Poet, singer / songwriter and ladies man Leonard Cohen is interviewed in his home about his life and times. The interview is interspersed with archive photos and exuberant praise and live perfomances from an eclectic mix of musicians, including: Jarvis Cocker, Rufus & Martha Wainwright, Teddy Thompson, Anohni, The Handsome Family and U2's Bono and The Edge.

After her boyfriend suffers a debilitating accident, a girl from Wisconsin moves to New York City to pursue her dream of becoming a fashion designer.