The oldest thing I own
I was going to make a joke answer of "3rd generation iPod!" but after actually sitting around and thinking about this, I really don't have any old things. I can't name the oldest thing I have.
I guess I have this anti-tradition/anti-nostalgia streak in me, and I don't mean that hey I'm a rebel everyone look at how edgy I am, but more along the lines of tradition was something my mom's family was steeped in, being a large Italian Catholic group. I saw how tradition crippled people -- I can't get a divorce from this awful man because my religion says no and my mother would kill me, we must go to the xmas party there because we always do, and anyone that didn't attend the annual reunion or even moved away from family was a selfish jerk. Members of the family kept doing all these counterproductive things because tradition dictated it, not because it was the right thing to do.
After high school, I noticed that my friends all had albums and boxes of their gradeschool art and stuff and when I asked my parents where my stuff was they said "oh we threw that stuff out every year." Also, ever since I left home for college, I realized whatever old crap I kept with me was stuff I could live without. So there are no antiques and no keepsakes, no prized possessions from previous generations, only memories I guess.
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But, oh! what memories!