New York Man Charged With Enticing a Child

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PITTSFIELD, Mass. — A 62-year-old New York State man was arraigned Friday for enticement of a child. 
 
David Stypa was arrested on Thursday and charged with enticement of a child younger than 16; two counts of disseminating obscene matter to a minor; and attempt to commit a crime. 
 
Stypa was arraigned in Central Berkshire District Court in front of Judge Jennifer Tyne, who ordered he be held on $100,000 cash bail.
 
The defendent was arrested following an investigation into his online communications with a minor and is alleged to have been in communication with the child over online platforms. When Stypa was arrested, he was allegedly in route to meet the minor in Pittsfield.
 
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Ex-Miss Hall's Teacher Indicted on Rape Charges

PITTSFIELD, Mass. — A former Miss Hall's School teacher accused of sexually assaulting students at the girls' school has been indicted by a Berkshire grand jury.
 
Matthew Rutledge, 63, was indicted on Tuesday on three counts of rape following testimony provided by Melissa Fares and Hilary Simon, former students.
 
Pittsfield Police opened an investigation into Rutledge in 2024. Rutledge was alleged to have sexually assaulted students while serving as a teacher at Miss Hall's School dating back to the 1990s. In October 2024, the Berkshire District Attorney's Office announced that there were no charges able to be brought forward at that time; however, the office kept the investigation open. 
 
In late fall 2024, Berkshire District Attorney Timothy Shugrue took over the investigation, then tasked a team of special prosecutors and the Berkshire State Police Detective Unit, including resources from the Unresolved Cases Unit, to continue investigating the allegations.
 
In 2025, a summary of a report authored by Aleta Law Firm was released to the public. The report, which was commissioned by the Miss Hall's Board of Trustees, consisted of numerous interviews examining the school's culture. The report detailed a pervasive and chronic pattern of inappropriate staff conduct.
 
Using information gathered by both the DA's Office and the Aleta report, the team of special prosecutors say they found Rutledge to have violated state law. 
 
"It took a long time to get to Tuesday's indictment. I commend the prosecutors and detectives who worked tirelessly to bring this case forward," said Shugrue in a statement. "Most of all, I would like to recognize and commend Melissa Fares and Hilary Simon for their bravery and continued cooperation throughout this long, arduous process. 
 
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