Rapid advances in digital technologies have resulted in school professionals having to grapple with new and complex dilemmas related to balancing student privacy, safety, and legal rights and restrictions, often with little to no guidance from school or district policies. Students commonly bring cellular telephones, smartphones, iPods, and other portable media devices to schools. Cell phone ownership and usage has become increasingly commonplace among many young children and adolescents, with 75% of 12-17 year-olds reporting owning cell phones in 2009 and 33% owning smartphones that connect users to the Internet. Technological advances that allow cell phone users to send digital text messages, still images, and moving video, as well as provide access to the Internet with data plans, have exponentially increased the complexity of the ethical, legal, and professional issues facing school professionals who have a responsibility to educate students in a safe school environment. This article considers the legal and professional issues that sexting raises for school psychologists, discusses the emotional consequences of sexting among teens, explores new laws that may change the legal landscape for minors involved in sexting, and provides key insights for how school psychologists can mitigate the risks of sexting among students. (Contains 1 table.)