Blunt question: Do you have a hard time letting people out of your life completely? I'm just not really understanding why you're being so 'nice' to him. It at least comes across that way. Is it an impossibility on your end to just tell him, quite bluntly and **sincerely**, that you never want to talk to him, ever, again, and you want him to get the hell out of your life?? He sounds very unhealthy.
On some level are you actually entertaining the notion of maybe being able to be friends months down the line? Unless you are, I don't really understand why you aren't being a lot harsher in tone/message.
It's just hard for me to be mean in general. I'm a lot more blunt than I used to be after him, though.
There was one time when I was very blunt with him. He had called me at midnight saying, "Hey! I'm sorry I can't talk to you tonight, I'm sleeping over at Lauren's house! (A girl that had KISSED HIM 2 DAYS AGO!) We're gonna go play in the snow! *laughing in the background* Bye!"
After he hung up, I sat there on my bed in complete amazement at what a total ass he was. I texted him saying that what he was doing was wrong on so many levels and that I never wanted to see him again." Then I turned off my phone so that he couldn't reply.
Of course the next day I had to turn on my phone, so I could stay in contact with other people. But then I get a huge mass of voicemails and texts from him all angry and swearing at me. Then he starts calling me and I freak out. So I ignored all his calls. I eventually ended up talking to him, though, and the reason he was so mad was because I "over exaggerated" and "jumped to conclusions." Apparently there were other people at her house that night too, but he never even told me that, so I chewed him out about it. I made him cry so hard, and for the first time, I didn't feel guilty about it.
The reason I gave him hope to being friends again was because I was willing to forgive and forget and start over as only friends, but he wouldn't let go of the past, so now I don't see a chance of us ever being able to get along again.