Great title, Jester. :P
I don't post pony art on my DA account 'cause it's not for fandom stuffs, but I figure I'll plop them here whenever I make them instead.
*edit: LIES ^*
Here.
https://www.deviantart.com/jesterdemon
So here's the first one I've done digitally.
(http://i63.tinypic.com/33a5735.png)
Jester's "official" (ish) design:
(http://i68.tinypic.com/16k3wd1.png)
(Please forgive the quality, I was so, so so so tired when I did this XD This is insomniac art.)
(http://i68.tinypic.com/4pyptt.png)
So I'm not actually sure if I should edit the original post to add more art or keep adding posts but
uhmmm
blop
(http://i67.tinypic.com/25fp0e9.png)
I still need some work with pony faces, but I'm getting there. I actually forgot to flip this one horizontally to check if it was good till I was done and layers were merged already... oh well haha.