In August 1964, twenty-one-year-old photographer 
Douglas R. Gilbert, on assignment for 
LOOK magazine, photographed an up-and-coming folk singer named Bob Dylan. Just twenty-three years old, Dylan had already composed a striking body of work, including "
Blowin' in the Wind," yet he himself was still relatively unknown.
All that was about to change. For more than a week, Gilbert photographed a surprisingly open Bob Dylan, smiling and relaxed among friends like musician John Sebastian and poet Allen Ginsberg. To Gilbert's dismay, 
LOOK deemed Dylan's appearance "too scruffy" for a family magazine, and the images remained unpublished and unseen, until now.
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| (left to right) Mason Hoffenberg, John Sebastian, Bob Dylan and Victor Maymudes, Cafe Espresso, Woodstock, NY | 
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| Bob Dylan jammin' with John Sebastian, Cafe Epsresso, Woodstock, NY | 
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| Bob Dylan lighting up at the Kettle of Fish Bar, Greenwich Village, NY | 
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| Dylan at the Kettle Of Fish Bar, Greenwich Village, NY | 
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| Bob Dylan at home, smoking in yard, Woodstock, NY | 
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| John Sebastian & Bob Dylan jammin' at the Cafe Espresso, Woodstock, NY | 
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| Bob Dylan on Triumph, behind Cafe Espresso, Woodstock, NY | 
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| Bob Dylan at home waving to poet Allen Ginsberg, Woodstock, NY | 
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| Bob Dylan behind the Cafe Espresso in Woodstock, NY with the daughter of Bernard and Mary Lou Paturel (owners of the cafe) | 
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| Bob Dylan and Joan Baez performing at Newport Folk Festival, Newport, RI | 
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| (left to right) Mason Hoffenberger, John Sebastian, Bob Dylan at Cafe Espresso, Woodstock, NY | 
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| Bob Dylan in yard at home, Woodstock, NY | 
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| Bob Dylan watching Dean Martin at home, Woodstock, NY | 
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| Bob Dylan, John Sebastian and the Paturel clan, Woodstock, NY | 
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| Bob Dylan and Ramblin' Jack Elliot in Greenwich Village, NY | 
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| "Take one now, the pictures already framed" Bob Dylan, the Kettle of Fish Bar, Greenwich Village, NY | 
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| Bob Dylan in bookstore, Greenwich Village, NY | 
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| Bob Dylan, day performance at Newport Folk Festival, Newport, RI | 
(Photos © 
Douglas R. Gilbert)