Judson recounts a perplexing dream, and Brian shares news of his renewed sexual activity. They gush over the return of ”Severance” before welcoming ”Big Brother” icon Will Wikle, whose diverse career spans mainstream entertainment, sex work, and now psychiatry, having opened his own practice, Peace Park Psychiatry. Will regales them with a series of incredible stories, including a lucrative escorting experience, how self-love is handled on ”Big Brother,” and the support he received from Julie Chen after his eviction. He also seeks their advice on navigating Daddy/Son dynamics and sex parties. Finally, Will joins Judson and Brian in answering a listener’s ”Go Ask Your Dad” question about pursuing a sexual relationship within a friend group while respecting each couple’s open relationship boundaries.