In March 2021, male model Trevor Dutch Shapiro was climbing the steps to his New York City apartment when a stranger approached him with a folder and announced: “This is for you from the people in Italy.”
Inside the folder, Shapiro says he found photographs of a female friend with her then-boyfriend, who was apparently misidentified as Shapiro. The package also contained a list of Shapiro’s relatives, and personal information, including Shapiro’s Social Security number.
Moments later, Shapiro’s former lover Trudy Jacobson—a Kansas trucker-turned-Manhattan socialite who once said she likes to play piano in the nude—texted him. The couple had broken up months earlier, after a roughly three-year relationship that allegedly included exotic travel and a Rolex watch gifted by the multi-millionairess. Jacobson said a mystery man had also delivered a folder to her containing “graphic photos” of Shapiro with other women.
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