One thing folks may be forgetting is that .boston is a lot longer than .com.
If you don't think that matters then why does everyone want short domains?
Also, the email address. Will it be
[email protected]on,
[email protected]on - its going to be confusing with all kinds of .com's getting emails from these guys.
Lastly, I would say that once everyone sees that most of the domains are parked or registered for defensive purposes then they will go back to the trusted .com where they can expend less energy to find what they want much quicker.
There will be some great names to be had, but they won't have traffic and will need to be built out to mean anything to anyone.