If you liked
Gabriel DropOut
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...then you might like
Jahy-sama wa Kujikenai!
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Jahy and Satania are cute little devils with a group of friends who goes into slice of life events and little adventures. Similar comedy, both light hearted atmospheres, both with slow development and both are set in modern Tokyo. Check them if you want some good humor, Gabriel and Jahy can get your attention with funny quirks
If you liked
Sakamoto desu ga?
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...then you might like
Saiki Kusuo no Ψ-nan
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Wanna see a perfect emotionless student that tries to behave normally but still gets friends in dangerous situations thanks to their incredible powers/abilities while being in a gag comedy anime that never takes itself seriously? Well Saiki and Sakamoto are easy choices for you
If you liked
Mahoromatic: Automatic Maiden
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...then you might like
Kobayashi-san Chi no Maid Dragon
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Two powerful maids and a roommate of theirs slowly form a strange relationship between each other, accompanied with goofy but charming characters. Along with weird shenanigans there are also serious moments along the way, mostly around the worlds where the maids come from! Both shows are colorful and have stunning animation, very eye candy!
If you liked
Kamichu!
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...then you might like
Suzumiya Haruhi no Yuuutsu
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The main protagonist is a God, and they are at the center of everything involving in the story! Both anime looked very impressive during the mid 2000s, Haruhi definitely surpassed the other in popularity but the overall concept is similar. Their clever writing are easy to swallow
If you liked
Made in Abyss
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...then you might like
Tengoku Daimakyou
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A duo immersed in an extremely dangerous world. They go through obstacles of all kinds and end up in many situations where they risk a slow and painful death. Interesting secondary characters dealing with a method to achieve a safer world
If you liked
Yuru Camp△
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...then you might like
Do It Yourself!!
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Lovely, chill and cute Iyashikei anime involving a group of girls in a school club doing mechanical activities. They can be educational in their own respects but Yuru Camp△ definitely takes the educational aspects in a much higher level. Regardless both can be very good at curing your soul from depression
If you liked
Nichijou
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...then you might like
Bocchi the Rock!
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Almost 10 years after Nichijou another Slice of Life anime takes a huge step in creativity and comedic entertainment. Both passion projects, they rely mainly on comedy and they rarely ever stop having an energetic atmosphere and over the top jokes. One plus I can say about Bocchi is that it uses funny gags to also create a slow but present character development and the adaptation is overall an improvement over the manga from what I've heard
If you liked
Texhnolyze
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...then you might like
Ergo Proxy
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Sci-fi cyberpunk anime with a very depressing mood that will make new viewers have tough time to complete them. Mysterious characters, slow development and both take place in an underground city set in a post-apocalyptic future
If you liked
Elfen Lied
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...then you might like
School Days
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Brutal, edgy, unforgettable classics of the 2000s. Nudity, blood (School Days only in the last ep tho), dumb characters and unexpected turns of atmosphere. I personally enjoyed both of them, Schools Days a bit more despite the usage of filler mostly during the middle. They both have flaws with no doubts and I wouldn't say they're good shows but despite that I think they work just fine at least with being entertaining
If you liked
Monster
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...then you might like
Aoi Bungaku Series
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Both series are structured with multiple different stories in which many characters face their own crisis, one of these crisis is about finding their own identities, and also facing against their inner monster, the episode "No Longer Human" is a clear example that can easily be compared to Monster. Both are followed with a very creepy and tense atmosphere
If you liked
Kuuchuu Buranko
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...then you might like
Sonny Boy
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Many characters go through deep changes and development, facing their personal obstacles with other people. They have interesting meaning behind characters' actions and also unique/creative art style and animation that fits fine with their tone. Not very hard to understand what is happening but I'm sure you might have a lot of struggle with these
If you liked
High School DxD
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...then you might like
Kaifuku Jutsushi no Yarinaoshi
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Starts off with the main character being a normal individual but after the first episode he's involved into dangerous fights against monsters and villains. The protagonist becomes crazy powerful and he's surrounded by hot chicks that are ready to help him in their adventures. Redo of Healer has of course a more violent/edgier tone and it's way more borderline Hentai then DxD, but the concept for these two is extremely similar in my eyes