If you like him, you do not make suggestions to make it seem like you're okay with these things he's been saying about other girls and how casually he goes on about them to you. If you show discomfort about it he'll get the point and there won't be so much of a game going on here.
He has a problem, he needs to stop obsessing over this girl topic.
You don't have to outright say you like him, just make sure your feelings add up with your words and actions towards him in general so that he will get the point.
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He is trying to hint that he likes you. Just try flirting with him and stuff like that.
Simple answer: he wants to be more that your friend...he's hinting that he wants to date you and wants you to be serious about it. He could just be too shy to come out and ask for a date. If you have any feelings for him, then ask him out.
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I think he may be trying to get you jealous!
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