Hiloudaki was born in Sitia on the Greek island of Crete and was named Yiannis Greek for "John" , in honor of her deceased father, who had drowned at sea when attempting to rescue a woman. At an early age, she identified the need to pursue a gender transition and was able to obtain female hormones at the age of thirteen. Hiloudaki went on to complete sex reassignment surgery at Charing Cross Hospital , in the United Kingdom, when she was twenty years old. Hiloudaki's affair with District Attorney Giorgos Sakellaropoulos, who met her while inspecting brothels in Rhodes , resulted in a national scandal. After sex reassignment surgery , Hiloudaki became a top model in Greece, working with many Greek models and doing photoshoots for multiple Greek magazines. Hiloudaki was voted "Greek Woman of the Year" in
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