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.

-

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.

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

See omnystudio.com/listener for privacy information.