Thirty-four years after his death, Garry Winogrand’s photographs continue to charm, befuddle and amaze viewers. A new book, “The Street Philosophy of Garry Winogrand,” takes 100 photos and pairs each with an essay by Geoff Dyer. The experience was daunting, especially sifting through the stream of images shot in his prolific final years. But it was also quite the revelation. Jordan Teicher spoke with Mr. Dyer about the book, which was published by the University of Texas Press.