From BravoCon to the iHeart studio, supermodel, entrepreneur, and "Real Housewives of Atlanta" royalty Cynthia Bailey joins TS Madison for a hilarious, heartfelt conversation about beauty, aging, and the power of knowing your worth — finally.

Cynthia opens up about menopause, body changes, and her age-gap relationship with a European musician who keeps her heart young (and her passport stamped). She reflects on two marriages, countless reinventions, and the confidence that comes not from looks but from surviving everything life throws your way.

Also: body image after 50, why she didn’t marry Leon, becoming the first Black homecoming queen at her high school, getting discovered by Wilhelmina, GLP-1s and Weight Watchers real talk, boundaries, Miss Mary keeping TS grounded, matching energies, tequila fights and wild nights, long-distance love, Cynthia’s eras as model, TV personality, actress, and humanitarian, the gift and curse of being a Housewife, her old-school hustle and daily grind, two Essence covers, RuPaul’s unforgettable presence, brand deals, growing up Alabama-shy and becoming globally confident, writing a memoir, and why “soft-girl era” doesn’t mean soft-minded.

If you love our show, show your support by downloading, subscribing, and reviewing on audio-platforms, and liking, subscribing, hyping, and commenting on our YouTube channel!

"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.

Vegan icon, actress, and sunshine personified Tabitha Brown joins TS Madison for a conversation that’s part sermon, part business school, part family reunion. From praying for Wendy Williams to praying for her own peace, Tabitha shares the lessons that built an empire rooted in love, partnership, and purpose. In this episode, TS and Tab move from laughs to hallelujahs—swapping stories about hustle, healing, and how faith and fight can coexist in the same woman.

In this episode: that time Tab prayed for Wendy Williams, why (and how) to give ignorance grace, Tab’s five-year evolution from making Un-Tuna on Facebook Live to creating first vegan cooking competition on Food Network, recognizing misalignment even as your dreams come true, how Donna’s Recipe and her McCormick seasonings were born, social-media copycats, Maddie’s Facebook demonetization, future plans, and knowing when to log off and let God handle it. Also, Tab coaches Maddie on how to launch a proper merch store. Is there going to be "Outlaws" merch in our future?! 

Remember, if you love our show, be sure to subscribe and review on audio-platforms, and like, subscribe, hype, and comment on our YouTube channel! 

🎬 Loving this episode? Head to the cinema this week and catch Tabitha on the big screen in "Unexpected Christmas" — now playing in theatres! 

"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.

When a Libra born to an Aries links up with another Aries? Baby, something divine and dangerous is about to happen — and the cosmos can’t contain it. Today, TS Madison sits down at the mic with the one and only comedian, actor, and unapologetic truth-teller Ms. Pat.

They talk about everything from "The Ms. Pat Show" and its 95% true-to-life origins to her astounding journey from hustling in Atlanta to Emmy-nominated sitcom star. Ms. Pat opens up about raising kids while hustling, the importance of building generational wealth, and how mentors like Lee Daniels and Jordan E. Cooper helped her turn her story into a hit.

Then, Ms. Pat gets all the way real — about unlearning homophobia, raising a gay daughter, losing friends who couldn’t evolve, and how shocked she was initially when she realized just how many parents abandon their queer kids. She drops parenting gospel, too: stop hiding behind religion, stop kicking your kids out at 18, and start watering their flowers instead of pouring gasoline on them.

Plus: being a sexually active grandma, why she refuses to babysit, why she hated her daughter's cheerleading coach so much, what Hollywood taught her, and why she wasn’t pressed when Lee Daniels cut her scene from "The United States vs. Billie Holiday" (“my check cleared!”).

All this, and Ms. Pat proves she’s the definition of an ally — loud, loving, and learning out loud.

🎬 Don’t miss "Ms. Pat Settles It" — Season 3 premieres on BET tonight (Tuesday 11/4) at 10 PM ET / 9 CT — the same day this episode drops!

"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.

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.

See omnystudio.com/listener for privacy information.

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.

See omnystudio.com/listener for privacy information.

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.

See omnystudio.com/listener for privacy information.

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.

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.

See omnystudio.com/listener for privacy information.