If you liked
Gakuen Utopia Manabi Straight!
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...then you might like
Love Live! School Idol Project
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High school girls rally together against many odds to save their school.
If you liked
Umineko no Naku Koro ni
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...then you might like
ChäoS;HEAd
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Both are psychological mysteries that became more and more ridiculously silly as time goes on. If MST3K did anime, they'd do these.
If you liked
Ginban Kaleidoscope
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...then you might like
Taishou Yakyuu Musume.
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Both are sports anime about girls who gain self-confidence in themselves
If you liked
Top wo Nerae! Gunbuster
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...then you might like
Soukou no Strain
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Both have the element of intergalactic battle and use light speed theory as a key element.
If you liked
Joshikousei: Girl's High
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...then you might like
Momoiro Sisters
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Feminine raunch abound. Period jokes, girls wanting to have sex just to have it, and some slight yuri subtext as well.
If you liked
Otogi Juushi Akazukin
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...then you might like
Princess Tutu
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Both are heavily rooted in fairy tales. Akazukin has more action, but Tutu is more artful.
If you liked
Futakoi Alternative
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...then you might like
Baccano!
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Similar pace, both have more than a little eccentric characters, somehow keeping an air of realism between all the bizarre impossibilites it continues to throw in.
If you liked
Full Metal Panic? Fumoffu
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...then you might like
Muteki Kanban Musume
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Still in the mood for more bizarre episodic adventures in your anime? Look no further! Holding the same madcap slapstick comedy. These shows also share the same hair-trigger characters, ridiculous competitions, and a vicious mascot to boot!
If you liked
Love Hina
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...then you might like
Mahoraba: Heartful Days
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For another show about a simple guy living with a bunch of weirdos, give this one a spin. Like Love Hina, the main couple is obvious right off the bat and it holds the same psuedo shoujo-ai air. Above all, it's a very funny and very interesting follow-up if you still haven't gotten enough of the genre.
If you liked
Hachimitsu to Clover
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...then you might like
Gakuen Utopia Manabi Straight!
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Both contain the same kind of real life drama and anxieties that often come with life and stress the importance of the people around you at all times. Both are equal parts comedy and drama, and both have girls that look far younger than they really are ^_^
If you liked
Air
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...then you might like
Uta∽Kata
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Another bittersweet supernatural tale that takes place in the course of a single summer. While not as emotionally tumultuous as Air, Uta~Kata is brimming with melodrama and a storyline that rolls further into darker territory with every episode.
If you liked
Abenobashi Mahou☆Shoutengai
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...then you might like
Paniponi Dash!
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If you enjoyed all the slapdash Japanese-flavored pop culture trivia, then your next step is a no-brainer. Speeding along at the same diabolical pace with no mercy for stragglers, these two shows are made of the same parody extravaganza material.