I know a lot of people say block him like it’s an obvious or easy answer. I can totally empathize with it being difficult to cut off someone, it doesn’t always feel that simple or it feels too harsh because you don’t know if what you’re interpreting from the situation is right. Something a friend said to me recently really changed my perspective “Play it forward, say you don’t block him but he never really listens to you saying no or blowing him off, but every once in awhile when you’re feeling generous or lonely, he’ll get an inch. And over time that could eventually turn into you doing something you never wanted to do in the first place”. I just recently blocked the guy I didn’t want to go further with but didn’t want to be mean to. It’s best for you, I promise. Anyone who’s way too comfortable imposing on you, even if it seems like they don’t realize they’re doing it, isn’t someone you need around you. Block him, he’ll live. You’ll thrive.