First saw Discord on a teaser clip on My Little Brony. A few days earlier Equestria Daily posted a picture of what they might think Discord looked like, a huge looming alicorn with red eyes and Nightmare Moon like mane that was gray. I felt intimidated by that.
I watched the clip, anticipating Discords appearance aaaaaaaaand...
"Wtf?"
Was honestly my first reaction, mainly because i couldnt pinpoint what it was, since i was used to just seeing ponies etc in the MLP universe. BUt after that initial confusion, Discord quickly became on of my favourite villains ever, even surpassing Gaston (if you know who that is, then you're awesome)