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If you liked
Dungeon ni Deai wo Motomeru no wa Machigatteiru Darou ka
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...then you might like
Kono Subarashii Sekai ni Shukufuku wo!
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Konosuba and Dunmachi have similar settings, in which the protagonist is an adventurer in a world similar to RPG games. There are many elements of DND games incorporated in these shows, such as leveling up, guild, battle system, etc. Both protagonists must survive in the RPG world, form their own party, and try to be the best adventurers there are.
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If you liked
Hikaru ga Chikyuu ni Ita Koro......
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...then you might like
Minamoto-kun Monogatari
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Both works are interpretive pieces of Genji Monogatari, one of the oldest Japanese tale. Similar to the original novel, these works feature a protagonist who interact with numerous romantic interests at the same time, in a way that works something like a harem, with each heroine corresponding to a girl in Genji monogatari.
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If you liked
K-On! Movie
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...then you might like
Love Live! The School Idol Movie
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Both animated movies serve as conclusions to their respective two seasons of anime TV series about groups of girls getting together and singing songs. The movies start with its group going abroad for a few days to perform there, and ends on a rather bittersweet theme of graduation.
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If you liked
Sayonara Zetsubou Sensei
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...then you might like
Arakawa Under the Bridge
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Two shaft productions that uses gag comedy style of presentation. The anime are episodic, but each episode build on the character relationship. If you watch these without expecting any dramatic turn of events, you might just laugh at some random joke that they make, or appreciate some finer points about the society that the shows satirizes.
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If you liked
Eden no Ori
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...then you might like
Kanojo wo Mamoru 51 no Houhou
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Both manga are about how the main characters survive in natural disasters. The story do not just focus on survival against natural disasters, but also against other people who have adopted a pathological mentality due to constant pressure from the harsh, disastrous conditions.
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If you liked
Suzumiya Haruhi no Shoushitsu
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...then you might like
Gintama Movie 2: Kanketsu-hen - Yorozuya yo Eien Nare
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Both movies are sequels to their respective series. In both movies, something happens and the protagonist is teleported into a familiar yet different world in which the protagonist doesn't exist. Both protagonists then proceed to make sense of why they are brought here and seek ways to return to their original world.
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If you liked
Sorairo Pandemic
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...then you might like
Gensou Shoukougun
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In both novels, as the result of a new disease, main characters are often trapped in their own imaginary world while affecting the real world with his/her imagination. The novels explore the consequences of said syndrome, which may be as severe as causing the end of human civilization.
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If you liked
Boku wa Tomodachi ga Sukunai
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...then you might like
Yahari Ore no Seishun Love Comedy wa Machigatteiru.
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Taking place in school, both novels focus on the character relationship (changes) among a small club. The main characters in both stories have difficulties in making friends because of their own special circumstances. Make no mistake, that both stories involve love triangles, but in a realistic, bitter-sweet fashion.
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If you liked
Gintama
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...then you might like
Prison School
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Both series does comedy in an unconventional fashion - they can make the most mundane course of action seems so interesting, layered with bunch of ridiculous yet sensible explanations. By the end of it, you will have drasticly different perspectives on things like "why is ass better than breast?". Be prepared of rolling on the floor, laughing.
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If you liked
Pandora Hearts
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...then you might like
Bloody Cross
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Similar manga that builds a fantasy world where different organizations vie for a ultimate goal that could decide the fate of the world. Both manga starts innocently with little details revealed about the fundamental structure of the world. However, the comical misadventure of the protagonists belies the dramatic revelation later in the story that will subvert readers' understanding of the entire story. Betrayals are everywhere, and alliances could switch in a instant. A character is not at all what the readers first thought he would be.
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If you liked
Half & Half
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...then you might like
Ashita, Boku wa Shinu. Kimi wa Ikikaeru.
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While Ashita, boku wa Shinu* is a light novel and half&half is a manga, both share similar setting in which the male and female protagonist share a body with the intervention of a mysterious power after one or both characters died at the prologue. Of course, during course of residing in the same shell, the couple gradually fall in love with each other. Bittersweet romance and just maybe tragic.
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If you liked
Sword Art Online
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...then you might like
Dungeon ni Deai wo Motomeru no wa Machigatteiru Darou ka
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Both shows are very similar in its settings, in which the story takes place in a RPG like world. Adventurers/players must clear NPC with their party in each floor in order to go up. The premise differ in that while SAO takes place in a virtual reality of gaming going wrong, Characters in Dunmachi lives in the fantasy world to begin with.
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If you liked
White Album 2
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...then you might like
Yahari Ore no Seishun Love Comedy wa Machigatteiru. Zoku
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Shows that focus on the subtle relationship dynamics of that of a FMF love triangle. The situation is further complicated when the two main heroines in the love triangle are best friends, and hesitate to make a move on the protagonist.
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If you liked
Nisekoi
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...then you might like
Saenai Heroine no Sodatekata
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Comedy, harem romance and slightly ecchi series that feature a oblivious yet caring male protagonist, surrounded by various beautiful girls who try to get involved romantically with him. Both series are cliched and full of tropes, yet they are somewhat aware of their own cliched nature and makes fun of it to create great comedy. A source of shipping wars in both series.
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If you liked
Gintama: Shiroyasha Koutan
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...then you might like
Nisekoimonogatari
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If you are a fan of either series (Nisekoimonogatari is a "crossover" between nisekoi and monogatari series), do not miss these really short specials/previews, cuz they will troll you hard.
