 If you liked
Touhai Densetsu Akagi: Yami ni Maiorita Tensai
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 ...then you might like
Golgo 13 (TV)
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Both main characters are very cold and almost seem emotionless. The plot differs in that Golgo is an assassin, and Akagi a gambler, but the animes have a similar vibe to it. It would suprise me if you cried for either anime. Akagi plays more mind games.
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Recommended by midnight_grey