Clearing away confusions and debris

Take the paradigmatic case: a conditional threat to reveal someone’s infidelity. Suppose you know that I’ve been having an extramarital affair (which you don’t, because I haven’t). You’re free to tell my wife. We might fairly say you have a right to do so. But generally speaking, you are free to negotiate payment in exchange for refraining from exercising a right. We could put this point in property terms too. Suppose not only that you knew about my affair but that you had photos. They’re your property. One of the nice features about property is that, normally, you can sell it. So we might reasonably expect that you would be allowed to offer me your silence and the photos, in exchange for cash. But you’re not: that would be the crime of blackmail. The puzzle is to justify the criminalization of conditional proposals like this, or to explain why it isn’t justifiable.
Continuing the End Times series, Richard Marshall interviews Mitch Berman.