If you're REALLY into Blues, you need to go old school:
Muddy Waters
Robert Johnson (don't bother if you are an audiophile - these recordings are almost 100 years old now and sound like crap. but if you really want to understand blues, you have to listen to the musicianship of this man)
Bo Diddley
Howlin' Wolf
etc
etc
If you want to explore your horizons a bit, there's a whole universe of stuff to try out:
Frank Sinatra - when he was young and cool
Glen Miller - big band... amazing stuff if you can stop yourself from thinking of scenes from modern movies that use him to set the mood of the 30s and 40s.
The Andrews Sisters - same story
Beatles, Beatles and more Beatles - if you don't have them already
Stones, Stones and more Stones - same
Brian Eno - weird atmospherics
David Bowie - the Ziggy Stardust album
Do you like Jazz?
If so, try some Miles Davis, Thelonius Monk, Coltrane, etc (I'd ask the true jazz-heads to add to this b/c I don't really know what I am talking about)
That was sort of a shotgun approach....
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