If you set a goal to hurt someone, be careful not to go to extremes. A large part of suicides is men, and often they go for it because of the bad current relations. Therefore, the desire for vengeance stay within reason.
It is best to cause petty grievances. For example, the sneer on his physique, give him a book like "How to build muscle". Parodiruya his manner of speech. If desired, minor flaws you can find a lot. Any striking qualities can be interpreted as disadvantages. Generous – mean mistreating money good – so, weak, funny – so not able to really look at life. It's all minor flaws, but if you repeat them often enough, you can get the guy to suffer.
If you want to seriously offend anyone, it is necessary to raise self-esteem. Her creative experiences need to be fun, achievements to declare the mediocre, and the ability to build relationships – to subject to merciless criticism. The most effective way to hurt is to criticize the sexual possibilities of man. This is the most vulnerable area of many young men. If you decide to break up with him, tell that other women are just insincere praise because they want something from him. This, of course, difficult to prove, but the idea will always be to spin in the subconscious of man and poison him the closeness with other girls. Because women are faking pleasure is quite easy to manage. So let him ponder if he is a hero-lover, what used to be imagined.
If you do not intend to spoil relations radically, just behave unpredictably: that flatter, offend. If your praise will be very pleasant, and resentment to hurt deep, he will suffer, but the relationship will become more vivid. Although this tactic is not suitable for all the girls, but only those who feels the mood of the men.
To make a man suffer is not so difficult. But before you do, ask yourself why you need it. If this is an attempt to prove their worth or demonstrate their superiority, it can lead to the opposite result. But if it was revenge for the suffering he has caused, then be prepared to rupture relations. Because people create them in order to be happy, not for mutual agony.