Twenty-eight-year-old Sickert had given up his obscure acting career for the higher calling of art. He was a painter, an etcher, a student of James McNeill Whistler, and a disciple of Edgar Degas. Young Sickert was himself a work of art: slender, with a strong upper body from swimming, a perfectly angled nose and jaw, thick wavy blond hair, and blue eyes that were as inscrutable and penetrating as his secret thoughts and piercing mind. One might almost have called him pretty, except for his mouth, which could narrow into a hard, cruel line. His precise height is unknown, but a friend of his described him as a little above average. Photographs and several items of clothing donated to the Tate Gallery Archive in the 1980s suggest he was probably five foot eight or nine.

Sickert was fluent in German, English, French, and Italian. He knew Latin well enough to teach it to friends, and he was well acquainted with Danish and Greek and possibly knew a smattering of Spanish and Portuguese. He was said to read the classics in their original languages, but he didn't always finish a book once he started it. It wasn't uncommon to find dozens of novels strewn about, opened to the last page that had snagged his interest. Mostly, Sickert was addicted to newspapers, tabloids, and journals.

Until his death in 1942, his studios and studies looked like a recycling center for just about every bit of newsprint to roll off the European presses. One might ask how any hard-working person could find time to go through four, five, six, ten newspapers a day, but Sickert had a method. He didn't bother with what didn't interest him, whether it was politics, economics, world affairs, wars, or people. Nothing mattered to Sickert unless it somehow affected Sickert.

He usually preferred to read about the latest entertainment to come to town, to scrutinize art critiques, to turn quickly to any story about crime, and to search for his own name if there was any reason it might be in print on a given day.