - Celebrated Derpibooru's six year anniversary with friends.
Birthday Cake - Celebrated MLP's 7th birthday
Friendship, Art, and Magic (2017) - Celebrated Derpibooru's five year anniversary with friends.

I can’t believe that a 6 year old series already has stuff that feels “retro”, but it does feel good seeing many of these sweeter works for the first time, just to get a taste of what being part of the herd felt like over half a decade ago.