If you liked
Osomatsu-san
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...then you might like
Shinya! Tensai Bakabon
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Showa era gag manga authored by Akatsuka Fujio, both had previously been adapted to anime prior, but in these modern interpretations they are both done by Studio Pierrot. These series have very similar humor and style, in how they are heavily self-aware of the anime industry alongside censorship, despite the source material being relatively tame, these modern adaptations have adult and vulgar humor comparatively. Art direction is also very similar with vibrant uses of color and unique backgrounds.
If you liked
Yuru Yuri
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...then you might like
Asobi Asobase
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Hilarious slice-of-life comedies about a club which exists solely for its members to slack off, as they take place in an all-girls academy there is heavy girls love undertones, albeit more heavy handed in Yuru Yuri. Both are incredibly high quality in comedic delivery and have similar character types, some of the best in the CGDCT genre and firmly stand tall among them.
If you liked
Osomatsu-san
|
...then you might like
Warau Salesman New
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Modern takes on classic older era gag manga, both are very episodic and each episode usually consists of multiple segments with comical ends. Since they are both manga from roughly the same period, they share a similar art style while also implementing assets of modern anime to it. Black comedy is the central focus of both these shows, Osomatsu's NEET sextuplets who tragically never find love or happiness, and in Warau Salesman a shifting unhappy protagonist wants their wish granted (ending in the classic genie wish scenario) ends up ruining their lives further from it. Though Osomatsu is far more crude in its comedic delivery, I believe you will find much to love in Warau Salesman's comically cruel lead and scenarios.
If you liked
Gyakkyou Burai Kaiji: Ultimate Survivor
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...then you might like
JoJo no Kimyou na Bouken (TV)
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Incredibly bombastic, witty, depressing, violent, and absolutely testosterone fueled anime. Very loyal adaptations of older manga, as such they use similar use of manga sfx and reactions. Both have an art style that differs greatly from the traditional norm of anime, JoJo's with muscly action heroes and Kaiji with grotesque exaggerated facial features, may take time to get used to, but is absolutely worth it. The second part of JoJo's (eps 10-26), has the most similarities with Kaiji, as the main characters devise genius plans on the fly, although often appearing unintelligent. It is almost impossible to find a good stopping point in these, as episodes always leave you on the edge of your seat.
If you liked
Bleach
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...then you might like
World Trigger
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Protagonists of both series are attacked by invaders of another world, then saved by someone with powers to defeat them. An organization is dedicated to fighting these invaders (neighbors/hollows), both have a hierarchy of multiple squads and leaders, filled with an incredibly large cast of characters with colorful designs and personality, so it's difficult to not find at least one character you enjoy. If you miss Bleach then you'll likely find a lot you like here, both contain action packed power-up based fights with comedy mixed in-between, tone is similar as both are adaptations of manga series published in Weekly Shounen Jump. It should also be noted that there is invasion arcs in both, with humanoid versions of the enemy (aftokrator/arrancars).
If you liked
Chirin no Suzu
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...then you might like
Tokyo Ghoul
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While this may seem like a bizarre recommendation at first, Ringing Bell shares a very similar theme with Tokyo Ghoul. Notably of tragedy befalling a weak protagonist and how they find inevitably find themselves outcast from society due to being stuck somewhere in-between opposing sides in a conflict. Though they are of both sides, they are too different to find a place in either, left to despair in loneliness. While the lengths and target demographic greatly differ, the overall message and tone is similar. So if you're searching for a downer, look no further.
If you liked
Yotsuba to!
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...then you might like
Flying Witch
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Incredibly relaxing slice-of-life + comedy manga in which most chapters consist of a single day and have much of the same innocent humor of discovering new things. Both share a diverse cast spanning different age groups, as well as due to both occurring in small towns there is a sense of community and family in the cast as most people know each other. Flying Witch has elements of magic/supernatural, but Yotsuba handles even day to day activities like cleaning as magical experiences so it leads to the same types of experiences in the two.
If you liked
Chuunibyou demo Koi ga Shitai!
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...then you might like
Netoge no Yome wa Onnanoko ja Nai to Omotta?
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A socially awkward dark haired girl can't separate reality from fantasy/games, leading to altercations which cause embarrassment, and protagonist tries to lead them towards a normal high school life. Both series have a club with only female members and one male, it functions to hide their complexes from classmates. Elements of romance can be found in both series.
