In this episode, we're going Down the Rabbit Hole. You sent in your stories, your problems, your chaos… and Khloé is reacting to all of it. We’re talking relationships, friendships, confidence, healing and everything in between. Real talk, tough love, and the kind of advice you didn’t know you needed.

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TV personality, fashion commentator, and podcast host Morgan Stewart joins Khloé for a wildly honest and funny conversation about life after reality TV, motherhood, and why she’s never been afraid to say exactly what she thinks. They get into parenting chaos, podcast life, public scrutiny, and Morgan’s brutally honest fashion commentary. Plus: astrology compatibility, raising kids in LA, and why girls really do need sisters!

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In this Ask Me Anything, Khloé answers your most personal and unexpected questions… from red flags she’s ignored in love to whether she’d ever have another baby. Khloé reveals the story behind the matching tramp stamp she "accidentally" has with her mom, which exes she still has relationships with, and the worst advice she’s ever received. Honest, funny, and a little chaotic...it’s perfectly Khloé.

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Khloé breaks down how the internet went from fun and chaotic to curated and overwhelming. She talks early Twitter days, using social media as a focus group, why cancel culture changed everything, and how AI deepfakes freak her out. From missing boredom and landline calls to protecting her kids from social media, this episode is part nostalgia, part fun with a Chat Roulette experiment at the end.

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Khloé sits down with Ashley Sandmire, who was raised in a polygamist community and left the religion as a young mom. Ashley shares what it was like growing up with dozens of siblings, watching harmful dynamics play out, and feeling pressure to live a life that never felt right. From grief and loss to therapy, healing, and choosing a new future for her kids, this episode is a powerful conversation about breaking generational cycles and learning to live authentically, even when it’s hard.

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Khloé opens the Valentine’s Day Hotline and takes live calls and voicemails from listeners with dating fails, red flags, awkward first dates, and truly unhinged love stories. From getting ghosted after five years, to surprise tattoos, Khloé reacts in real time, gives honest advice, and reminds everyone that Valentine’s Day isn’t just about relationships...it’s about loving yourself, your friends, and your people too. 

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Theresa Caputo, world-renowned medium and star of Long Island Medium, joins Khloé in Wonder Land to talk about the afterlife, signs from loved ones, and how spirit communicates. From faith and healing to moments that still give chills, this conversation explores what happens beyond this life and why connection doesn’t stop when someone is gone.

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Kim is back for part 2 of this special sister chat! She spills on her most surreal celebrity encounters, talks manifesting, dating (or not dating), raising her kids, and what peace really looks like in this chapter of her life. And yes...we get into Neverland Ranch, Britney memorabilia, cursed jewelry, and the iconic fashion pieces she’s collected over the years. Consider this your BTS access to Khloé & Kim's intimate sister conversation.

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In Part 1 of this sister chat, Khloé sits down with Kim Kardashian for a candid, fun conversation. From what really goes on in their group chat (“we’d all be canceled”) to how leaks actually worked during the Keeping Up years. Kim opens up about viral AI dating rumors, the truth behind the Elephant Birkin, and why she’s selective about when to shut things down online. They also dive into parenting, North’s creative world, and how co-parenting has evolved over time.

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For 50% off your order, head to https://www.DailyLook.com and use code KHLOE.

Instead of striving for perfect health, aim for supporting foundational health. For a limited time, save 40% on your first month at https://www.Ritual.com/KHLOE.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Khloé sits down with her longtime friend Jen Atkin, for a conversation that’s equal parts unhinged and heartfelt. From early glam chaos and nonstop travel to building OUAI, surviving loss, and figuring out faith, motherhood, and adulthood in real time — nothing is off limits. There are hangovers, hair trauma, Barbie Birkin, club culture nostalgia, and a reminder that peace really does begin with you.

Episode Sponsors:

We’ve worked out a special offer for my audience! Receive 30% off your first subscription order. Go to https://www.armra.com/KHLOE or enter KHLOE to get 30% off your first subscription order.

No gimmicks. No fads. This is your sign to join https://www.weightwatchers.com today. Use code KHLOE for an extra 20% off your first month of membership.

Level up and add protein to your Starbucks favorite drink. And of course…you can order now on the app.

Take the guesswork out of your dog's well-being. Go to https://www.ollie.com/wonderland and use code wonderland to get 60% off your first box!

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.