Most self-reported victims of child sexual abuse are harmed by peers or known older youth with the average age of first-time sexual perpetration being between 11 and 16 years. In this retrospective review of inquiries made to the WhatsOK helpline over an 18.5-month period, we examine the characteristics of contacts to a helpline for youth with questions about their sexual interests and behaviors. Data were collected from pre-set questions on age, primary reason for contact, timing of inquiry relative to other help-seeking, and timing relative to harm caused. Most inquiries came from youth aged 14 to 21 (57.7%) via email (54.4%). Over half (54.6%) had or were at risk to cause sexual harm. The second most common reason to contact (17.4%) was about general sexual health topics. The majority sought help prior to seeking out other external professional resources (54%). This study provides proof of concept that youth are willing to seek out help for their (and others’) sexual interests and behaviors, highlighting the critical need for prevention strategies targeting youth with potentially concerning sexual behaviors.