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Headcanon: Big Mac has always been secretly smug about the size of his vocabulary.
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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
I laughed at this part, mostly because "oh shit, you just got a professional musician on your side." One of the scenes that would have been amazing even if they'd just called him on his disguise, told him it was unnecessary and let him do the whole thing as himself.

Who's to say he didn't learn to sing this with applejack before Apple Bloom was old enough to know the words?

heck, maybe Mac is the one who taught it to his sister. he already showed that he has talent for singing.