Self-Mocking, Absurdness & Dubious Post-Irony
Anime
Shows with western influence and either surrealistic internet era themed memes or parody aimed at media industry itself and the societal norms expected from vanilla-ish complacent shows overall.
Aqui tu acha é dedo no cu e gritaria.
Aqui tu acha é dedo no cu e gritaria.

TV, 2016,
230 eps
Me:-
Author:-
God have mercy on us.
Akshually ☝️🤓 this is horrible and shouldn't even be here.
This is the anime exists in the same universe as this list as bug die to it being exactly the mind of garbage it warms you NOT to watch.
It's full of overused tropes and stereotypes but I guess you can filter out the garbage if you put up through the 10 skits worth throughout the show.
It's painful to even write about it.
Akshually ☝️🤓 this is horrible and shouldn't even be here.
This is the anime exists in the same universe as this list as bug die to it being exactly the mind of garbage it warms you NOT to watch.
It's full of overused tropes and stereotypes but I guess you can filter out the garbage if you put up through the 10 skits worth throughout the show.
It's painful to even write about it.
Bessatsu Olympia Kyklos
Extra Olympia Kyklos

TV, 2020,
24 eps
Me:-
Author:10
Here's your order of 5min nonsensically useless Greek culture sprinkled with stopmotion.
Gaikotsu Shotenin Honda-san
Skull-face Bookseller Honda-san

TV, 2018,
12 eps
Me:-
Author:9
A wholesome parody with educational themes, such as bookselling, publishing market and reading habits of specific subcultures.
Off the wall fast-paced skits, as usual
Off the wall fast-paced skits, as usual
Gakkou no Kaidan
Ghost Stories

TV, 2000,
19 eps
Me:-
Author:-
You DEFINITELY gotta watch this one with the English dub. It's purposefully offensive, it sunk so low the only way to bring it back to life as a rentable anime was to completely shred any speckle of dignity out of it.
Gokushufudou
The Way of the Househusband

ONA, 2021,
5 eps
Me:-
Author:10
IT WAS NOT INTENDED TO BE ANIMATED AS A REGULAR ANIME. They're purposefully static panels, either as low budget or artistic style. Get over it.
Gokushufudou Part 2
The Way of the Househusband Part 2

ONA, 2021,
5 eps
Me:-
Author:-
The quality of everything pretty much tends to drop after a few seasons. Well, this one doesn't. Still feels (and is) fresh.
Mashle
Mashle: Magic and Muscles

TV, 2023,
12 eps
Me:-
Author:7
Probably the least surrealist one, despite being the most fantasy-oriented story here. Characters are sometimes self-aware, and there's certainly a lot of trope parodies. But then there's this - at some point the show appeals to the same characteristics that it aimed to poke fun of.

TV, 2005,
12 eps
Me:-
Author:8
What? Wait what? I don't even -
(this one is a personal favorite, it knows no limits)
(this one is a personal favorite, it knows no limits)

TV, 2010,
12 eps
Me:-
Author:10
Yes, yes, keep your brain switch off.

TV, 2006,
12 eps
Me:-
Author:8
I, too, am stoned out of my mind.
Migi to Dali
Migi & Dali

TV, 2023,
13 eps
Me:-
Author:8
You WILL feel off. Everything feels off. Was it purposefully aimed to feel off? I was completely clueless at first, so the show graciously succeeded in its own dubious tension-fueled atmosphere that makes you wonder - is this UNCOMFORTABLE or is this FUNNY?... Ohhhh wait lol 👍
In the most serious scenario (not spoiler-ish) two characters ask for the help of another, which has a beaver-shaped face, and shamelessly throws a set of absurd rules in order to help. You get the visibly distressed main character's face zoomed in as his dignity is at stake. He's about to deny. Next frame you get him as a henchman with a beaver-shaped face and the voice of a squirrel. Some scenes just make you react like that [insert reaction here]
In the most serious scenario (not spoiler-ish) two characters ask for the help of another, which has a beaver-shaped face, and shamelessly throws a set of absurd rules in order to help. You get the visibly distressed main character's face zoomed in as his dignity is at stake. He's about to deny. Next frame you get him as a henchman with a beaver-shaped face and the voice of a squirrel. Some scenes just make you react like that [insert reaction here]
Osomatsu-san
Mr. Osomatsu

TV, 2015,
25 eps
Me:-
Author:9
You'll get the most of the series in the first five minutes. Like many in this list, if you're not into it, you'll get bored right away. Which I deem impossible since you came here to read all that lol
Osomatsu-san 2nd Season
Mr. Osomatsu 2

TV, 2017,
25 eps
Me:-
Author:7
Anything beyond the second season it's just recycled jokes and gradually decays in its creative fashion. Season two, tho, is still more than fresh.
Pikotarou no Lullaby Lullaby (TV)
Pikotaro's Lullaby La La By (TV)

TV, 2017,
9 eps
Me:-
Author:-
Do you hate yourself that much? You don't have to do this to yourself. Did I throw this shit here out of pity and shame? Maybe. It's soul-wrenching; it's not even funny. Someone just had to do the dirty work of adding this title to at least one comedy stack. It takes pity and shame for one to be noble.
Poputepipikku
Pop Team Epic

TV, 2018,
12 eps
Me:-
Author:10
Each episode, a new different studio. Even more than one different studio. Some are not even entirely Japanese. It's so fast-paced you won't even have enough time to understand some subtle references/gags.
Poputepipikku 2nd Season
Pop Team Epic Season 2

TV, 2022,
11 eps
Me:-
Author:10
The whathefuckery shall continue, except now even MORE self-mocking.
Sakamoto desu ga?
Haven't You Heard? I'm Sakamoto

TV, 2016,
12 eps
Me:-
Author:9
What keeps this one on another level is that it's not as slapstick banter comedy like Asobi Asobase, Nichijou, Danshi Koukousei no Nichijou or Azumanga Daioh. Even if the protagonist is as over the top as possible, the gags in this one tend to poke fun out of traditional school culture.
Sakigake!! Cromartie Koukou
Cromartie High School

TV, 2003,
26 eps
Me:-
Author:8
Feels pretty close to Sakamoto Desu Ga.
Toutotsu ni Egypt Shin
Oh, Suddenly Egyptian God

ONA, 2020,
10 eps
Me:-
Author:-
Here's your order of 5min nonsensically useless Egyptian Mythology sprinkled with stopmotion.
Toutotsu ni Egypt Shin 2
Oh, Suddenly Egyptian God 2

ONA, 2023,
10 eps
Me:-
Author:-
And thus came the Content™️: The Sequel™️ we deserve.
Uchuu Patrol Luluco
Space Patrol Luluco

TV, 2016,
13 eps
Me:-
Author:8
Just an absolute goldmine that encapsulates 2010's overall aura. Gag parody, nonsense, lotsa tropes, but also slapstick. Yes, expect a lot of people yelling.