All those beautiful handmade items and nice leather accessories -- I can see why they still have a place in your closets. And I am nodding my head at the sentimental items - several of which illustrate your independence and ability to earn.
MsMaven: the story about your prom dress really made me pause. I have lost a few high school friends, and it's a particularly sentimental loss.
The item I donated (and probably should have tossed but that is just too much decision making was a bit of polyester froth I received as a gift from my bachelorette party. I still to this day don't know who it was sized for -- very very odd. It took up so little room I just kept rotating it to the bottom of a pile of scarves...