Cunning/ˈkʌnɪŋ/ Definition 1 of 3Pro Tip 1/3Negative Connotation Cunning often implies dishonesty in achieving a goal. She was too cunning to trust with their secret plan. Pro Tip 2/3Sneaky Strategy Cunning involves clever and strategic thinking. With a cunning strategy, they won the game. Pro Tip 3/3Subtle Manipulation The word 'cunning' can suggest subtle manipulation to obtain what one wants. He gave a cunning smile as he swayed the jury.