
The Pineapple Express: A Millennial’s Guide to Love, Sex Positivity, Non-Monogamy, Polyamory & Swinging
The Pineapple Express Once a swinger podcast… now a real-time journey through modern love.Hosted by Kiley — queer, non-monogamous, neurodivergent, ex-sex worker turned sex and relationship coach — The Pineapple Express explores the messy, magical, ever-evolving world of love, sex, intimacy, and emotional growth.This podcast is for anyone navigating:Non-monogamy, polyamory, or swingingMonogamy after openness (or vice versa)Relationship transitions, breakups, and rediscovering self-worthADHD, neurodivergence, and nervous system repair in loveSexual empowerment and authentic connectionEach episode blends real-time storytelling, expert interviews, and unfiltered reflections on:Ethical non-monogamy, polyamory, and swingingEmotional intelligence and intimacy and of course SEX Boundaries, communication, and healing attachment woundsQueerness, identity exploration, and sex-positivityNeurodivergent love, pleasure, and partnershipYou’ll laugh, cry, and maybe even journal after. Kiley’s here to stir the cauldron — and remind you that pleasure, connection, and love are allowed to evolve.This isn’t your average relationship podcast. It’s personal. It’s sacred. It’s a little unhinged. And it’s exactly what you’ve been craving.Why Listen?Because you're not looking for perfect love — you’re looking for real love. Because you’re healing, growing, and rewriting the rules — and want company along the way.Subscribe now and ride The Pineapple Express, where we talk about sex, love, and everything in between — with zero judgment, just curiosity, courage, and connection.
Latest episodes

Feb 7, 2025 • 1h 12min
97: Men and Emotional Intelligence In Non Monogamous Relationships With Justin Nault
Send us a textWhat does it mean to embrace true masculine power while navigating non-monogamy? In this episode of The Pineapple Express Podcast, we sit down with Justin Nault, creator of King vs. Prince, a transformative program guiding men from ego-driven behaviors to grounded, confident leadership.With a background in entrepreneurship, music, and holistic health, Justin helps men develop emotional mastery, radical self-acceptance, and authentic leadership—all essential skills for thriving in open relationships. With over 650,000 followers and a thriving 12,000-member Clovis community, he’s leading a revolution in modern masculinity, holistic health, and relationship freedom.🔹 How to transition from Prince Energy to King Energy🔹 The role of emotional intelligence in non-monogamy🔹 Rejecting toxic masculinity & embracing authentic leadership🔹 How holistic health impacts confidence & connection in relationshipsJustin holds a Bachelor’s Degree in Songwriting from Berklee College of Music and is a Certified Nutritional Therapist, Specialist in Sports Nutrition, and Fitness Nutrition Expert. His insights on non-monogamy, modern masculinity, and self-leadership will change the way you approach relationships and personal growth.🎧 Listen now and step into your King Energy!Find Justin On Social MediaTiktokInstagram Youtube 🎙️ The Pineapple Express PodcastSubscribe to my Substack for exclusive content: The Pineapple Express Substack.💡 Events & CoachingCoaching sessions: Book time with me.💜 Advocacy & Community Action Support equity and sexual freedom with the National Coalition for Sexual Freedom.OPEN's Free Peer Support Group🛍️ Exclusive DSupport the show🎙️ The Pineapple Express PodcastSubscribe to my Substack for exclusive content: The Pineapple Express Substack. 💡 Events & Coaching Coaching sessions: Book time with me. 💜 Advocacy & Community Action Support equity and sexual freedom with the National Coalition for Sexual Freedom.OPEN's Free Peer Support Group 🛍️ Exclusive Deals Just for You FirmTech Wearable Tech | Male Enhancement Rings | Shop now and get 15% off with code sexyswingerchick. SENSE Shop | Condoms & Lube | Explore the collection and save 15% with code sexyswingerchic. Sultry Vixen Dancewear | Exotic Outfits | Shop here and enjoy 15% off with code sexyswingerchic. 💬 Let’s keep the conversation going! Follow me for updates, insights, and inspiration: Instagram:@Thepineappleexpresspodca...

