Insomniacs After School and Call of the Night come into mind
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Quest for Odin is the only anime I have ever fallen asleep during. Take that as you will.
Anything you’ve already watched is what I’d suggest
Sleepy princess in the demon lords castle
Put The Endless Eight from The Melancholy of Haruhi Suzumiya on shuffle/loop and you’ll have no idea how long you slwpt
Any of the long classics.
One Piece https://anilist.co/anime/21/One-Piece
Bleach https://anilist.co/anime/269/BLEACH/
Naruto https://anilist.co/anime/20/NARUTO
Dragon Ball https://anilist.co/anime/223/Dragon-Ball/
Cardcaptor Sakura https://anilist.co/anime/232/Cardcaptor-Sakura/
Mushishi
Show was so chill I drifted off to it a couple times.
I have its soundtrack play my kid and I off to sleep every night. Love mushishi.
For me, anything that falls into the comfy category. But probably more so stuff that has minimal verbal stuff.
I could probably fall asleep during most isekai; no pressure at all to pay attention since actually reading the subtitles will usually make the show worse.
edit: I just remembered this quote from a Mamoru Oshii interview:
Nishio: Angel’s Egg was only 70-minutes long, relatively short work for a feature length movie, so people who fall asleep when watching it really have low literacy, don’t they? Visually speaking, there are a lot of stimulus in it and the music is very dramatic, it’s totally watchable.
Oshii: I don’t mind people fell asleep at all. Since I wanted to emulate that Tarkovskian atmosphere in animation form. A pleasant and unbounded time. Films that make people fall asleep are good films.
So I guess his films are fair game lol
