But then came the end of Mad Men season 5, with this song playing over the final montage that closed out the season (which, for my money, has been the show's best season). I can't recall a more perfect choice of music being paired with visuals and thematics. As each of the show's main characters settles into their new status quos, Nancy Sinatra's beautiful voice makes us question whether these are the lives they're living for themselves, or the ones for their dreams. And then there's Don Draper's great ambiguous look before the fade to black. Ever since that moment, this song has been elevated in my mind into one of the best pure pop songs of the 60's.
This was originally written and posted on Facebook on May 18, 2014
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