Extraordinary Portraits

Bill Bailey matches a remarkable young woman with cancer, who set up her own charity, with a realist painter to create a new art work. Clare started her own charity after being diagnosed with incurable cancer in her twenties. Attempting to capture this remarkable woman on canvas is Oriane Pierrepoint, a realist painter and charcoal artist based in south Wales.

Comedian and art lover Bill Bailey matches a life-saving railway worker with a celebrated artist to create a portrait. East Londoner Rizwan stopped someone trying to take their own life in his first week of working for London Underground. Jack Dickson, who describes himself as an 'artistic magpie' collects clues about his subjects' lives and then builds them into multilayered visual artworks.

Bill matches 20-year-old Millie, a campaigner challenging the stereotypes around Down's syndrome, with Karen Turner, an award-winning, self-taught painter.

Bill Bailey matches former soldier and fundraiser Christian with a sculptor to create a lasting legacy. Ex-paratrooper Christian struggled to fit back into civilian life. Taking on the massive challenge of capturing this remarkable man is Hywel Pratley, an acclaimed sculptor with a royal pedigree.

Bill Bailey challenges a young artist to paint Marva and Lionel who have fostered almost two hundred teenagers.

Bill matches 20-year-old Millie; a campaigner challenging the stereotypes around Down's Syndrome, with Karen Turner; an award-winning, self-taught painter.