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#1 -- Sounds like The Rolling Stones - Moonlight Mile?

#2 -- Reminds me of a Tom McRae song.... Sao Paolo Rain?

#10 - Might be a Jimmy Webb song that someone recorded... All I Know?

#13 is an old Earth, Wind & Fire song, I think called "Fantasy"

#14 is Sting.... oh, Mad About You - or - Mad Over You?

#20 is from The Pretenders [they might have covered it] - I Go To Sleep