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> Disclosure, this comes to mind because of something that happened between me and a colleague of equal rank in a volunteer organization who went directly from "I don't think I can see a movie tonight" to "This situation is making me uncomfortable" with nothing in between.

The problem here is you're not reading signals correctly. If someone says any variation of "I don't think..." that means they are not interested. If they are interested but just legitimately busy or whatever they will 100% suggest a time that will work or at least give you some kind of an in. Granted, there can be mixed signals and it's not always the easiest thing to figure out, but you have to just accept it for what it is. The truth is asking people out is hard, rejecting people is hard, and we have these little dances to save face.



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