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.

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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.