It's a yearly event created by me, 2coolforschool, where each October, a new theme is picked, and each day in the month will have a prompt for a wedgie drawing or story that must follow that day. Think of it like Inktober, but with more wedgies, spankings, wet willies, and other bullying techniques.
Hell yeah! This is an open event for anyone and everyone to join. Doesn't matter your skill level, if you're a writer instead of an artist, or anything like that. If you want to join, just wait for any day in September for me to post that year's list of prompts either to this website or any of my social medias, and you can join. Just be sure to tag your creations with the tag #dorktober if you decide to post them online.
That's fine too. I for one, know how hard it is to come up with an idea every day, so if you can't think of one for one day, or only can think of something for a few of them, it's fine. Do what you want to do.