Sorry to revive an old thread! But I found this and thought it interesting.
I did a massive de-clutter of old stored letters and so forth about 6 months ago. I had boxes and boxes of stuff my bestie (long gone from my life, sadly) and I wrote to each other, aged 14 back in the time of expensive landlines, phone in the cold hallway, mother hovering beside you, tapping her watch. That's how old I am. But it's partly because of my age that I have suddenly realised that actually, there are a lot of craft projects etc that I'll never get around to, old letters I'll ^never reread etc, and all I'm doing in making a hoard for my DSs to sort out one day; so I got ruthless, I went through about 5 boxes of letters, old photos etc, read quiet a few, marvelled at how many photos are of me draped around young men I cannot even remember
, had a tiny jolt when I realised that my 'memory' of certain people, also now no longer in my life is a bit incorrect- in two cases, I suddenly realised I had much closer relationships with them that I remember! and so forth, and I chucked most.
As for the boys' stuff; I keep a few, really special things, I photograph other nice, milestone-y stuff but stuff not worth keeping in its original form and chuck the rest; I've kept a few school exercise books and have scanned other bits and pieces for them, but have chucked the rest.
Not missing any of it yet!