My youngest daughter used to drive me nuts by throwing out things she no longer needed, but were still usable. I'd tell her that they could come in handy some day. She'd just poo poo that and toss em out anyway, or give them away. Well, the time came when I had to pick and choose things I'd saved and give them away, but I'd learned from my daughter not to worry if I might need any of it someday and so it didn't worry me to be rid of it.
deesierra, I've felt a bit guilty getting rid of (old) items inherited from my parents (bio-mother & stepfather) even though our family life was not all that pleasant. I used most of those items for years, but not happily. So finally replacing them gave me a sense of freedom from unpleasant memories. I've kept all photos of the family though, but have not put them on display.