Brian celebrates his first rave review on The Blowers, and Judson details his experience of the “Solid Gold” exhibit at the Brooklyn Museum. The two then welcome to the podcast the inimitable JIMBO the Drag Clown, winner of RuPaul’s Drag Race All-Stars Season 8 and current star of Drag the Musical off-Broadway. JIMBO talks about his journey from behind-the-scenes artisan to realizing his dream of starring in a musical, his family life with his partner and two stepkids, his education as a clown and how it brought him to drag, the support of his mom, and how a sex-themed office party he attended as a child inspired his looks today. JIMBO also expresses the shock of his first time being called ‘Daddy,’ his feelings around competing with Pamela Anderson for Madonna’s attention, and recounts the story of how he came to be in possession of his prized Madonna memento. He then helps Judson and Brian respond to a Go Ask Your Dad question from a listener who feels lost about how he fits into the gay dating ecosystem.

Happy Birthday to Judson! After a mini birthday party for everyone’s favorite Daddy, Judson and Brian also celebrate the 13th anniversary of Brian’s first date with his now-husband and the first anniversary of the text exchange between Judson and Brian that resulted in this podcast. The two compare notes on their New Year’s Day polar plunge experiences and share their personal growth goals that the Earth’s most recent rotation around the Sun has inspired them to think about. Judson then chronicles some of his hookups from the holiday break before the two respond to a Go Ask Your Dad question from a demisexual listener asking for help setting boundaries with hookups to avoid them catching feelings for him.

Judson laments having missed an opportunity to have a chance encounter with Luigi Mangione. Brian reflects on the past year and how it has changed him and his relationship. The two are then joined by adult content creator Guy Woof. Guy talks to Judson and Brian about his crush on John Oliver, his transition from locksmith to porn performer, the business behind having sex on camera, and finding success on OnlyFans. Guy also details attempts to make actual dates on the dating apps and compares notes with Judson and Brian on how they each experience the need for validation. Guy then joins them in addressing a Go Ask Your Dad question from a listener who wonders why Judson and Brian so often describe the sex they have with their husbands as hooking up.