Judson tells Brian about the night he invited a hookup to stay for dinner, and how it evolved into a beautiful sharing of grief. Brian shares a story about a hookup that went against most of his own rules, in what he views as a culmination of a year of learnings from Judson. They are then joined by award-winning porn actor and social media star Jonah Wheeler. Jonah talks about the “enthusiastic and joyful” vibe of the content he creates, his dominant-yet-caring Daddy persona, the origin of the Jonah Wheeler character, and the on-set challenges that make him love his job. Jonah also explains how his identity evolves across various social media platforms, how tough it can be to feel inspired in the current political environment, and what it’s like to court negative discourse as a public figure. Jonah then helps Judson and Brian address a Go Ask Your Dad question from a couple who are having trouble making penetrative sex happen after trying every possible solution.