The Un-Hip

We have been talking a lot about the Hip, and we even wrote an essay of the hippest person we know.  I was wondering about the opposite, the Un-Hip, and the most unhipest person I know.  I think this is a little bit harder than I first expected, as I was thinking of the unhipest person I know, I discovered, that every one I could think of has  a little Hip in them, according the Leland's definition.  That no one is completly void of hip, that I could think of.  So the more difficult question for me is who is not hip?