Can someone reccomend me some "pretentious" anime?

You should learn what the word pretentious means

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If I say a given anime isn't pretentious, am I being pretentious?

>>366169
Not really. Most "pretentious anime" isn't inherently pretentious, it's just anime that's frequently watched by pretentious people because they believe it's sufficiently "mature" or "deep" or "cultured" etc that they can pass themselves off as some kind of intellectual for watching it. Truth is there's no such thing as "intellectual" anime really, even the best written anime is still just escapist entertainment at its core, but if pretentious people were smart enough to realize that they wouldn't have to pretend to be smart.

>>366272
Just watch anything made before the year 2000 and you should be fine

>>366144
Utena, Princess Tutu, and Rose of Versailles are personal favorites if you're haven't seen those yet. Look at the rest of Ikuhara, Yuasa, and Satoshi Kon's stuff if you haven't, other than that and the stuff in your image I don't have much. I was in your same boat and moved on to films because I couldn't find much more, Bergman, Tarkovsky, and Bresson get the closest to the themes you're probably looking for. Other than that, this guy is an "anime elitist," watch the stuff he recommends good stuff, though you've probably seen it.
https://anidb.net/perl-bin/animedb.pl?show=myfavourites&uid=251338

Most of my favorite anime are pretentious
Bokurano, Perfect Blue, Psycho-Pass, and Nekojiru-Sou/Cat Soup are some good shit
but the anime for Bokurano really separated itself from the manga after the first half and lost a lot of it's philosophical and psychological themes after that, so you should probably read the manga instead for that one

Milky Holmes

>>366144
paranoia agent, FLCL,mushishi