If you liked
Mawaru Penguindrum
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...then you might like
Zetsuen no Tempest
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Very similar character relationships and dynamics. Both series involve a main female character that is bound to die, and 2 male characters who are very close to her and are trying to prevent her death in one series and to uncover the mysteries behind her death as well as avenge her in the other series. In both shows one of the 2 male MCs is a hotheaded playboy while the other is more calm and composed. Both series involve magic and other supernatural elements. If you enjoyed one of these shows, it's highly possible you will enjoy the other.
If you liked
Kono Subarashii Sekai ni Shukufuku wo!
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...then you might like
Kyuukyoku Shinka shita Full Dive RPG ga Genjitsu yori mo Kusoge Dattara
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similar humour, both are a parody. if one of these makes you laugh, the other one will probably too. i think full dive is underrated, i found it super funny actually.
If you liked
Ore, Twintail ni Narimasu.
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...then you might like
Dokyuu Hentai HxEros
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Both shows are parody of super sentai and feature a group of heroes fighting against aliens who try to take away something important from humanity. In both shows most of the cast consists of girls, but there is one main romantic interest which is a childhood friend. Similar kind of humour. If you like on of these, you'll probably enjoy the other!
If you liked
High School DxD
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...then you might like
Kenzen Robo Daimidaler
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These series are basically twins, just one deals with demons and stuff while the other is a mecha parody. Produced by the same studio, Daimidaler and DxD share the same artstyle, the same kind and amount of ecchi, even the main female MC is voiced by the same actress in both series. Both are fun to watch and provide lots of fanservice. Although Daimidaler isn't very popular, it's really worth checking out if you like the genres.
If you liked
Kill la Kill
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...then you might like
Akiba's Trip The Animation
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The series have similar artstyles (although Akiba's Trip is lower quality but still fine), both involve fights in which clothes play an important role, both deal with nudity although in unusual way despite being tagged as ecchi (due to the unusual artstyle), even the main antagonists have some things in common. Both shows are really enjoyable so if you liked one you might like the other.
If you liked
Killing Bites
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...then you might like
Mahou Shoujo Tokushusen Asuka
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Both have quite a lot of action, violent battles, busty characters in fancy outfits and cool music. Produced by the same studio.
If you liked
Rakudai Kishi no Cavalry
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...then you might like
Rokudenashi Majutsu Koushi to Akashic Records
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Both use old tropes but do them right. Highly enjoyable shows with likeable characters that have good interaction (and MCs are somewhat similar as they are both considered weak at first), good fights, good animation. Examples of well made shows that turn out to be more than you may think looking at the cover. Both give off a very similar vibe.