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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
@Background Pony Number 17  
Part of the fun of it is that pinkie is also trying to ship them. And no one else (in canon) minds.
 
And I’m inordinately fond of the idea of AJ, bloom, maud and pinkie all trying to encourage the relationship.
 
Limestone also likes it but refuses to let anyone know because grouchy and abrasive.
Background Pony Number 17
My Little Pony - 1992 Edition

What makes this ship sail is that there’s a good in-universe reason for it. Pinkie Pie was blatantly fixing Big Mac up with her sister. That puts it up there with Cheerimac, where you had the CMCs fixing him up with their teacher.
Background Pony #2D55
@Princess Tuna  
They’re so distantly related that people normally wouldn’t even know of their relatives that are that distant.
 
We’re all related when you dig deep enough anyway :P
Background Pony #D10D
He finally found someone who doesn’t talk much yet can respect the hard work on a field. A shy amish pony who lives in seclusion and won’t annoy him with fancy mathemathics or any scientific stuff whatsoever since she was homeschooled.
Background Pony #0655
@Nero-Inferno  
Do you really want to be “that guy”? They are are blood-related as you are with a random stranger in your City. It’s not considered “incest” with so many generations.