Due to the 'obscurer than thou' competition going on on another forum, I once submitted an entirley ficticious list of albums.  And some people actually came back saying they agreed with some of my choices.
But if I had to listen to only five albums for the rest of my life they would be:
Hounds of Love: Kate Bush
London Calling:  The Clash
What's Goin' On: Marvin Gaye
Exile on Main Street: Rolling Stones
Born to Run:  Bruce Springsteen
No obscurities.  Remember, obscure records are usually obscure for a good reason.
No jazz.  As Buddy Holly once said, "Jazz is for stay-at-homes".  Although I like David Axelrod.  Does that count?