By the time Lucy Dudko had arrived in the helicopter, prisoner John Reginald Killick was dripping in sweat, and the adrenaline was pumping.
His one window to escape was closing — fast.
Killick, who was being held on remand at Sydney's Silverwater Correctional Complex, was awaiting sentencing after pleading guilty to two counts of armed robbery.
But, the career criminal was about to become a household name for another reason.
On March 25, 1999, Killick staged an audacious escape from prison with the help of his then girlfriend of three-years, Lucy, a Russian librarian.
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How the daring escape unfolded.
Killick told Mamamia that officials within the prison knew he had a history of escaping and were determined to keep him behind bars.
"They put bloody ankle braces on me and had a special squad," he told True Crime Conversations. "They were ready for it."
At first, Killick thought escape was impossible.
But then, as he looked up into the sky, a plan struck.



























