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If you liked Cowboy Bebop add

...then you might like Lupin III: Cagliostro no Shiro add

Both share the same feeling : heroes are so cool, adventures are great, life is good. In both there is 2 male heroes, 2 good friends who share adventures : one is the coolest, the hero of ladies, the most adventurer ; the other one is the great partner, the loyal friend, always there. Both share the same spirit, heroes are outlaws, but the good guys, in one word : they are free ! So I think if you enjoyed one, you'll probably like the other one.

If you liked Cowboy Bebop add

...then you might like Baccano! add

Same kind of show : you'll find the best OST in both (jazzy, really cool), same spirit/atmosphere with really great characters/action you will enjoy all the show without any moment of boring !! I guarantee you'll not be disappointed !! 2 must-see.