BRETMAN ROCK has entered the chat! Bretman joins Maddie all the way from Hawai'i. We kick things off with a conversation on gender identity and B’s experiences growing up in Hawai‘i as a non-binary Filipino kid. Bretman shares how being raised among cultures where mahu and bakla are not only respected but revered helped him embrace the entire spectrum of gender identities. Madison opens up about her own experiences and ongoing learning regarding nonbinary identities. Then, as always, TS Madison asks her guest to talk his shit – and BABY, Bretman understood the assignment. Millionaire at 18? Check. Living his ancestors’ greatest dreams? Check. Peacocks in the backyard? Check. Bretman shares his origin story at a Wal-Mart, and Maddie helps him unpack his genuinely jawdropping villain era (trust, you HAVE to hear this one…!!!). We cover so much in this one: influencer “shelf-lives,” family trauma, bottoms who don’t use Pure for Men, generational healing, and why tourists in Hawai’i should NOT pet the seals!!! This is the crossover episode you didn’t know you needed.

"Outlaws" is hosted by TS Madison, and is part of the Outspoken Network from iHeartPodcasts, co-produced by Turtle Run Entertainment.

See omnystudio.com/listener for privacy information.

TS Madison is joined by the legend, the mother, the trendsetter, the seed planter, Maddie’s future presidential pick– Laverne Cox! Laverne is the DEFINITION of a trailblazer, as the first trans woman to grace the cover of Times Magazine, British Vogue, Cosmo, Essence, and so much more. And she’s not kicking down the ladder– Laverne says the best part of fame is getting to inspire and create space for up-and-coming trans and queer artists. She may be the first when it comes to nominations and accolades, but she will NOT be the last!

Two pillars of trans media, Laverne and Madison discuss breaking into the entertainment industry as Black trans women, and the double standards and setbacks that are all too common. Laverne talks about her own journey waitressing in New York for years and almost getting evicted before reaching career success with Orange Is The New Black– and now executive producing and starring in her own TV series, Clean Slate.

And there's no question why Maddie wants to see this TV star in office– Laverne talks gender theory, from reading Judith Butler and bell hooks in college, to what it means to be a trans person in 2025. Laverne provides insight into how the patriarchy demonizes trans women and cis women alike, why intersectionality is important, and breaks down the dangers of Project 2025 for all of us. It’s not an easy time, as trans and queer folks face more and more political attacks every day. But it’s voices like Laverne’s that remind us of our power.

"Outlaws" is hosted by TS Madison, and is part of the Outspoken Network from iHeartPodcasts, co-produced by Turtle Run Entertainment.

See omnystudio.com/listener for privacy information.

Last week, Madison talked with Monét X Change, so it’s only fitting that today we have the other half of “Sibling Rivalry” on the pod– it’s “RuPaul’s Drag Race” Season 8 winner, Bob the Drag Queen!

Drag superstar, comedian, Madonna’s MC– Bob’s adding “author” to an already impressive resume, with his new book "Harriet Tubman: Live in Concert!" But before getting into that, Madison and Bob talk Drag Race, douching etiquette, sobriety, and concealed carry– if you needed another reason not to mess with Maddie.

Bob talks about his lifelong obsession with Harriet Tubman and everything she accomplished in her long life. Bob shares his favorite photo of Harriet looking regal as hell in her 90s and the book’s heartfelt dedication to Bob’s late mother, as well as anecdotes from his research.

Manifestation is a big theme in this episode– from historical examples to personal ones. These are southern girls, so we’re mixing scripture and spells– from reflecting on Harriet Tubman’s spirituality, to on-air-manifesting Madison’s next collab. And Bob talks about getting a glowing review from his favorite performers of all time– is the key to meeting your heroes getting them tattooed on your body? Or maybe just a mood board…

"Outlaws" is hosted by TS Madison, and is part of the Outspoken Network from iHeartPodcasts, co-produced by Turtle Run Entertainment.

See omnystudio.com/listener for privacy information.