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If you liked Cowboy Bebop add

...then you might like Samurai Champloo add

Although set in opposing eras, both have a strong musical theme weaving through the engaging journey of a group of accidentally travellers (for Champloo) / bounty hunters (for Bebop). Both series may seem episodic but every one is highly enjoyable. Plus all the characters have fascinating deep/dark backstories.

If you liked D.C.: Da Capo add

...then you might like Shuffle! add

Both are enjoyable harem shows with good emphasis on poignant and dramatic moments. Both also boast of good musical scores which enhance the feel of the series.

If you liked Iriya no Sora, UFO no Natsu add

...then you might like Saishuu Heiki Kanojo add

Both are about a desperate struggle against alien apocalypse, banked on a single hope found in a teenage girl born for this purpose. Both series focus less on the wars but on the tragic characters. Iriya is a superior production in terms of story cohesion and credibility in my opinion.