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If you liked
White Album 2
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...then you might like
Saenai Heroine no Sodatekata
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Anime where a gentle, proactive protagonist is surrounded by a couple or more beautiful girls. Actually, the similarity goes quite beyond that. Both White Album 2 and Saekano are written by the same person, Maruto. In Saekano, there are numerous references, both in dialogue and in how the plot progresses, to White Album 2. The references may be even more profound if you have played WA2 visual novel. Written by the same person, the heroines also share a lot of personalities, in a subtle way. I am not saying that the heroines come out of the same mold, but careful audiences may observe much similarity in how heroines behave across the two series.
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If you liked
Kami nomi zo Shiru Sekai
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...then you might like
Saenai Heroine no Sodatekata
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Kami nomi and Saekano are shows that feature an otaku protagonist surrounded by a bunch of girls with various interesting personality. What make them stand out is that both are parody in nature, and are fully self-aware of the tropes and cliches in anime and galgame, sometimes going further to make fun of them.
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If you liked
Saiteihen no Otoko
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...then you might like
Ana Satsujin
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Both manga are psychological thrillers that explore the psychologically unstable side of humans. Obviously, insane individuals have minds that work different from normal humans. The contents of the story may be unsettling or disturbing at times, so be forewarned.
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If you liked
Danshi Koukousei no Nichijou Specials
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...then you might like
Gekkan Shoujo Nozaki-kun Specials
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Both shows are short (3-minute) special episodes of a slice of life, school, comedy pure comedy series. Dashi Koukousei and Gekkan Shoujo use ironic irony and misunderstandings between main characters as a primary device to make you laugh. Both specials are a very fun complement to their respective main series, and not to be missed.
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If you liked
Ghost Hunt
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...then you might like
Ga-Rei
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Ghost Hunt and Ga-rei are heavily rooted in supernatural elements, such as Japanese folktales, in a present setting. The main characters' jobs are to exterminate ghosts and supernatural creatures to protect the citizens. Both stories also feature romance between the main characters.
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If you liked
Gintama
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...then you might like
Danshi Koukousei no Nichijou
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Danshi Koukousei and Gintama are two rare shows in anime industry that make use of situational irony as its main source of entertainment, though Gintama also heavily lean on parody of practically everything. Both shows are mainly episodic, showcasing the main characters' daily lives.
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If you liked
Cowboy Bebop
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...then you might like
Gintama
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The similarity lies in the main protagonist of both series. Both Gintoki and Spike are laid-back, cool, casual 20-something year old men who had a dark past. Now, they just find random jobs with their partners and go through their daily lives. They have their fair share of bad habits, but when it matters, they pull through and become badass.
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If you liked
Kara no Kyoukai Movie 1: Fukan Fuukei
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...then you might like
Fate/stay night: Unlimited Blade Works
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F/SN UBW and Kara no Kyoukai movie series are part of the Nasuverse, originally produced by Type-Moon. Like any Type-Moon creations, they are dark in its portrayal, showcasing clash in ideals between people who inevitably fight each other. Both are fantasy series in which certain people possess magical/supernatural power.
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If you liked
Arakawa Under the Bridge
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...then you might like
Amagi Brilliant Park
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Anime in which a narcissistic male protagonist is tasked (or self-appointed) with saving a society that is forgotten by the public. The female lead rarely shows her emotions, but is implied (or stated) that she has a crush on the male lead. Both can be considered comedic series, but they take different approaches. Amagi Park is more like your everyday school anime, with mainly teenagers interacting with each other. Arakawa is a gag comedy, and surprisingly quite thought-provoking at times.
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If you liked
Sore wa Totsuzen, Unmei no Aite ga
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...then you might like
Koi to Uso
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Koi to Uso and Sore wa Totsuzen are manga with settings of which government choose people's marriage partners based on a matching system. Both stories depict the trials and tribulations of one or few couples. However, while Sore wa Totsuzen is a story where couples found love through government matching, Koi to Uso is more of a story where the protagonists try to defy the government's decision.
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If you liked
Kimi ga Nozomu Eien
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...then you might like
True Tears
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Romance in a love triangle, minus the moe comedy, and plus loads of character development, and realistic depiction of how one decision could affect the other party in love. Not for people only looking for a light-hearted comedy series. These are packed with drama and feels.
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If you liked
True Tears
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...then you might like
ef: A Tale of Memories.
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Romance in high school setting, with the focus on love triangles. Instead of emphasizing the moe comedy slice of life as per the industry standard, these anime focus on real emotions of the characters, taking character development seriously.
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If you liked
Pajama na Kanojo.
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...then you might like
Koisome Momiji
|
Pseudo-love triangle comedy ecchi series with two main heroine, a osananajimi and a new girl. Both follow very cliched plot like girl meet boy, childhood friend also wants boy, compete for boy together while becoming friends, and etc.
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If you liked
Nisekoi
|
...then you might like
Koisome Momiji
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Series in which the main characters pretend to be lovers because of some external circumstances, but slowly fall in love with each other. In nisekoi, they become a fake couple to avoid gang wars, while in koisome momiji, they become a fake couple to practise for the female lead's drama career.
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If you liked
½ Prince
|
...then you might like
The Legend of the Sun Knight
|
Random, hilarious gag is a commonplace occurrence in both novels, typical of Yu Wo's writing. Rather than gags that rely on reference to other popular works, the jokes usually consist of metaphors for everyday life objects and actions. Seriously, the jokes will be so unexpected that most of them will strike as funny. LoSK is a more serious, more sophisticated work about a knight's epic adventure in a medieval, fantasy world, while 1/2 Prince is a more light-hearted tale set on a RPG world.