If you liked
Hunter x Hunter (2011)
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...then you might like
Terra Formars
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The Chimera Ant Arc of HxH has numerous similarities with TerraFormars; seemingly non-threatening bugs are sent to an abandoned region, but over time they become a major threat that must be stopped. The bugs develop humanoid features and even form an empire, U-NASA/Hunter's Association send a unit of humans to prevent the threat from growing larger. The intense atmosphere, despair, and levels of gore are very similar in the two, basing the powers on real life animals is done for both the Chimera and members of BUGS2.
If you liked
Young Black Jack
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...then you might like
Joker Game
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Both are episodic thrillers with a well researched take on their specific historical time periods. They also both deal with casualties of war, with Joker Game focusing on WW2 and Young Black Jack having an arc on the Vietnam War. The concept of who is right and who is wrong is often in the grey area in these two series. So if you enjoyed these aspects of Joker Game, you should check out YBJ, though a prequel series to a long franchise, you can still start from here without prior knowledge of the Black Jack franchise or character.
If you liked
Kill la Kill
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...then you might like
Uchuu Patrol Luluco
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Done by both the same animation studio and director, as well as sharing many characteristics in tone and ideas. The main character is basically if Mako was the protagonist instead of Ryuko, and the characters turn into guns in their transformation sequences, rather than changing clothes.
If you liked
Gugure! Kokkuri-san
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...then you might like
Kuma Miko
|
Both are slice-of-life comedies focusing on little girls living alone at a shrine with a supernatural guardian, which is a talking bear in Kumamiko and a Fox spirit in Kokkuri-san. Similar humor and use of gags, protagonists can be seen as opposites of each other as Kohina is too reliant on technology, while Machi doesn't have the slightest clue about it.
If you liked
JoJo no Kimyou na Bouken Part 3: Stardust Crusaders - Egypt-hen
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...then you might like
Ushio to Tora (TV) 2nd Season
|
Modern adaptations of shounen manga from roughly the same time period, both had only received OVA adaptations which didn't cover the full story. Similar feels of GAR and in the second seasons, the tensions are higher as the main threat is much more in reach.
If you liked
Inferno Cop
|
...then you might like
Uchuu Patrol Luluco
|
Short anime both done by Trigger, features emphasis on justice and the police department. Parodies many issues with law enforcement and tropes in media. Luluco has more impressive animation than Inferno Cop, but still maintain the same high octane tone that Trigger is known for.
If you liked
Shigatsu wa Kimi no Uso
|
...then you might like
Kanojo to Kanojo no Neko: Everything Flows
|
They both deal with many of the same themes; maturing, independence, parental relationships, and continuing through life's struggles; a classical soundtrack is used to great effect in both, so feels will be abound because of it. As well as the obvious sharing a black cat who is a pivotal part to both the story and main character.
If you liked
Bikini Warriors
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...then you might like
Kono Subarashii Sekai ni Shukufuku wo!
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Parodies many of the tropes of RPGs and the fantasy genre, both follows a group of adventurers who have several weaknesses and are low on funds. The majority of the time their adventures end in failure or some kind of mistake, but still will have moments of success. The most prevalent difference is the episode lengths, Bikini Warriors is 3 minutes per episode while KonoSuba is full length. Although both series have fanservice, it is more ridiculous in Bikini Warriors, as it's almost the basis of the show, but still of similar quality as they both share ecchi of the slime and monster variety.
If you liked
Saint☆Oniisan
|
...then you might like
Sekkou Boys
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Both are great comedies which display legendary saints and gods living in ordinary situations. Although in Sekkou Boys they are not the actual physical embodiment of these figures (since they are plaster), they still retain the same personality traits as them.
If you liked
Shinseiki Evangelion
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...then you might like
Kidou Senshi Gundam
|
It is clear that Mobile Suit Gundam was a powerful influence on Evangelion. Both were ahead of their time and set a standard for future mecha in their respective eras, Gundam with a more realistic take on warfare rather than super robots, and Evangelion with more character focused drama. Both main characters are one of the few remaining people who can pilot said series' mech, but are young and not mentally prepared for war and death, so they go through a struggle of handling it psychologically. A must watch especially if you care about what made mecha in to what it is today, as they are landmark pieces of their specific time periods.
