I regretfully used to make my best friend cry so that I could cry with him
I hope that's not true. Why would you try to make him cry like that?
If I can't cry, why do I live?
It is not very nice to try to make your friend cry on purpose. If you do this by simply talking about feelings then this ok, but if your doing this by being mean then it is not ok.
I want to feel something. :(
But that doesn't mean you should forcefully make your best friend cry. Do you really think they deserve to feel all that sorrow? How about trying to console them and give advice instead, you will still be able to feel how they are when you talk!