1. most difficult to deal with or do; requiring the most skill or care
Usage: superlative form of tricky
2. most likely to deceive or mislead; most cunning
Usage: superlative form of tricky

Examples

• The final math problem was the trickiest one on the test.
• This is the trickiest part of learning to drive a manual transmission.
• The trickiest question in the interview caught me off guard.
• He’s the trickiest opponent I’ve ever faced in chess.
• The trickiest aspect of the recipe is getting the timing right.
• That salesman is the trickiest person I’ve ever met.