How many times heart can be broken? 3, 4, 6? Then? Then you will get used to. When I was in university I use to say, my heart became powder after breaking so many times (I didn’t had boy friend, it was by others). It can’t be broken any more. Now I can say those powders now vanished, by air. So, can’t feel anything now. I wish I couldn’t feel anything which hearts me.