The 10 best photographic portraits Penetrating profiles, from early-20th-century masterchefs to full-on modern celebrities

David Bailey: The Kray twins (1965)

The photographic guv'nor from east London. People have written him off so often but he is still shooting and as irascible as ever. I spotted him underneath a baseball cap recently and asked him how it was all going. "Nobody's using me, but the art world have discovered me!" he said. This picture of the Kray twins, whose gang ran a protection racket in London in the 60s, is classic Bailey: pure white background, no arms or hands, strong shape and form. I'm scared just looking at them.

 Jane Bown I was lucky enough to work alongside Jane for nearly 15 years. This portrait of Sinéad O'Connor really stunned me when she took it and I have it on my wall. Her photographs are always simple and powerful and I love the defiance in this one, where, unusually, the subject isn't looking at the camera. Always preferring to work in black and white, Bown has dominated portraiture for 50 years. Respect.

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