Outlaws with TS Madison

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Terrell Grice: The Clout Chases Me Oct 28, 2025

Show notes

The Blue Wall King meets the U·biq·ui·tous Queen! Today on “Outlaws,” TS Madison sits down with Terrell Grice—creator and host of the hit YouTube series "The Terrell Show," now in its seventh season featuring icons like Keke Palmer, Chloe Bailey, The Clark Sisters, Tia Mowry, Michelle Williams, Cynthia Erivo, Kelly Clarkson, and Coco Jones. Guests on his show are expected to sing *down*—but Terrell might just make an exception for Maddie to stop by and shake the table. (And okay, listen... if you caught her "Little Shop" audition to play Audrey II in our Wayne Brady episode, you already know Maddie can do it all.)

Terrell tells Maddie how his unexpected path from reality-TV producer to YouTube creator led to one of the internet’s most beloved music talk shows—now boasting over 1.4 million subscribers and counting.

Once the BuzzBalls start flowing (yes, in actual glasses), the conversation turns into a lively deep dive into their favorite vocalists, Brandy nostalgia, Whitney Houston devotion, and a debate comparing the R&B queens of the ’80s and ’90s to today’s generation of artists.

Both Madison and Terrell grew up in the church, and they open up about how queerness reshaped their families’ faith and expanded their understanding of love. Terrell reflects on his so-called “Villain Era”—giving his mom the space to grieve the future she once imagined and finding their way back to each other. Together, he and Madison unpack the similarities and differences between coming out as gay vs. trans, the tension of wanting to preserve family relationships if you can (while still appreciating the power found in creating a 'chosen family'), and the joyful moments that follow the hard conversations and make it all worth it—like watching your Apostolic grandmother live her BEST life at the Caesars Palace slot machines at 3AM.

"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.

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See omnystudio.com/listener for privacy information.

Tamar Braxton: Kitchen Convos on the Radio Oct 21, 2025

Show notes

This week on "Outlaws," TS Madison welcomes her longtime friend Tamar Braxton — Grammy-nominated singer, Emmy-nominated producer, and historic "Big Brother " champion — for a two-friends-chatting-at-the-kitchen-table kind of conversation that goes way deeper than the headlines.

Maddie gets Tamar to proudly run her résumé — five octaves, four Grammy nominations, and four #1 shows across four different networks. Then, they unpack: what Tamar learned from being a reality TV “villain," how Madison felt about “Queens Court," why Tamar returned to “The Braxtons,” and the passing of Tamar’s sister Traci. Also: tensions between Black women, grief counseling, the term "Liberal Christianity," celibacy, what sparked Tamar's connection to the LGBTQ+ community, whether or not she'd ever go on a dating show again, and more! And, finally, with an assist from our in-studio team Maddie figures out the proper term for an ally like Tamar, who’s not one of the girls but also IS one of the girls.

This is one of the most personal and wide-ranging "Outlaws" episodes yet — full of laughter, truth, and the kind of honesty that only happens when two icons are completely at ease.

Tune in to “The Braxtons” on We TV (for live broadcast) and/or stream it on Philo or ALLBLK – especially this Friday 10/24, as you may see some exclusive behind-the-scenes content of the making of today’s episode!

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

Join our Patreon for exclusive content.: https://patreon.com/outlawswithtsmadison

See omnystudio.com/listener for privacy information.

Dr. Heavenly: Bringing Humanity Back to Georgia Oct 14, 2025

Show notes

The doctor is IN today– this week’s episode of "Outlaws" is holy, hilarious, and dare we say... HEAVENLY. TS Madison sits down with her longtime friend, dentist, reality TV star, and Congressional candidate, Dr. Heavenly Kimes from "Married to Medicine."

Dr. Heavenly shares with Maddie how she got into dentistry, from early encouragement to study medicine to the search for a speciality that would also allow a work life balance. Because she’s not just a doctor and a business woman, but a wife and mother of three kids too! The pair get into Dr. Heavenly’s dive into the reality TV world with “Married to Medicine." Dr. Heavenly says reality TV gave her the training she needed for her next career move– politics.

