Judson and Brian alternately celebrate and lament the actual arrival of fall as Brian prepares for the coming season of birthdays and holidays in his household, including a fashion show-themed slumber party for his 9-year-old, and Judson prepares for his father’s celebration of life. They then dive deep into an exploration of the ins, outs, highs, and lows of hooking up with men who are not their husbands, from the challenges of making a hookup happen to the importance (or not) of face pics to the inevitable flaking and ghosting, to how they share their hookup experiences with their husbands. They end by addressing a listener's question about whether one can be a Daddy from any position other than top.

Judson and Brian recap their initial reactions to the election results, including Brian’s escape to the new Broadway musical Maybe Happy Ending and the new movie A Real Pain. Judson shares the music, TV show, and book getting him through the week. They then move into a deeper exploration of Self-Care. They discuss what Self-Care means and looks like for each of them, from finding pursuits that fulfill their needs to be of service, to feel valuable, and to be creative to Judson’s daily practice of “The Palm” – the five categories of activity he needs to accomplish each day to feel whole. They end with a Go Ask Your Dad question from a listener who considers himself monogamous but has fallen for someone who does not practice monogamy.

Recorded this past March (don’t worry, Judson is back on the apps by now), Judson and Brian chat about taking fashion cues from younger generations, making sex efficient, parents’ influence over their kids’ tastes, and go deep into the myth that gay men with money are entirely self made. They explore how each approaches financial responsibilities as married gay men, the relationship between gay identity and consumerism, and respond to a listener question about when to bring up the desire to have kids during the early stages of dating.