A recent discussion explored the growing trend of technology-driven intimacy, focusing on apps designed to enhance sex, communication, and relationships. Sex educator Shawna Scott joined Jennifer to analyze apps offering features like scheduled intimacy, fantasy sharing, and AI-powered matchmaking, as well as app-controlled sex toys. The conversation questioned whether these technologies genuinely foster connection or create further barriers in relationships, particularly in the context of dating app fatigue. Specific examples, including Madonna’s presence on Grindr, were used to illustrate the evolving landscape of digital intimacy. The discussion also challenged assumptions about the perceived unsexiness of scheduling intimate moments. Ultimately, the conversation raised broader questions about the power dynamic between humans and technology in modern life, asking whether we are utilizing technology or being utilized by it.