I'm probably fucked; I don't like hanging on to stuff as momentos. That goes double for expensive momentos. Triple if it breaks some societal norm.
My college had a class ring that was kind of a big deal. College buddies pester me years later about when I'm going to get mine. They teased the guy who got silver instead of gold (seriously).
Never. Why do I want a $1000 reminder of something I already have? It's also a huge psychological ploy to get people to rep the school and donate whether or not it deserves it.
I guess buying an expensive ring could make somebody think of me constantly. I'd vastly prefer to have some crazy experience or donate to something we care about and buy a regular priced ring to use as a social symbol.