Jan 10, 2025 • 1h 18min
96: Holding Space for Heartache: Grief in the Swingers Lifestyle
Send us a textIn this heartfelt episode of The Pineapple Express, I explore grief in the swinger lifestyle — the losses that aren’t always acknowledged, from friendships and play partners to deep emotional bonds. This episode holds space for heartache, reflection, and healing within non-monogamous communities.Stay with us until the end, where I share my personal essay, “Silver Springs, Tulip Fields, and Upside Down Pineapples”, featured on The Queer Love Project Substack. It’s a deeply intimate story of love, loss, and the transformative power of connection. https://queerloveproject.substack.comThis episode is dedicated to my dear friend Brad Weiner, who left us too soon, until we meet again teddy bear. What You’ll Get from This Episode:🔸 Understanding Grief in Non-Monogamy:Learn how grief shows up in unique ways in the swinger lifestyle — from the loss of play partners to the emotional impact of community breakups.🔸 Personal Stories of Grief in the Lifestyle:Hear real stories about losing close connections, being ghosted, and navigating the unexpected emotional challenges of swinging.🔸 A Breakdown of the Stages of Grief:We’ll walk through how Denial, Anger, Bargaining, Depression, and Acceptance show up in non-monogamous relationships and what they teach us about healing.🔸 An Exclusive Essay Reading:Listen until the end for a reading of “Silver Springs, Tulip Fields, and Upside Down Pineapples”, my deeply personal essay featured on The Queer Love Project Substack. It's a moving story of love, loss, and finding beauty in unexpected places.Why Listen?❤️ If you’ve ever felt the pain of losing a connection in the lifestyle, this episode is for you.🤝 It’s a reminder that grief is valid, even in non-traditional relationships.🧡 You'll gain tools to navigate emotional challenges and embrace healing.📖 Plus, you’ll hear a heartfelt essay that celebrates love, loss, and growth.This episode will leave you feeling seen, understood, and supported — because grief deserves aSupport the show🎙️ The Pineapple Express PodcastSubscribe to my Substack for exclusive content: The Pineapple Express Substack. 💡 Events & Coaching Coaching sessions: Book time with me. 💜 Advocacy & Community Action Support equity and sexual freedom with the National Coalition for Sexual Freedom.OPEN's Free Peer Support Group 🛍️ Exclusive Deals Just for You FirmTech Wearable Tech | Male Enhancement Rings | Shop now and get 15% off with code sexyswingerchick. SENSE Shop | Condoms & Lube | Explore the collection and save 15% with code sexyswingerchic. Sultry Vixen Dancewear | Exotic Outfits | Shop here and enjoy 15% off with code sexyswingerchic. 💬 Let’s keep the conversation going! Follow me for updates, insights, and inspiration: Instagram:@Thepineappleexpresspodca...

