Brian and Judson are joined by Emmy Award–winning writer, actor and comedian Bryan Safi! Bryan tells Brian and Judson all about his off-Broadway solo show, Are You Mad at Me?, his eight years so far on Ryan Murphy’s “9-1-1” alongside Angela Bassett, Peter Krause and Jennifer Love Hewitt, and his pioneering, near 15-year career as a podcaster. He details his obsession with grocery stores, compares notes with Brian and Judson on finding love while looking for sex online, shares the details about why his marriage ended in divorce, reveals his need for reassurance from someone in a position of authority, and talks about healing the long-contentious relationship with his conservative parents. The three also talk about some of their favorite celebs from the 80s and 90s like Joan Rivers, Mr. T, Britney Spears and both Jason Alexanders. Bryan then helps Brian and Judson respond to a Go Ask Your Dad question from a listener who is finding himself so horny that he can’t figure out how to satisfy his needs.

Brian and Judson are joined by the writer and performer Michael Musto called “Oscar Wilde meets Whoopi Goldberg,” Justin Elizabeth Sayre. Justin tells Brian and Judson about their new solo show they’re bringing to the Edinburgh Fringe Festival this summer, Justin Elizabeth Sayre is a 40 Year-Old Woman, how it was inspired by having to learn how to age as a queer person without role models to follow, and about the origins of their beloved Night of a Thousand Judys – an annual benefit for the Ali Forney Center, the nation's largest non-profit providing shelter and healthcare services to LGBTQ youth experiencing homelessness in New York City. Justin also talks about their journey to accepting their queerness, the on-and-off courtship via text and DM of their now wife, being a non-binary person married to a trans woman, and how the last presidential election forced them to expedite their wedding in the United States, before moving out of the country out of concern for their wife’s safety. Justin’s Daddy Issue sparks a debate about how to present oneself on the apps.

Brian and Judson are joined by global superstar - and a Grand Marshal of the 2026 New York City Pride March - Peppermint! An actress, singer, and comedian who rose to international fame on Season 9 of RuPaul's Drag Race and has become one of the most prominent voices in the fight for trans inclusion everywhere, Peppermint talks about the current barriers keeping trans people from living happy and healthy lives, why fighting for civil rights is a core part of her being, why she chose to audition for RuPaul's Drag Race, why her season wasn't appreciated at the time, the divisive Drag Race queen she admits is one of her favorites to tour with, and the extreme expense of drag competitions. She also details how she was required to audition for the role based on - and named for - her on Netflix's Survival of the Thickest, how she finds confidence through gratitude, her relationship with dating, what dating is like for trans women, and so much more.

Brian and Judson are joined by founder and CEO of the iconic Nasty Pig fashion brand, David Lauterstein. David shares the concerns that are top of mind for him this Pride Month, expressing dismay about those within the queer community who police how out, proud, and loud LGBTQ+ folx express their visibility. He also shares his thoughts on Nasty Pig’s nomination in Las Culturistas’ Culture Awards this year and on the uproarious debate on Gay Twitter this past March about the appropriateness of wearing Nasty Pig to nice restaurants. He divulges exciting news for the company and updates Brian and Judson on what’s next for his 2024 memoir, Sodomy Gods. He also gets personal in revealing how his 33-year marriage works, what he’s learned through maintaining a relationship for so many years, and celebrates the queer community for making and living by its own rules. David gives a pep talk to his “fellow Daddy bottoms” who are feeling more invisible as they age, encouraging them to realize that there is a robust market for them. To end, David joins Brian and Judson in responding to a Go Ask Your Dad question from a listener who wants advice on inviting a friend he and his husband have been crushing on into the bedroom with them.

Brian and Judson are joined by Elliot Tuttle, writer and director of Blue Film, available on VOD Friday, June 12. Elliot talks about the various responses he has received to his universally lauded film about a night shared between a camboy and a pederast, and how the story came to him. Judson is inspired by Elliot to reflect on his own past relationships with older men when he was in middle and high school. Elliot also tells Brian and Judson about his path from child movie critic to filmmaker, and explains his belief that the current emphasis on “queer joy” is ruining the taste of gay people. Finally, he goes deep into his favorite topic—dating—and particularly how he’s found his way to having so much fun with it. The episode ends with a Go Ask Your Dad question from a Daddy in a college town who is having trouble finding men his own age, and inadvertently ends up becoming a father figure to the younger men he dates.

