Greater Long Island coverage is funded in part by Toresco & Simonelli, a boutique injury and family law firm in West Islip. They fight for their clients. Click here to get in touch. Ryan McCaffery, 38, admitted to sending explicit images to underage girls and soliciting nude photos from them, DA said A former Riverhead High School teacher and JV soccer coach who posed as a teenage boy on Snapchat to target underage girls has pleaded guilty to numerous charges related to his arrest in 2025. Ryan McCaffery, 38, of Ridge pleaded guilty Monday before Acting Supreme Court Justice Karen Wilutis to two counts of first-degree disseminating indecent material to minors as a sexually motivated felony, and one count of endangering the welfare of a child, court records indicate. McCaffery taught social studies at Riverhead High School and coached the junior varsity boys soccer coach, is expected to be sentenced Oct. 21 to three years in prison, followed by five years of post-release supervision, suffolk County District Attorney Raymond Tierney said. “As a teacher, this defendant had a responsibility to safeguard children, not exploit them,” Tierney said. “He has now admitted to soliciting and distributing child sexual abuse material and
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