It isn’t news that men and women often speak different languages, but when the stakes are the highest, it’s important to remember that men are nice when they pursue, and women are nice when they reject. Naturally this leads to confusion, and it brings us to the popular practice of letting him down easy.

[...] the one rule that applies to all types of unwanted pursuit: do not negotiate. Once a woman has made the decision that she doesn’t want a relationship with a particular man, it needs to be said one time, explicitly. Almost any contact after that rejection will be seen as negotiation. If a woman tells a man over and over again that she doesn’t want to talk to him, that is talking to him, and every time she does it, she betrays her resolve in the matter.

If you tell someone ten times that you don’t want to talk to him, you are talking to him—nine more times than you wanted to.

When a woman gets thirty messages from a pursuer and doesn’t call him back, but then finally gives in and returns his calls, no matter what she says, he learns that the cost of reaching her is leaving thirty messages. For this type of man, any contact will be seen as progress. Of course, some victims are worried that by not responding, they’ll provoke him, so they try letting him down easy. Often, the result is that he believes she is conflicted, uncertain, really likes him but just doesn’t know it yet.