If you want a hopelessly blunt answer, then my answer to you is "Once you go through these a few times, you will realise how you want to do this game thing. You continue to play the game and feel numb being the dumper or dumpee or you find someone stable to settle down and stop playing game." But winterboy has stated it clearly, you did not define the relationship with him. He could be seeing you as a friend with benefit, or fxxk buddy or a very long and extended one night stand when you are feeling so connected to him. Be also very clear if you are in love with him, or you are just infatuated with him. In any case, I hope your sex with him is safe and protected, it is very tempting for bottoms to do it raw with a guy who he fancied a lot. I have been through that stage before, thinking that the person is my boyfriend and to have sex with him, especially bareback is showing my love towards him.