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If you liked Cowboy Bebop add

...then you might like Samurai Champloo add

Both are directed by Shinichiro Watanabe and are amazing absolute masterpieces of Anime. Both are shows that focus on a small group of characters and how their interactions affect each and every one of them. Both also have amazing art and action sequences that are unrivaled. These are two of the greatest Anime of all time and are a MUST-WATCH.