I am an accumulator, also known as a pack rat, and I'm lazy. So getting rid of anything is usually too big of a pain in the butt.
But I have desires to declutter and simplify. I own a lot fewer guitars an I used to - but the ones I have are better than the old ones. I own a lot more guns than I used to. I probably could stand to own fewer, and not really have a negative effect on my life or ability to do what I want to.
I could definitely donate or sell some clothes that don't fit, that are out of style or whatever. THat would probably make parts of my life easier, actually.