The coolest of the Swinging Sixties It girls by far. “Hot, hot, hot. Smart, smart, smart.” This is how John Lennon described the effortlessly cool, aloof Penelope Tree. Once the girlfriend of photographer David Bailey, she got her start after being photographed at one of Truman Capote’s infamous soirées. Absolutely striking, with large, round, doe eyes and chiseled rosy cheeks, there is no face like hers. When I first saw her I was enthralled by how odd looking she was, like a tribal, sage alien from a jungle on some far away planet. A fucking icon. Which Tree is your favorite? Photos: David Bailey, Richard Avedon & Clive Arrowsmith.