Judson and Brian celebrate the second anniversary of the podcast, the launch of Season Three, and the start of Pride Month! Judson spots two gay people at his new place of work and strategizes to befriend them both. Brian provides two theatre recommendations for Pride Month. Judson struggles with sleep issues. Brian shares an Instagram post sent his way that examines the question “Why are gay men so divided on open relationships?” The Hookup of the Week comes from a listener who gets to prove his versatility when a hot connection made while traveling spices up his vacation more than once during his stay. Brian and Judson then begin their Go Ask Your Dad Extravaganza answering five diverse listener questions. They first tackle one about open relationship rules, particularly around repeat hookups; the second asks each to describe their self-care routines; the third wants to know the etiquette around finding people on social media after meeting them at a sex party; the fourth is from a listener who is having trouble with his fiancé’s desire to open the relationship; and the fifth and final question comes from a listener in an open marriage whose Bipolar II disorder makes his libido unpredictable and wants help balancing saving his sexual energy for his husband with allowing himself freedom to have hookups.

Brian and Judson are joined by recording artist, DJ, and performance legend whose influence has shaped generations of LGBTQ nightlife, dance music, and drag performance, Kevin Aviance! Kevin talks about how he reset his life after surviving a brutal hate crime in 2006 that shocked the LGBTQ community, how the pandemic gave rise to his DJing career, and how Beyoncé sampling his hit song “Cunty” on her Renaissance album completed his return to icon status. He also talks about the pressures of being labeled iconic, the origins of his latest album, HIPPOPOTAMUS!, his views on sex and hookup culture, his friendship with queens Honey Davenport and Sapphira Cristál and how they helped him understand what it means to be Black and queer in today’s world, his history with the ballroom scene and his reaction to its omnipresence within mainstream pop culture, why he loves aging, and his concern that the younger generation of queer people have lost a sense of history and the ability to learn through experience. Kevin then helps Brian and Judson respond to a Go Ask Your Dad question from a trans man who wants help building confidence to help him in finding friends and making hookups happen.

Brian and Judson are joined by bisexual sex columnist, author of Boyslut: A Memoir and Manifesto, editor-in-chief of the Boyslut zine, and host of the Bi Babes Book Club on Allstora, Zachary Zane! Zachary covers the gamut of sexual topics, from his struggle to overcome his fraysexuality, to discovering the magic of anal stimulation, to switching from top to bottom and Daddy to Son even within the same session, to what he means by “Bisexual Audibility.” He also talks about formerly relying on drugs and alcohol to lower inhibitions enough to have certain types of sexual encounters, and how to get to the same level of comfort without them; the effects of being raised by a rageaholic; what straight people don’t understand about Grindr; readers who assume he will sleep with them; how long it truly takes to have sex; and he answers questions from some Dads and Daddies book clubbers. Zachary then helps Brian and Judson respond to a Go Ask Your Dad question from a listener who can only finish when bottoming but finds himself topping due to what he describes as a top shortage.

Brian and Judson are joined by personal finance educator and advocate Nick Wolny. Nick, the finance columnist for Out Magazine and author of the book Money Proud: The Queer Guide to Generate Wealth, Slay Debt and Build Good Habits to Secure Your Future, helps Brian and Judson understand how and why queer people approach money in our own way. He delves into how we develop our thought patterns around money and how we can set ourselves up for our futures while living fabulous queer lives in the present. He shares how he crafted his book to educate those of us who don’t have money left over at the end of the month about how to get to a place where we do, and to then maintain it so we can live the way we deserve in the moment. Brian, Judson and Nick also examine broadening the definition of wealth, debate whether or not poppers are an essential expense, Nick shares his Daddy Issue about his realization he’s becoming his parents, and he responds to listener-submitted questions. The episode ends with the three responding to a Go Ask Your Dad question from a listener who is excited to attend the Folsom Street Fair for his first time, and wants to ensure that he and his husband are preparing for it properly.

Brian and Judson are joined by Rich Burns, writer, creator and star of the Humanitas Prize-winning comedic digital series “The Disappointments.” The show’s second season is out now and follows three gay friends in their 60s who are single, broke and desperately trying to turn their disappointing lives around. Rich shares how the series came out of the realization that a number of his friends found themselves in their 50s with their dreams unfulfilled, talks about the disparate reactions to the show from different generations of gay viewers, and dispels certain myths about the differences between himself and Ray, the character he plays on the show. Rich also shares his thoughts on open relationships, dating younger, the presumption by most that he’s a Daddy, the success of his slutty Instagram account, how his sexual exploration derives from connection and trust, and so much more. Rich then helps Brian and Judson respond to a Go Ask Your Dad question from a listener who is finding himself so busy that he has to schedule hookups weeks, if not months, in advance and is concerned that it’s a problem he needs help solving.