 If you liked
Kakegurui
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 ...then you might like
Great Pretender
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The overall execution and environment did not feel similar since Great Pretender was more of an adventure-type anime but the underlying concept was similar.
Kakegurui is about gambling and "luck", with an insanely smart protagonist who is good at their craft. They are put through many insane and wild gambles.
Great Pretender is about inanely good con artists. They are good at their craft and are also put through many crazy situations and big cons, tricking millions from the corrupt big shots.
Each scenario from both shows are set up like acts, a bit like a mini-stories or mini-arcs, though I would say Great Pretender's acts are more
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The art of deception, skill, and craze. There are no forces that come quite close in such attributes as Great Pretender and Kakegurui. In a world where taking risks, and making tricks and shills are common, Great Pretender and Kakegurui take their world of chances and explode them into the most fun you didn't think was quite possible.
Great Pretender is a little more global and excessive in its trip on taking on the entire world in comparison to the gambling club known as Hyakkaou Private Academy
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Recommended by NextUniverse
The Great Pretender is an all round great anime, it's an easy watch with only 14 episodes out on Netflix and even more coming January 2021. The art style is unique and one of my personal favourites, both the OP and the ED are amazing and it has a very similar feel to kakegurui.