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(+1)

You CAN interact with the attic now.  If you're not seeing a little circle in front of the ladder you just need to train your agility up a little bit.  Pretty sure the requirement is only lvl 2 or 3 so it doesn't take a lot.  Hope that clarifies things

I'm not talking about being able to interact with the attic/ladder-- agility was the first skill I maxed and now I've maxed all of my abilities; I'm talking about the chest, the dress, and the "personal" things. How do I trigger the date to progress M's storyline? Someone said to read her diary...isn't that in with the "personal" things?"

Hopefully you saw adchase's answer but ya, make sure you're talking to M.  MC will talk about looking around the house, interacting with the box upstairs will allow him to start reading her journal, talk to her again afterwards.  Sorry for the late reply, hope it's all been figured out for ya!