Step right up – Jimbo the Drag Clown is here! The Clown of the North joins TS Madison in the “Outlaws” ring, and they kick things off with a look back at her “RuPaul’s Drag Race: All Stars” Season 8 win. Maddie floats the idea of an Olympic-style competition for every past champion. Not just a few, but ALL of them. We NEED to see this pantheon of Queens united– but unfortunately, as Maddie and Jimbo recognize, not everyone would be here to return. Madison and Jimbo pause to honor their beloved sister The Vivienne, who left us far too soon, which inspires a conversation about Jimbo’s sobriety journey.

Jimbo takes us through her origin story and how embracing her queerness changed her life. She talks about her complicated relationship with her father, who she remained estranged from until his deathbed, and the difficult realization that goodbye’s don’t always look like they do in the movies.

Next, we’re traveling back to the start of the COVID-19 lockdown– which just so happened to coincide with Jimbo’s debut on “Canada’s Drag Race.” Jimbo talks about the initial stress of watching the world shut down during her moment in the spotlight, but how, in a way, this turned out to be a blessing in disguise. When the world gets dark, we want to laugh, and Jimbo says she still meets people who tell her she helped get them through 2020!

Of course, “Drag Race” was just the beginning. Jimbo shares how her All Star’s winnings helped her produce her dream project, “Jimbo’s Drag Circus” and her plans to take her clowning to the big screen. Madison and Jimbo agree, everybody’s got a clown in them! (Well, at least Maddie did once upon a time…)

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

Is it on? Is it on?? Honey, is this thing recording?! TS Madison broke the Internet with six seconds and a 22-inch weave. And she didn’t just go viral — she became part of the culture, from “RuPaul's Drag Race” to Beyoncé’s “Renaissance.” Her superpower? Her voice. Her kryptonite? Doesn’t exist. Her podcast? The one they never saw coming.

Each week on “Outlaws,” Madison sits down with living legends and rising stars who shed their armor and own their stories — turning side-eyes into sermons, pain into punchlines, and grief into galaxies. They speak when silence is safer. They dream when told to disappear. And they know what so many are taught to fear: that when you speak your truth, you open a portal.

See omnystudio.com/listener for privacy information.

Hello, Outlaws Listeners! We want to share a podcast we think you might enjoy, HIGHKEY! with Yvie Oddly and Ryan Mitchell!

Welcome to HIGHKEY! — the boldly queer pop culture party you didn’t know you needed. Hosted by RuPaul’s Drag Race winner Yvie Oddly and culture critic Ryan Mitchell, HIGHKEY! is where chaos, comedy, and the realest conversations collide.

It’s like eavesdropping on the funniest, most unhinged, and surprisingly heartfelt side convo at the party — with past guests like Laverne Cox, Rico Nasty, Bob the Drag Queen, and Lena Waithe, plus more queer icons on the way. Follow the fun @highkeyhere on Instagram, TikTok, and YouTube, and subscribe wherever you get your podcasts.

Listen here and subscribe to HIGHKEY! with Yvie Oddly and Ryan Mitchell on the iHeartRadio app or wherever you get your podcasts!

See omnystudio.com/listener for privacy information.

There are few in this world that are as controversial, raw, and authentic as TS Madison AND own up to it– and today’s guest is one of them. For a conversation all about sexuality and power, Maddie is joined by Cherry Thee Boom!

Don’t get it twisted– TS Madison is all about uplifting the girls! Cherry might be a humble country girl at heart, but she IS that girl, with her very own podcast, “Cherry on Top”, and an upcoming book, “Black Butterfly Rising”. And in her introduction, Cherry reminds us that people are ALWAYS going to criticize you but that’s no reason to dim your light!

We’re shaking the table this episode, as Madison and Cherry share their experiences with sex work and navigating the world as Black trans women. Cherry shares her philosophies on men, romance, and sex, and the advice she received when she first started her transition. The pair talk jealous from cis women, intercommunity hostility, and the purpose of labels. And we’re breaking down what really makes a DL man. Neither Maddie or Cherry is known for holding back, and they’re not starting now. And this episode reminds us, the girls are tired!

"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.