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Sometime after in 1895, Chapman became an assistant in William Wenzel's barber shop at 7 Church Lane, Leytonstone, lodging at the house of John Ward in Forest Road. He soon took up acquaintances with an alcoholic named Mary Spink, whose husband had left her and took her son. The two joined hands in a fake marriage (Mary forwarded the proceeeds of a 500 pound legacy to him) and began living together, leasing a barber's shop in a poor section of Hastings. It soon went sour, and they moved the shop to a more prosperous location, where their "musical shaves" became almost legendary -- Mary would play the piano while her husband serviced the customers. This provided a sizeable income for a while, and Chapman eventually purchased his own sailing boat, which he christened the "Mosquito."
The success in the business world did not transfer over to success in their relationship, and Mary became the subject of many a brutal beating. A Mrs. Annie Helsdown, who lived in the same residence, claimed to have often heard Mary crying out in the middle of the night. She also saw abrasions and bruises about her face on various occasions, and at least once noticed marks around her throat.
It was about this time, on April 3, 1897, that Chapman purchased a one ounce dose of tartar-emetic from the shop of William Davidson, a chemist in High Street. Tartar-emetic is a white powder, easily soluble in water, and contains antimony, a colorless, odorless, and almost tasteless poison whose effects were little known in the late nineteenth century. Given in large doses, antimony is likely to be regurgitated and expelled, but in smaller, timed doses it would case slow, gradual, and painful death. An interesting side-effect of the drug, however, is that it preserves the body of the deceased for many years after their death.
The musical shaves must have soon lost their notoriety, because the shop met the same fate as the previous one, and Chapman soon resorted to managing the Prince of Wales pub off City Road in Bartholomew Square.
It was there that Mrs. Sprink began uncharacteristically suffering from severe stomach pains and nausea. A Dr. J. F. Rodgers was called in to attend, but it was her husband who was by her side religiously throughout the entire affair. She finally gave out on Christmas Day of that year, the cause of death being given as phthisis, or consumption.
Questioned at Chapman's later hearing, both Elizabeth Waymark and Martha Doubleday (who both nursed Mrs. Spink) remembered the condition of their late patient. Elizabeth told the prosecutor, "I prepared the body for burial. It was a mere skeleton."
Doubleday commented on Chapman's actions immediately after the death of Mary: "He stood at her bedside, looked down at her body and said 'Polly, Polly speak!" Then he went into the next room and cried. After that he went downstairs and opened the pub."