That’s right, Dr. Heavenly is running to represent Georgia’s 13th district in Congress! She and Madison delve into her decision to run for office, what she plans to do once she wins, and why it’s important to get out the vote. TS Madison reminds us that now more than ever, as so many vulnerable groups face attacks from the federal government, it’s important to bring humanity back into politics!

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

Join our Patreon for exclusive content.: https://patreon.com/outlawswithtsmadison

See omnystudio.com/listener for privacy information.

Jimbo: Everyone Has a Clown Inside Them Oct 07, 2025

Show notes

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.

Join our Patreon for exclusive content.: https://patreon.com/outlawswithtsmadison

See omnystudio.com/listener for privacy information.

Cherry Thee Boom: Am I Shaking the Table? Sep 30, 2025

Show notes

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.

Join our Patreon for exclusive content.: https://patreon.com/outlawswithtsmadison

See omnystudio.com/listener for privacy information.

Brandon Kyle Goodman: Pure for Nonbinary Sep 23, 2025

Show notes

Messy Monday? Meet Talk Your Sh!t Tuesday! This week, Maddie chops it up with writer, actor, sexual/mental wellness advocate, and fellow iHeart podcast host Brandon Kyle Goodman!

Reunited for the first time since the GLAAD Award nominated Logo Legend special where BKG and friends gave Maddie her flowers, they’re picking up right where they left off. Brandon’s talking all things gay, nonbinary, and polyamorous… and what it’s like to navigate those identities in today’s political climate.

Madison and Brandon reflect on their intersecting identities of being Black, queer, and trans, and how those identities show up in the entertainment industry. Brandon shares the joy of working on “Big Mouth,” a show which they say championed the importance of diversity of all kinds in the writers room. But shows like “Big Mouth” are more often the exception than the rule, and Hollywood still has a lot of work to do to make sure everyone is seen and heard– on screen AND in the writers room.

Brandon shares pivotal moments from their own life, including how “Sister Act 2” inspired their creative journey and how their mom became a Born Again Christian, sparking Brandon’s villain era. But, as they remind us, sometimes you need to be the villain in someone else’s eye in order to live your authentic life.

In a time when there’s incredible pressure to conform, Brandon asks us, who would you be if society never got its hands on you?

To hear more from Brandon Kyle Goodman, check out Tell Me Something Messy on the iHeartRadio app, Youtube, or wherever you get your podcasts.

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

Join our Patreon for exclusive content.: https://patreon.com/outlawswithtsmadison

See omnystudio.com/listener for privacy information.

Luenell: Meet Me at the Bank Sep 16, 2025

Show notes

Ask and you shall receive! This week’s guest is our #1 most requested—by a landslide—LUENELL! Amid her nonstop touring schedule, she blesses the "Outlaws" studio to chop it up with TS Madison, and listen… we’re already nominating this episode for the "Outlaws" Hall of Fame.

First, Luenell dives into her roots in small-town Arkansas and why she goes by just one name. From there, the conversation takes off: her wild bank robbery story (and how she got caught), a brief stint as a sex worker, why she was unable to watch Princess Diana’s funeral, overcoming addiction, and the surprising ways prison taught her to appreciate life’s little things.

We also get a behind-the-scenes look at her illustrious comedy career, working with fellow legends like Adam Sandler and Eddie Murphy—whether that’s hanging upside down on a stripper pole or voicing cartoon characters with the "Hotel Transylvania" franchise. Plus, Luenell spills on reconciling with Leslie Jones while filming "Coming to America 2."

Madison and Luenell also unpack Hollywood’s brutal beauty standards, how a surprise FaceTime from Rihanna landed her a Savage X Fenty modeling gig, and how that experience paved the way for her (now retired) OnlyFans.

