The goal of dating and relationships is to create a positive exchange of love. You can go for winning someone who does not care about you but it won't work.
Why is that? Because his will is involved as well. A relationship is sustained by two pillars. Your will power represents half of it.
Put it this way: would you force someone in a relationship? You wouldn't right?
Freedom is a beautiful quality and it is the first one you want to give to someone when you care.