There's a saying that sometimes one "can't see the forest for the trees..."
I don't know who is accredited as coining the phrase, but the meaning behind it... of not being able to see the whole picture because you're too focused on the details... certainly rings true.
And so it is with stuff... some times there is just so much of it... that you don't know where to begin.
I think one of the things people hang onto the most, is clothing. It's expensive, and (at least for me) I hate shopping for clothes. I would much rather wear something old, than have to go through the process of buying something new... having to try it on... trying to find something that will work and look good... it's a chore for me. But, if most of us are honest, we have too much clothing already on hand. Myself included. At least twice a year (once in spring, and once in fall) I try to go through my clothing. I am brutal... in that I truly believe that if you don't like the way something looks on you.. there is no sense hanging onto it. I used to keep clothing in the hopes of fitting into it again... or because it had sentimental value... but not anymore. Life is short. And it's too short to wear clothing you hate.
That said.. what's in my closet? eeeeeeeeeehola. You want to go there. Ok. Here goes....
Yep, that's it... and frankly, I own more clothing at the moment than I have in a very long time. I found that it's simpler to have a sort of "uniform" that is your go-to outfit. In my case, it's skirts and a tank top, with a complimentary shirt over the top. It's relaxed, and I don't have to think about what I have to wear every day. I think I read somewhere that the reason why Johnny Cash wore black, it because it simplified his routine... he didn't have to think about what to wear if he had essentially all the same clothing. There are clothing designers that do the same sort of thing.
See here
and here
So... what do you do with your old clothing? You can sell it online, and there are tons of places where you can donate it (think church programs, charities, etc). When things are in "too sorry" of shape to even donate, the daughter and I will rip the fabric up into usable bits for quilting and patches, and we rip t-shirts into strips for yarn.