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If you liked Cowboy Bebop add

...then you might like Psycho-Pass add

If you liked Psycho-Pass's characters, you will likely like Cowboy Bebop's characters. Spike Spiegel and Shinya Kougami have an almost exact personality match, except Spike is a little more... humorous. Vicious and Shōgo Makishima are also very similar in terms of intelligence and looks. Shōgo is definitely more cunning. Jet Black and Nobuchika Ginoza are also very similar. They have a similar backstory, overall demeanor and even looks. Both Spike and Shinya are main protagonists and both Shogo and Vicious are main antagonists. Spike and Jet's companionship is similar to Shinya and Nobuchika's companionship. There's not really too many similarities beyond that other than the dark vibes from both shows. You should watch Cowboy Bebop anyways for nothing else if you've never seen it. It's considered one of the many classics of anime history.