Angela Yee's Lip Service

In this hilarious, vulnerable, and fast-moving episode, comedian Jay Jurden joins Lip Service to break down everything from his new Hulu special Yes Ma’am to sexuality, marriage, family, and the wild reality of being a queer Black comic in today’s comedy boom. Jay opens up about filming his debut hour in New Orleans — “the gayest, Blackest city in the South” — and why the energy of the Joy Theater made it the perfect home for his special.

Jay gets real about his relationship: being bisexual while married to a gay man, how they first met in college, who proposed to whom (yes, there were multiple proposals), navigating honesty, threesomes, poly dynamics in NYC, and why they chose to make their long-term commitment official. He also shares how moving to New York together shaped their marriage, how writing for Jon Stewart changed their lives, and why their wedding meant so much to their families.

The comedy talk goes deep — from Paul Mooney’s legacy and “sassy” influence, to how few openly gay Black male comedians exist, to messy behind-the-scenes stories like the Breakfast Club interview that never aired. Jay reveals the pressure comics face to always be funny, how trauma shows up on stage, and why he loves when comedians “act up a little” in interviews instead of playing it safe.

The episode gets even wilder when the group dives into dating culture, straight men “testing boundaries,” Grindr chaos, dick-pic economics, being catfished, OnlyFans, and the reality of queer men navigating hookup culture versus long-term partnership. Jay also talks about changing his voice around straight men, working at Abercrombie, coming out to his mom while watching Will & Grace and What Not to Wear, and why she always secretly knew.

Jay shows love to the people who have lifted him up — Wanda Sykes, Bob the Drag Queen, Taylor Tomlinson, and even the cast of Abbott Elementary, especially Janelle James. He reflects on comedy’s evolution, how Black queer voices are reshaping the landscape, and why it’s crucial for younger comics to be given the spotlight. Finally, he breaks down how his Hulu special came to be, the risks he took to make it happen, and what’s next for him.

Plus, Akeem Woods shares his viral Thanksgiving adventure — going to random followers’ homes for dinner — and the chaotic, heartwarming stories that followed.

This episode is packed with jokes, honesty, queer insight, southern charm, and nonstop energy from two of the funniest voices in comedy today.

Monique Samuels is back on Lip Service opening up like never before.

She breaks down the truth behind her divorce, the leaked viral video, navigating toxic co-parenting, and why she finally stopped protecting everyone but herself. Monique also talks about returning to Real Housewives of Potomac, healing through therapy and plant medicine, and what inspired her powerful new memoir Love Letters from Versions of Myself.

This is a raw, emotional conversation about self-worth, survival, and finding peace on your own terms.

Dr. Cheyenne Bryant — psychologist, author of “Mental Detox: Let Go of What’s Not Working & Build a Life That Does”— joins Angela Yee, Jasmine Brand, and Jordy to break down the real psychology behind modern dating.

From anxious attachment and abandonment trauma to love bombing, narcissistic traits, identity struggles, over-sexualization, and the fear of real intimacy — Dr. Bryant goes deep on why so many of us repeat the same patterns, choose the wrong partners, and mistake trauma bonds for love.

We open up about our own relationship struggles: Jasmine’s need for reassurance, Angela’s independence, Jordy’s oversexualized dating history, and how childhood wounds shape adult relationships. Dr. Bryant explains how to build healthy love through emotional intelligence, vulnerability, communication, and self-awareness — and why “potential” is an illusion that keeps people stuck.

Later in the episode, the conversation turns to sex, intimacy, boundaries, and the things we compromise (or don’t) for love. Dr. Bryant talks about submissiveness, sexual comfort zones, non-negotiables like threesomes, and how real connection requires honesty about who you are and what you need.

This episode is one of the most vulnerable and revealing Lip Service conversations yet — raw, honest, and filled with practical tools for healing and building healthier relationships.

Topics include:
– Love bombing vs healthy pursuit
– Narcissism myths & misunderstood traits
– Anxious attachment & abandonment wounds
– Childhood trauma shaping adult love
– Transactional sex vs relational intimacy
– Identity struggles, self-worth & vulnerability
– Why relationships “grow apart”
– Communication, boundaries & emotional intelligence
– Sex preferences, non-negotiables & intimacy comfort zones
– “Gallons vs pints” partners & choosing correctly

Boosie Badazz pulls up to Lip Service for one of his realest, funniest, and most unfiltered conversations yet. We dive deep into Boosie’s new album “225 Business”, the stories behind his most personal records, and the moments that shaped the project.

Boosie also opens up about bedroom disappointments, the realities of being a self-proclaimed “9 out of 10 freak,” and why certain encounters still haunt him. From wild tour stories to the truth about toys, threesomes, and the times things didn’t go according to plan, nothing is off limits.

He gets vulnerable about why marriage scares him, his past mistakes, and the pressure of trying to do right by the woman he loves. Boosie breaks down fatherhood, loyalty, betrayal, and how fame has shaped his relationships — both good and bad.

The conversation also hits on music industry moves, his orchestral shows, staying booked, and what’s next for his projects with NBA YoungBoy, BG, and more.

If you love classic Boosie honesty mixed with grown-man perspective, this one’s for you.

Kysre Gondrezick joins Angela Yee, Jordyn, and Jasmine Brand on Lip Service to talk about making history as the first active WNBA player to pose for Playboy. She opens up about embracing womanhood, setting boundaries in her shoot, and reclaiming confidence after loss. Kai reflects on love, healing, and what she’s learned from public relationships, plus why she’s now dating with intention. The group dives into balancing femininity and athleticism, redefining beauty, and navigating modern dating with self-awareness and purpose.