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.

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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.

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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

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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.

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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.

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Connie Diiamond and R&B legend Leela James join Angela Yee for a raw and honest conversation about confidence, growth, and life in the industry. From navigating love and forgiveness to balancing motherhood, music, and self-worth, this episode dives deep into what it really takes to thrive as a woman in entertainment.

Leela reflects on 20 years in the game, her evolution since R&B Divas, and the meaning behind her new single “Right On Time.” Connie opens up about Underdog Season 2, finding her voice through vulnerability, and why being real will always outshine being perfect.

The ladies also get candid about marriage, independence, social media pressure, and the blurred lines between talent and popularity in today’s industry. Plus, they share wild early hustle stories and some hilarious dating drama that’ll have you cracking up.

Whether you’ve been following Leela’s soulful journey or Connie’s New York come-up, this one’s full of gems, laughter, and truth.

Chapters:
00:00 – Intro & Energy Check
01:05 – Leela Reflects on 20 Years in Music
02:17 – Connie Diamond on Forgiveness & Staying Real
03:47 – Vulnerability & Industry Challenges
06:20 – Reality TV & Finding Authenticity
09:50 – The Story Behind “Right On Time”
11:22 – Marriage, Divorce & Clingy Love
15:25 – Dating in the Industry
19:31 – Motherhood & Taking Breaks from Music
22:13 – Recording Energy & Location Vibes
26:00 – How the Industry Has Changed
30:11 – Talent vs. Popularity
34:08 – Early Hustles & Funny Odd Jobs
37:20 – Crazy Dating Stories & Red Flags
43:04 – Money, Gender Roles & Independence
49:00 – Does the Past Define You?
53:36 – Confidence vs. Insecurity
56:00 – Creative Process & Artistic Pressure
58:38 – Closing Thoughts on Legacy & Growth

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Cleotrapa steps into Lip Service as a guest! — opening up about her project “Supernova Girl,” the meaning behind her alter ego, and why she’ll always protect her peace.

From chaotic girls’ trips and relationship boundaries to viral opinions about women dating younger men, Cleo keeps it real and raw. Angela Yee, Gigi Maguire, and Jordy Jor dive deep into love, loyalty, and the blurred line between content and reality.

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Tiwa Savage joins Lip Service for a raw and hilarious conversation about love, sex, and self-worth. She opens up about being cheated on, explains what “respectful cheating” means, and admits why 20 minutes in bed is her sweet spot. The crew dives into intimacy, ghosting, and how she turned heartbreak into her most personal album yet, This One’s Personal.Tiwa also talks about trying online dating, being open to a “second wife” situation, and setting new standards for what it means to live the soft life.

💋 Watch the full episode now — this one gets deep, wild, and real.

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Eric Bellinger returns to Lip Service to talk about everything from his creative process to his personal life — and nothing’s off limits. He opens up about experimenting with Afrobeat influences, writing hits for Chris Brown, and his thoughts on the rise of AI artists in the music industry.

The conversation takes a hilarious turn when the ladies bring up his WikiFeet page, and Eric clears the air on the barefoot rumors once and for all. He also dives into how he keeps things exciting at home with his wife after ten years together — from role-playing as “Enrique” to scheduling regular date nights.

Plus, Eric shares stories about his spiritual journey in South Africa, balancing faith with artistry, and what it takes to stay grounded in love and in music.

Key Moments:

• How he really feels about AI artists and the future of R&B

• The truth behind his viral “barefoot” moment

• Why he believes being “too nice” can hurt relationships

• How he and his wife keep their marriage fun after a decade together

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In this episode of Lip Service, we sit down for an honest and emotional conversation about pregnancy, love, and life after birth. She opens up about finding out she was pregnant while filming Ruth & Boaz, navigating the ups and downs of being treated poorly in Georgia versus receiving better care in New Jersey, and her plans for a natural birth that ultimately turned into a C-section when her son was breech.

We dive into how she handled Joey’s past Lip Service appearance where he spoke about being poly, what people told her when their relationship first became public, and the story of how they actually met. She also talks about wedding planning, her excitement over learning she was having a baby boy, and her hopes to expand her family with more children in the future.

The conversation doesn’t shy away from the real — from the pressure of the “snapback” to her decision to embrace her new body and baby weight. Plus, she shares the inspiration behind her bold anthem “I Don’t Fix N*as”**, a song that resonates with women everywhere.

This is a raw and uplifting look at pregnancy, motherhood, and independence, mixed with the fun, unfiltered energy you can only find on Lip Service.

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Chanel N. Scott joins Angela Yee and the Lip Service crew alongside actor/singer Algee Smith for a wild and unfiltered conversation. Algee opens up about the breakup that inspired his new EP, how he got caught cheating, and the lessons he’s still learning about monogamy, discipline, and self-control.

The conversation gets even spicier when he admits to walking away from a bad sex/hygiene situation, and the ladies press him on what makes someone truly great in bed. From navigating fame and women throwing themselves at him, to his real thoughts on honesty, standards, and why men and women cheat differently, no topic is off-limits.

Chanel N. Scott adds her raw perspective on relationships, dating across age gaps, and what women really want when it comes to purpose, standards, and love. Together, they dig into why so many modern relationships feel transactional, the reality of breakups, and whether monogamy is even realistic anymore.

If you’ve ever wondered what really goes down after heartbreak — from Magic City nights to messy bedroom confessions — this episode delivers the laughs, the honesty, and the drama Lip Service is known for.

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