So if love is a chess game, check mate
People go through a lot of trials and tribulations searching for love, much like the complex maneuvering in a chess game. But after all Em has been through while searching for love he’s sick of searching, so he yells out “checkmate”, the chess term that marks the end of the game. Also note how checkmate refers to “mate” as in your lover, partner, etc.
Could also be a reference to his collaboration with Kendrick Lamar, Love Game, from the same album.
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