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.

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.

Recorded on December 13, it’s Brian’s birthday! Brian describes his plans to celebrate, which exhausts Judson just by hearing them listed out. Judson shares a glowing review for Ricardo Tavares’ bathhouse-based “Morning Glory” sex party, which led to one of Judson’s top 3 hookups of 2024. The two compare stories of “setting traps” on the apps. They then welcome comedian Sam Morrison to the podcast and cover the target age demographic for his comedy, discrimination by sex party promoters, the struggles we each face with our bodies, Sam’s theory about Daddy Bears, and the challenges he’s facing being in a monogamous long-distance relationship. This week’s Go Ask Your Dad question comes from a listener feeling envious of his partner when he realizes that their newly opened relationship is proving to be uneven in terms of the opportunity they each have for hooking up.

Judson and Brian commiserate over sudden end-of-year demands at work and compare notes on the time they will spend with family over the holidays, including how they each set (or try to set) the necessary boundaries. Judson then educates Brian on the concept of “fraysexuality” before welcoming writer, performer, curator and creator/host of the podcast “Giants in the Sky,” Ben Rimalower, to the show. Ben gets personal about his first-time boyfriend, balancing his desire for a relationship versus the autonomy of his single days, his struggles over the years with body image, his evolution into Daddyhood, and staying inspired in the face of a political regime he’s fought against for years. He then joins Judson and Brian in responding to a Go Ask Your Dad question from a listener who identifies as a top in a relationship with another top who wants to approach opening their relationship so they can both get their sexual needs met, but is coming up against his partner’s view of open relationships as unethical.

Judson and Brian catch up on the Thanksgiving preparations in Brian’s home, compare family rules to keep Sondheim out of Sundays and show tunes away from the dinner table, and recap their experiences recording their first live show. They then discuss the various iterations of family in their lives - the biological families they grew up with, their nuclear families now, and their chosen, or logical, families. For this week’s Go Ask Your Dad, a listener who identifies as an active member of the leather/kink/bear community asks for advice on how to respond to people who approach him online with desires which he feels exposes the fact that they may be putting themselves in unsafe situations.

It’s Judson and Brian’s first live show! Recorded at The Cockpit downstairs at Daniel Nardicio’s Redeye NY, a towel-clad Judson and Brian chat about Judson’s 7th anniversary off crystal meth, Brian’s elder daughter’s 9th birthday party, and reviews of Anora, Wicked, and the Broadway musical version of Death Becomes Her before welcoming one of the most influential forces in queer culture, David Lauterstein, to the podcast. Co-founder and CEO of the iconic fashion brand Nasty Pig and author of the newly-released memoir Sodomy Gods, David joins Judson and Brian to talk about 30 years of championing sex positivity, the potential for sharing queer generational knowledge, concerns about the LGBTQ+ community fragmenting, and demystifying the blockers keeping one from pursuing their dreams. David then helps Judson and Brian answer a series of Go Ask Your Dad questions submitted by people in the audience, including one about introducing Daddy/Son roleplay into a relationship where both members feel more like a Daddy than a Son.