Brian welcomes content creator Guy Woof back to Dads and Daddies after almost two years. Guy recounts his recent family trip to Thailand and talks about his next trip, when he will travel to Las Vegas to teach porn creators how to make safe-for-work videos for Instagram and TikTok. The two compare notes on how they share the details of their sex-positive lives with their parents. Guy gives Brian some advice about how to present himself on the apps. The Hookup of the Week finds a listener realizing the existence of his inner Daddy and letting him loose when hooking up with another Daddy. Guy gets competitive about whether he or Brian is the bigger Broadway show queen, and admits his aspiration to play Romeo in & Juliet on Broadway before it closes. He shares his recent dalliances with supposed straight men. He delves deep into what it is like to live as an Israeli in the US, the assumptions that are made about him, and the work he has to do to convince people that he does not support the war, Israel’s oppression of Palestine and all of the killing. After a break, Guy shares his current Daddy Issue, which is his need to examine the role of poppers in his life, his desire for a relationship, and what he does and doesn’t prioritize when meeting potential partners. The episode ends with Guy helping Brian respond to a Go Ask Your Dad question from a listener frustrated that everyone he meets on the apps has already slept with people in his friend circle.