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

Join our Patreon for exclusive content.: https://patreon.com/outlawswithtsmadison

See omnystudio.com/listener for privacy information.

Cosmo, the Queen of Melrose: Kind of Like Medusa Sep 09, 2025

Show notes

Today, we’re joined by the Queen of Melrose herself, Cosmo Lombino! Owner of Cosmo's Glamsquad, Cosmo & Donato, and Fashion Whore, Cosmo has styled everyone from celebrities to the girl next door– and of course, our host TS Madison! Maddie and Cosmo reminisce on their first meeting in one of Cosmo’s shops 15 years ago… and the shoes Maddie still needs to pick up…

Cosmo’s bringing Melrose to the studio, with a Medusa-esque headpiece perfect for Madison. And let’s hear it for the kimono! Could we be seeing an on-site Outlaws styling sesh in the future??

From fur coats one week to food stamps the next, Cosmo gets into her Scorsese-esque childhood in the Bronx. Maddie asks the big questions like, can you be a crime boss and a Jehovah’s witness? And of course, we dive into the story of her family’s move to California, which went viral in 2024.

Family is a big theme of this episode, as Maddie and Cosmo share their own journeys with their families and why it’s important for parents to love their gay children. God loves his girls and God loves his gays– don’t get it twisted!

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

Join our Patreon for exclusive content.: https://patreon.com/outlawswithtsmadison

See omnystudio.com/listener for privacy information.

Gigi Gorgeous: The Transsexual Authority Sep 02, 2025

Show notes

Today, TS Madison is joined by YouTube royalty– actress, model, philanthropist, and mother of 3 (cats), Gigi Gorgeous!

Maddie starts the conversation by coaching Gigi on how to talk her shit! She IS that bitch! The pair talk about the early days of YouTube, and how being in the right place at the right time led to Gigi’s iconic billboard on Sunset Boulevard. Maddie talks about admiring Gigi as one of the ORIGINAL rich trans girls on the Internet, and seeing her as a model of success early on in both of their careers.

But it’s not all LA sunshine and lipgloss– Maddie and Gigi get into the nuances of being trans icons, from the competition within the community to the pressures to be the perfect role model to the extra barriers trans women of color must face. The girls get into navigating dating, chasers, and how the community keeps itself safe!

We get a glimpse into some key moments in Gigi’s life– including how she went from being a diving champion to a makeup guru, her villain era as what she dubbed “the city gardener”– and of course, being detained and nearly imprisoned in Dubai.

And for the first time in “Outlaws” history, for Ban it, Bitch, we’re banning a ban: Gigi says young broke trans girls deserve the right to shoplift!

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

Join our Patreon for exclusive content.: https://patreon.com/outlawswithtsmadison

See omnystudio.com/listener for privacy information.

Raven-Symoné & Miranda Maday: House of Symoné Aug 26, 2025

Show notes

We’ve got a true queer power couple in the studio today: THE Raven-Symoné and Miranda Maday, co-hosts of the hit podcast Tea Time! Raven’s been in the spotlight since diapers, but don’t get it twisted – Miranda is every bit a powerhouse herself, with an Emmy to boot.

Nothing’s off-limits in this conversation. We’re tackling the biggest (and girthiest) questions about strap-ons: Raven wants to know, why pink? Madison counters, why not? And are “flesh-tone” strap-ons outdated—or still the ultimate hipwear??

Raven gets candid about growing up under the Disney microscope, the pressures around gender identity and presentation, and how meeting Miranda changed everything. In just 38 minutes, this episode covers so much ground—from why entertainers get paid so much, to what it’s like navigating private pain while in the public eye, to why the powers-that-be are so terrified of social media. And of course, what it actually means to represent the LGBTQ+ community (or as they call it: the Labiquita!) as public figures.

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

Join our Patreon for exclusive content.: https://patreon.com/outlawswithtsmadison

See omnystudio.com/listener for privacy information.

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