Wanted my ex back and now can't be free of him

Rachel
Help . . . After an ugly and very painful breakup, my ex and I started talking again.
Now he's staying at my (formerly our) expensive apartment bc he hit hard times and has work in the area. It was supposed to be for a couple days but he doesn't seem to have any plans to leave. 
He's also hitting me up for money to go see his folks (by which I mean throwing temper tantrums) and complaining about his health nonstop but won't do anything to fix it . . . He couldn't get hard last time we tried to hook up . . . 
He planned to spend Easter with me and should be here now but isnt even on the road back from his folks, leaving me with over $100 worth of specialty groceries I'm definitely not preparing . . . 
I know I need to get him outta here without the drama of the past, but of course I'm terrified of the crushing sense of aloneness that happens every time I tell him to leave . . .  And there WILL be drama. He's a total baby.
How do I prevent the drama and pain/doubt of loneliness?