My dad looks organized, his bedroom is fine and everything, but he has three rooms in the house that are just filled with random stuff he just doesn't want to get rid of for no good reason.
My mom has told him to organize that and he says he will but he never does. He doesn't has to work anymore so it is not a matter of lack of time or him being tired, he's active and does sport and things through the day, but he just don't care about those messy rooms.
Would it be wrong if I organized all that and threw away literal trash he's holding on to (example: a super old white board they bought for me when I was little, dried pens, some of the too many random boxes)? I have no problem doing so and I have asked him to let me do it but he tells me not to since he says he will do it. I have a feeling this is one of the situations that happen when people get old and just do random shit that doesn't make sense.
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Take my advice. Don't even think about throwing his stuff out.
What you could say is.. I'm going to wait until next weekend, if you haven't made a start.. I'm going to remove it.. You can gauge from his answer if he'll let you!
By giving him a date with which to start, it shows you aren't just saying you'll get rid of it but you are actually seriously going to..
Oh, my mom and I have tried that before. The last time I suggested him at breakfast I would start to organize next month if he didn't and he got mad, we just don't get him in that aspect tbh
He got mad when you gave him a ultimatum.. That's my point. If you threw the stuff out without his willingness, he'd probably go ballistic!
He has to go through the process or he will only refill those spaces with more stuff. It's a mental block. Cure the source.
Like going to therapy? He won't do that. This is like a family thing, my grandma (His mom) does exactly the same, has a whole room filled with a bunch of stuff. Funny thing is he actually criticizes her for doing so and periodically tells her to throw away stuff from there, but even if we compare him to her he can't see it.
Therapy as in getting in the headspace of letting it go himself. Take him to a nice furniture store and show him what normal spaces are like again. (Do not nitpick. Or be condescending. Just let him sit) It might inspire him to tidy up himself, which is important. You can't make people do this. He's holding onto the items for a reason. You are only seeing the effect, not the cause.