I find this an interesting sociological trait we have - to ascribe value to an inanimate object based on someplace it has been before we owned it. It's as if by possessing it, our minds believe that somehow we too have been where it has been. It's an odd kind of delusional behavior.
In all honesty, if I was some super famous person (assuming I wasn't loaded to begin with), I'd buy tons of stuff, wear it once during something and then sell it on ebay to make beaucoup bucks. You know there's going to be people out there who will buy it. The key will be not to flood the market and drive down value. "Here's the watch I wore when I took a shit in the back of a P-3 while on a training mission off the coast..."