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Background Pony #FA47
@Keith Mowz  
Why on earth would they be drugged into relationship? That is not what happened in Hearts and Hooves Day. They are supposed to get along and be married!
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
@Baskerville3  
Pinkie wants the two families to be like one family, though the only current connection is that four generations back their ancestors’ cousins were married.
 
Pinkie encouraging her sister to get with Big Mac is just trying to get them to be connected more legitimately.
Daneasaur
Lunar Supporter - Helped forge New Lunar Republic's freedom in the face of the Solar Empire's oppressive tyrannical regime (April Fools 2023).
Perfect Pony Plot Provider - Uploader of 10+ images with 350 upvotes or more (Questionable/Explicit)

Ya know, Mac is a wallflower most of the time, yet has shown he’s incredibly talented.
 
There was also the thing going around about “He’s the most eligible bachelor in equestria” and “why aren’t all the mares all over him” going around.
 
Also, this seems to be the first time HE has been interested in someone, where as Cherlee was more of a setup.
 
|| and fluttermac has not shown up at all||
 
headcanon:
 
Cherilee and Mac tried dating, but her job and his chores got in the way most of the time. During some free time, he works with the ponytones and expresses his singing talent. Cherilee shows she’s still interested in him but it’s one of those “my career comes first” relationships. Marble Pie is the sister to one of his sister’s friends, is as bashful as he is, and lives a similar lifestyle, albeit in a different type of farm, thus the two of them hit it off.