Sex Lessons: Anal Play 101 is a gentle, beginner-friendly introduction to anal sex through real connection and real guidance. Dash is experiencing anal for the first time, both in her personal life and on camera while Tommy brings years of experience, especially in anal pleasure, to guide her through the moment with care, patience, and attunement.The film begins with an honest conversation: tips, tricks, consent, breathwork, and the little things that make anal sex feel good rather than intimidating. What unfolds is organic, tender, sometimes surprising, and ultimately deeply pleasurable. A warm, real introduction to anal play that celebrates curiosity, slowness, and bodies learning each other with intention.