In a span of only three years, two of Jessica Pressler’s New York Magazine stories ended up on screen, a journey that involved a playdate with Julia Stiles in Queens. In an interview with Don Van Natta Jr., Pressler recounts her experience writing the original stories and the oddness of seeing herself played in a film twice. 

Jessica Pressler is a contributor to New York Magazine. Her 2015 piece “The Hustlers at Scores,” which became the movie “Hustlers,” starring Jennifer Lopez, was nominated for a National Magazine Award. Pressler is a native of Marblehead, Massachusetts.

Show notes : 

The Hustlers at Scores (New York Magazine, 2015)

How Anna Delvey Tricked New York's Party People (New York Magazine, 2018)

Leo, Prince of the City (New York Magazine, 1998)
Jessica Pressler’s Philadelphia Magazine archives

The Boston Phoenix

Jessica Pressler’s Gossip Girl recaps (Vulture, 2012)