I'm glad to know that I'm not the only one who keeps all that stuff. A few months ago I went back through some old chat logs to find the first time that I chatted with my best friend, and it was a lot of fun to relive that part of my life.
I think people don't realize that the volume of digital artifacts we're creating is going to be staggering when we look back at them a century from now. That's one of the reasons I like to check in places. I imagine what it would have been like if my grandfather had traveled the world with Foursquare in the 1930s -- maybe I'd be able to visit the pubs where he drank in Copenhagen, or the port he arrived at when he met my grandmother in Glasgow.
My life might not be that exciting, but I'm definitely leaving a trail behind. My grandchildren will wonder why I checked in so much at the Palo Alto Creamery. :)