If you liked
Nanbaka
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...then you might like
Prison School
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Want a taste of ridiculous and over-the-top prison comedy? Try either one of these shows! On the more ecchi side of the spectrum lies Prison School, pretty much a BDSM fantasy that's both raunchy and brutal for the prisoners Nanbaka OTOH places more emphasis on its colorful sparkly bishounen character designs and atmosphere for its aesthetic.
If you liked
Venus Senki
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...then you might like
Arion
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If you're looking for obscure yet well-animated 80s anime flicks, either one of these titles could be of interest! While taking place in decidedly separate settings and genres, Arion and Venus Wars are the personal creations of character designer/mangaka/director Yoshikazu Yasuhiko. With Arion, one gets a snapshot of the 80s anime trend of Ancient Greek-inspired stories found most prominently in Saint Seiya. Conversely, Venus Wars provides a gritty sci-fi setting not unlike Akira or the various Gundam series of the era (which Yasuhiko worked on as well).
If you liked
Redline
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...then you might like
Lupin the IIIrd: Jigen Daisuke no Bohyou
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In either of these titles, you'll find the signature styles of director/character designer Takeshi Koike and soundtracks from James Shimoji.
If you liked
Yamato Nadeshiko Shichihenge♥
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...then you might like
Watashi ga Motete Dousunda
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An oddball high school girl surrounded by four pretty boys? You'll find that set-up in both of these shows! Of the two, Kiss Him Not Me is heavier on the reverse-harem aspects than The Wallflower.
If you liked
Gatchaman Crowds
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...then you might like
Samurai Flamenco
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Modern takes on classic superhero stories and tropes. Gatchaman Crowds carries the name of the classic Science Ninja Team over to 2015 Japan, complete with heavy use of modern technology and commentary on what place a team of superheroes should hold in society. Samurai Flamenco tells the story of a lifelong fan of Tokusatsu series who never gave up on his childhood dreams of becoming a real-life Tokusatsu character. Despite certain violent moments, either series sticks to an optimistic feel.
If you liked
Casshern Sins
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...then you might like
Gatchaman Crowds
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Gatchaman Crowds and Casshern Sins are more recent re-imaginings of classic Tatsuonoko Production anime made back in the 70s. But while Gatchaman Crowds is an optimistic portrayal of Japanese superheroes, there's a heavy dose of bleakness in the world of Casshern Sins. Either way, both series prove that certain characters and concepts in the anime medium are timeless.
If you liked
The Animatrix
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...then you might like
Redline
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One segment of The Animatrix is World Record - which, like Redline, has the name Takeshi Koike listed as director. Both titles share the same overall style. But while Redline can be viewed as its own self-contained story (with the Trava OVA as a sideshow), World Record does require some knowledge of the Matrix film series (whether from the main movies or the other Animatrix shorts) to fully appreciate.
If you liked
Project A-Ko
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...then you might like
Dead Leaves
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Want a taste of non-stop action and over-the-top chaos? Try one or both of these classic anime movies! The ridiculousness of either movie is non-stop till the credits roll, as the main characters engage in some of the weirder fights and battles seen in the anime medium. Project A-ko is more on the meta side of the equation, as it references/parodies various other classic anime made in years prior to its release. Meanwhile, Dead Leaves looks and acts out like something one might expect to see on Cartoon Network's Adult Swim instead of a typical anime block in Japan.
If you liked
Last Exile
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...then you might like
Koutetsujou no Kabaneri
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Steampunk anime are few in number, so it makes sense to mention previous works in the subgenre whenever a newer example comes along. Kabaneri is a zombie apocalypse in a steampunk Japan, while Last Exile tells the story of two nations forced into war against each other via the use of airships.
If you liked
IGPX: Immortal Grand Prix (2005)
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...then you might like
RideBack
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Mecha anime which take the medium's favorite vehicles off of the battlefield and onto the race track. IGPX is more of a sports anime, emphasizing the competitive nature of its mech races. RideBack is more on the political side, as young dissidents make use of their newfangled mechs in the struggle against an authoritarian government.
If you liked
The Big O
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...then you might like
Batman: Gotham Knight
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The Big O's Roger Smith is pretty much Bruce Wayne with a super robot as opposed to a Bat costume. Much of the production staff behind The Big O had previously worked on outsourced animation for Batman TAS, taking much influence from that particular iteration of DC's rich superhero. Batman: Gotham Knight is a simply a more direct anime version - just from some different talent and an alternate anime studio involved.
If you liked
Cowboy Bebop: Tengoku no Tobira
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...then you might like
Dirty Pair: The Movie
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Each of these movies can be viewed as extra-long standalone episodes within their respective TV series. As for the direct similarities: they're both sci-fi action flicks with memorable soundtracks (80s pop-rock in Dirty Pair, modern jazz in Cowboy Bebop) and animation quality reflecting the higher budget of movies compared to individual TV episodes.
If you liked
Overman King Gainer
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...then you might like
Bounen no Xamdou
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Both series have similar aesthetics courtesy of character designs by Kenichi Yoshida. And either series is mecha with elements of biopunk - particularly in Xam'd, which isn't tagged as mecha. The key difference lies in the tone/mood. Overman King Gainer is upbeat and fast-paced, while Xam'd: Lost Memories takes a more somber approach. In either case, the setting and details take a while to be fully fleshed out.
If you liked
Turn A Gundam
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...then you might like
Tenkuu no Escaflowne
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Two teenagers are plunged into strange and alien worlds, shortly before said world plunge into conflicts involving mecha. One of them is a girl from 90's Japan who ends up in the fantasy world of Gaea, the other a boy from a far future Moon-based society who is sent to a less advanced Earth. Both of these are Sunrise originals made in the 1990s, with cel-based animation, unique mech designs, and soundtracks by Yoko Kanno. Each are absolutely worth checking out if any of the aforementioned plot/production details are of interest.
If you liked
Vinland Saga
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...then you might like
Ore to Akuma no Blues
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If one is looking for manga with historical settings outside Japan, then "Vinland Saga" and "Me and the Devil Blues" are top options. Richly-detailed artwork and writing capture the look/feel of the medieval Nordic countries and the Depression-era Southern US. The authors certainly did their research on these foreign times and places.
If you liked
Prison School
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...then you might like
Hare-Kon.
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Both are ecchi series running in seinen magazines, featuring artwork of somewhat similar style and premises which are suitably ridiculous. Whereas Prison School features an on-campus detention center for its protagonists, Hare-Kon's harem is a legally-sanctioned polygamous marriage - told mainly from the perspective of one of the women as opposed to the male MC. In either case, expect to get a decent amount of amusement.