The Legend of Anne Bonny was recorded by Captain Charles Johnson in a book published in 1724 entitled A General History of the Robberies & Murders of the Most Notorious Pyrates. Anne was a colonial aristocrat and the embellished daughter of the revered Chancellor of South Carolina. She rebelled at the age of sixteen when she eloped with James Bonny and was taken to the island of Providence to live among the pirates in 1716. Anne was a woman way before her time who had the courage to search for true love and discover the ultimate meaning of freedom. As she sailed the open seas as a pirate, Anne faced challenges and quests that no other woman of her era had ever endured. Her exploits branded her as an Ill-tempered harlot as she sailed under the command of her captain John Rackam and was pursued by the inescapable armed forces of the English Royal Colony Jamaica. Despite the public shame of her deeds, her father’s unending love prevailed during her times of trials and tribulations. We follow their adventures with intrigue and hope for Anne and her fellow pirates, as well as for her true love’s safety. Only several plot points are known about the life of Anne Bonny and over the years the connection between each has been filled in with speculation labeling her as an uncouth woman, while ignoring other parts of her legend that reveal a more noble character. The Profligate was written in order to resurrect her vibrant spirit and tell her story where all the plot points are included to reveal a more realistic portrait as to who Anne Bonny may truly have been.