See, the longer you allow yourself to be in an argument about him — “Does she like him, NO I DON’T!!” — the longer you are giving him attention, which is exactly what he’s after. If you aren’t interested in him, stop interacting with him in that way. Get out of the middle.

His behavior, his friends, YOUR friend — these things all have one thing in common. They are not YOU. You say you don’t like being pushed around? So, don’t be. Go with something along the lines of, “Listen, I don’t set people up, ok? I don’t want to be in the middle of whatever. If you want I’ll introduce you to her, and if you want to go out with her, YOU should go ahead, be a man and ask her. If she doesn’t want to go out with you, I’m not going to be able to talk her into it. And if she does, do you really want to start off by having to have someone else ask her out FOR you?”

Then stick to the party line, and refuse to get entangled in any other weird schemes he’s got that involve you.
Posted on 8 May 2020, 2:33 PM