Ignoring stuff I didn't know (or cared) were anime that I watched as a kid, my first real gateway show is Kanon 2006, recommended to me by a friend while it was still airing. When I feel romantic, I mark christmas 2006 as the exact day I really dived into the fandom.
I've always wondered if I had started out with a different show, would my preferences in anime have turned out differently...
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