Aside from artists, Picasso rubbed shoulders with many other 20th century luminaries, who were drawn into his entourage by his charisma and wit. One of his greatest admirers was the American Gertrude Stein, who was a collector of his work from the early days of his career. Picasso’s portrait of her from 1905 demanded no fewer than 90 sittings (though one imagines they enjoyed shooting the breeze). When he gave it to Stein as a gift, she told him that it didn’t look like her. “It will”, he said. Stein’s account of Picasso provides a very good foil to this larger-than-life personality.