Having just finished a move, my wife and I went through this. She's much worse than I am about saving 'stuff'. I regularily purge through my stuff, but she likes to keep it, "just in case we need it sometime."
So before we started packing, we went through room by room, and she had to explain why we needed to keep this or that. I've found that helps quite a bit. Ask a friend, offer them some pizza or a beer, and then start going through the stuff. Have your friend ask you if you seriously think you will actually need that 'whatever it is'.
I also like the other folks response of "If you've not seen or used it in a year..."
For clothes...if it fits and you like/wear it, keep it. If not, you will likely buy more before you will fit into those ones that don't fit.
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