I'm trying to think of a fun cute anime to watch that's not depressing in any way.
Do you have any suggestions?
But even the comfiest anime can be depressing if you wish to reach said comfiness
That said, GochiUsa, Non Non Biyori and School Live
Working
Tanaka-san
In the end, bittersweet anime are truly the most comfy. Some tragedy goes a long way to ground a series and highlight how comfy the comfy parts are. Something pure where nothing ever bad happens feel artificial and dreadful.
Yuyushiki
Yuru Yuri
Haibane Renmei
Kobayashi san chi no Maid Dragon
Flying Witch
Tanaka san wa Itsumo Kedaruge