If you liked
Mondaiteiki Sakuhinshu
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...then you might like
Happiness
|
Both are a collection of several short stories which deal with the same themes, including sexual abuse, suicide, drug use, and pedophilia. Happiness is much more avant garde, with a less realistic approach and more focusing on solely the negative parts of humanity.
If you liked
Colorful (Movie)
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...then you might like
Boku dake ga Inai Machi
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The main character causes a mistake in their past they need to fix, but don't know what exactly it was. They spend their time in a child's body during elementary/middle school but with a different mentality than what is expected from other students of their age. Both have a heroine who lives a troubled life and the protagonist tries to get them out of that situation. The major difference in Erased is that the protagonist is still alive in the present, while in Colorful they are in the afterlife.
If you liked
Denki-gai no Honya-san
|
...then you might like
Himouto! Umaru-chan
|
Slice-of-Life anime which share very similar types of artstyles, otaku humor and references are prevalent in both. The focus of workplace humor and relationships is also in Umaru-chan during the scenes which focus on Taihei.
If you liked
Dragon Ball
|
...then you might like
Kinnikuman
|
80s superpower manga which started as a gag manga originally then as time went on, they became intense battle manga with a gigantic cast where frequent deaths are solved with revivals. Both were very popular Weekly Shounen Jump manga and feature a protagonist who isn't very intelligent and really likes to eat, as well as many characters who start as villains but then turn out good and help the heroes.
If you liked
Chuunibyou demo Koi ga Shitai!
|
...then you might like
Musaigen no Phantom World
|
Both are KyoAni adaptations of light novels, the character designs and tone are very similar. In both the characters experience delusions in which they must defeat a force threatening their world and form a club to fight against it, these fights are very detailed with similar choreography in both. The major difference in Phantom World is that these delusions are real. Both series share seiyuu for the main heroines which are Maaya Uchida (Rikka/Koito) and Sumire Uesaka (Dekkomori/Mai).
If you liked
Tokyo Ghoul
|
...then you might like
Happiness
|
An introverted student is unwillingly given supernatural powers by a woman which makes them have to feed on other humans. The struggle of protagonists trying to find their place in both worlds is shown. Both share the horror/psychological genre and have a similar artstyle of detailed, yet crude.
If you liked
One Punch-Man
|
...then you might like
Gokiburi Buster
|
Written by both ONE and Murata Yusuke, feature the same over the top scenarios of seriousness mixed with comedy. The designs are strikingly similar and the one shot even makes a few cameos in the TV series.
If you liked
JoJo no Kimyou na Bouken Part 3: Stardust Crusaders
|
...then you might like
Ushio to Tora (TV)
|
Both are modern adaptations of popular early 90s shounen manga which previously had only received an OVA series. Both are somewhat episodic and have many villains join the side of the hero after fighting with them. Both main characters are high school students who have a power which only they can see.
If you liked
Inferno Cop
|
...then you might like
One Punch Man
|
Both have crazy diverse characters and villains who are introduced without adding much to grand scheme of the story, parodying the superhero genre and tropes. The webcomic of One Punch Man has a similar feel to Inferno Cop as well. Both have some of the best animation in the business, Inferno Cop is slightly superior in this field though.
If you liked
Azumanga Daioh
|
...then you might like
Nichijou
|
Both are school comedies in a 4-koma format. Very similar humor and the inspiration from Azumanga Daioh is very clear in Nichijou. Nichijou is far more episodic and has some sci-fi elements, but the overall feel is the same.
If you liked
Ore no Imouto ga Konnani Kawaii Wake ga Nai
|
...then you might like
Himouto! Umaru-chan
|
Both female protagonists are popular, beautiful, and charming high school girls. But are actually closet otakus, devoting their lifestyle to it. Both have tsundere tendencies towards their older brother, while at the same time bonding over activities such a video games. Both also have diverse groups of friends who have to struggle maintaining their home and school life with.
If you liked
Girls & Panzer
|
...then you might like
Kantai Collection: KanColle
|
Moe girls who do cute things often, both use WWII era weaponry. Though Girls und Panzer isn't actual war, the battles still get about as tense as KanColle