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Background Pony #CF48
Is not my fault  
I’m not to blame
 
It is the gypsy girl  
The witch who sent this flame
Background Pony #CF60
To whoever is doing it: Though politically incorrect, GYPSY IS HER NAME. So dun change.
Background Pony #A252
G1 pic # 6666!
 
The oldest thing I distinctly remember seeing here is from 2002, before even G3 was a gleam in Hasbro’s eye. (Well, it was a gleam, but I’m pretty sure the first actual story had yet to air.)
 
That is, if the ‘before’ pic of a Draw This Again counts. >>768013
 
It always impresses me, the pre-G3 art. Those characters still alive in your heart 20 years after the franchise effectively went dormant, worth drawing (and drawing quite lovingly) to you even if there’s no reason to expect that there’s ever going to be a big audience for it.
 
Imagine MLP being this thing from your childhood that nobody knows of; maybe with a lot of prodding one or two of your oldest friends can be made to say “Oh yeah! I remember that… sorta… I think.” And you’re putting hours of work into drawing it because of how much it matters to you, even after the world has long forgotten it and you know nobody’s going to recognize those characters or feel anything like what you do looking at it.