The legality of the contract is up in the air. Just because I sign a contract saying I agree to pay $1 everytime someone I know says something unkind to anyone

The legality of the contract is up in the air. Just because I sign a contract saying I agree to pay $1 everytime someone I know says something unkind to anyone doesn't mean the contract is enforceable. Besides I don't think the he meant extortion in the legal sense but more the moral sense.