Make it gloves instead of a sword and I might consider it. and it's not entirely at random, to trope a chessmaster as you've said, you still have to have a good idea of the game. The trick is to throw them off their own rythnm by forcing them to follow your own, during which you drive them insane. I'd have to admit I'd be the best at it, illusions, teleportation, phasing, telepathy at higher levels.
Welcome one and All to the Jesters Carnival, where the prizes are greater than your wildest dreams, but the nightmares here shall silence you before you can even scream.