Sinatra Rocks! Ol’ Blue Eyes' Best, Worst and Surreal Pop Covers

Legendary crooner took on songs by Paul Simon, Neil Diamond and Jim Croce

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"Sweet Caroline" (1974)

A surprisingly joyless version of the Neil Diamond anthem. (Years after Sinatra's death, Diamond admitted he was inspired to write the song after seeing a photo of Caroline Kennedy; knowing Sinatra was an early supporter of JFK, one wonders what he would have made of that tidbit.) Sinatra manages to rouse himself during the "hands, touching hands/reaching out, touching me, touching you" part, but otherwise he sounds strangely removed, as if he couldn't wait to finish the take and go back to hanging out with Jilly Rizzo. Sinatra's later cover of Diamond's "Song Sung Blue" is a slight improvement.

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