The internet and advances in communications technology over the last ten years, specifically in terms of broadband connections coupled with the rise of social network sites (SNS) and social media, has amplified not only opportunities for youth regarding expressions of identity, intimacy, and sociability, but also risks related to privacy, abuse, and misunderstandings in their lived experiences (Livingstone, 2008). Youth are bombarded by messages from parents, peers, law enforcement, teachers, the media, and the government regarding how to manage web-based risks when online. Often encouraged to self-monitor, youth are to be responsible (and are often held accountable) for their online actions, with the directive of teaching youth to avoid harm from cyberbullying, sending nudes, or “sexting,” and other forms of risk (including from online sexual predators) (boyd, 2014; Karaian, 2013). This is especially true for female adolescents, whose risk potential is often thought to be higher than that of their male peers (Bailey & Steeves, 2015). Cyberspace itself presents a virtually “limitless victimization risk” (Hinduja & Patchin, 2009: 24).