Cut him off :). He is not a friend. He is a guy trying to break boundaries and cheat on his girlfriend because he is not happy with the circumstances he is in. A polite way to do this is say “hey you are in a relationship and I feel like we have crossed boundaries in our past conversations, so I’m just going to let you do your thing in your relationship and figure it out. I care about your relationship working out and I do not want to ruin your relationship” I know it’s not your fault girl, but don’t put blame on him and just walk away until he figures his life out
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Why are you so worried about offending him? He isn't your friend or he wouldn't put you in this position. All he is angling at is fucking you. Get rid of him, it won't end well if you drag it out.
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