Recommendation #8: XKCD

Maaaan, I suggest almost only music in this category… Let's go for a webcomic.

I've been following XKCD for I-don't-even-remember-how-many years, and have read every single strip up until a very recent point, so I can attest its virtues. Keep clicking random, you will not regret (unless you're sucked in and stay for too long).

P. S.: sometimes author R. Munroe even bothers to make really complicated non-comedic strips.

Enigmatic projects

Sometimes I stumble upon remarkably elaborate sh*t, stuff truly worth a long deep thinking, including videos that explain those videos. Here they are in chronological order of finding. I highly suggest you do not binge this list; pick one and delve into it for a few weeks.

This House Has People In It
The first one I found is to this day the most complicated one. So complicated it ain't even done yet, because yes, the project goes waaaaay beyond this video. Night Mind has explained it, I mean, the part of it that had been made at the time.

Unedited Footage of a Bear
This one is even mentioned in that Adult Swim infomercials post. Night Mind has provided a thorough explanation, showing how the piece connects to a serious real life issue.

Don't Hug Me, I'm Scared¹
The only work in this list that has nothing to do with Wham City, DHMIS tries to look child-friendly in order to convey a message about children's TV. YouTube Explained has provided a detailed explanation, and so has Night Mind, if you wanna look that up.

alantutorial
In this long series of short videos, Alan Resnick plays a wannabe tutorial youtuber with a few personal and professional issues. Night Mind has explained it well.

Children of the Mirror
A cult series, in both senses of the word. The best project to introduce one to this world of puzzly plots. (Also, the creepiest.) Night Mind has analyzed it properly.

1. The first video of the archive is not DHMIS-related; skip it.