Ultimately, you are longing for space. You won’t lose all the meanings you’ve imbued into things just because you are saying goodbye to items you’ve previously valued — that meaning is inside you and it will continue to seek and find spaces to fill with its own expression. Space allows you to breathe — and when you breathe better, you remember more… and make new memories, too.
Another thing that has helped me is to keep a bye-bye box for things you want to give away, but feel torn about. When it’s full, either dump it straight into a black plastic garbage bag and carry it straight out of the house or else add items to your out-of-the-house bag one by one, asking yourself, “Have I been missing this item in particular? Looking for it? Worrying and regretting it’s absence? Or did I not actually notice?” It’s ok to put it back into the bye-bye collection box until your next evaluation.
Peace be upon you from the Master of all the Heavens.