Jan 3, 2025 • 1h 38min
95: Power, Domination, and Power Dynamics: Part 3 Lions, Tigers and Systems of Harm In Non Monogamy and Swinging OH MY!
Send us a textIn Part 3 of this series, we take a journey down the yellow brick road to explore how The Wizard of Oz serves as a metaphor for the systemic issues that persist in our world today. From the glittering Emerald City we talk about how to step into allyship in a real impactful way!In this episode, we’ll explore:How The Wizard of Oz illustrates systemic oppression and power dynamics.Practical tools for having skillful, empathetic conversations about privilege and bias.Steps you can take today to educate yourself, redistribute resources, and decenter privilege.How to Recognize and address systemic oppression in your communities, including swinger and non-monogamous spaces.Why Listen:If you’ve ever struggled to navigate conversations about equity and privilege or felt uncertain about how to show up as an ally, this episode will leave you with clear, actionable steps to make a meaningful impact.Want to Learn More?Check out Bridget’s work at Professor Playtime for resources on allyship, equity, and non-monogamy..Resource Guide For This Episode:🌟 Stay Connected and Explore More! 🌟Looking for more insights, resources, and exclusive deals? Follow me and my amazing sponsors to stay in the loop on all things non-monogamy, swinging, and relationship empowerment:Clip from themercurialmillennial🎙️ The Pineapple Express PodcastSubscribe to my Substack for exclusive content: The Pineapple Express Substack.💡 Events & CoachingExplore Non-Monogamy Through Astrology | Learn more & register.Boundaries Are Sexy: Building Trust in the Swinger Lifestyle | Support the show🎙️ The Pineapple Express PodcastSubscribe to my Substack for exclusive content: The Pineapple Express Substack. 💡 Events & Coaching Coaching sessions: Book time with me. 💜 Advocacy & Community Action Support equity and sexual freedom with the National Coalition for Sexual Freedom.OPEN's Free Peer Support Group 🛍️ Exclusive Deals Just for You FirmTech Wearable Tech | Male Enhancement Rings | Shop now and get 15% off with code sexyswingerchick. SENSE Shop | Condoms & Lube | Explore the collection and save 15% with code sexyswingerchic. Sultry Vixen Dancewear | Exotic Outfits | Shop here and enjoy 15% off with code sexyswingerchic. 💬 Let’s keep the conversation going! Follow me for updates, insights, and inspiration: Instagram:@Thepineappleexpresspodca...

Dec 28, 2024 • 1h 11min
94: Power, Domination, and Power Dynamics: Part 2 Some Wicked Lessons About Swinger Spaces
Send us a textWhat can a glittering "Good Witch" and a misunderstood green-skinned rebel teach us about allyship? A lot more than you might think. In this episode of The Pineapple Express, Kiley George and Professor Playtime break down power dynamics and the unlearning and relearning phase of allyship. We’ll connect these lessons to real-world dynamics of privilege, power, and justice—unpacking systems like whiteness, patriarchy, and monogamy, and how they shape our relationships and communities. In this episode, we’ll discuss:The difference between performative and authentic allyshipHow societal systems like whiteness, patriarchy, and monogamy influence power dynamics and relationships.Why symbolic gestures aren’t enough and how to shift from awareness to meaningful action.Content Warning: This episode includes discussions about race, privilege, gender, and societal power structures.Why You Should Listen:If you’ve ever felt called to do better as an ally but struggled with where to start or how to handle the discomfort, this episode is for you. It’s time to embrace authentic allyship, challenge systems of harm, and build healthier, more equitable relationships in every area of life.Want to Learn More?Check out Bridget’s work at Professor Playtime for resources on allyship, equity, and non-monogamy..Resource Guide For This Episode:🌟 Stay Connected and Explore More! 🌟Looking for more insights, resources, and exclusive deals? Follow me and my amazing sponsors to stay in the loop on all things non-monogamy, swinging, and relationship empowerment:🎙️ The Pineapple Express PodcastSubscribe to my Substack for exclusive content: The Pineapple Express Substack.💡 Events & CoachingExplore Non-Monogamy Through Astrology | Support the show🎙️ The Pineapple Express PodcastSubscribe to my Substack for exclusive content: The Pineapple Express Substack. 💡 Events & Coaching Coaching sessions: Book time with me. 💜 Advocacy & Community Action Support equity and sexual freedom with the National Coalition for Sexual Freedom.OPEN's Free Peer Support Group 🛍️ Exclusive Deals Just for You FirmTech Wearable Tech | Male Enhancement Rings | Shop now and get 15% off with code sexyswingerchick. SENSE Shop | Condoms & Lube | Explore the collection and save 15% with code sexyswingerchic. Sultry Vixen Dancewear | Exotic Outfits | Shop here and enjoy 15% off with code sexyswingerchic. 💬 Let’s keep the conversation going! Follow me for updates, insights, and inspiration: Instagram:@Thepineappleexpresspodca...

Dec 20, 2024 • 1h 16min
93:Power, Domination, and Power Dynamics: Part 1 Unpacking Privilege and Systems of Harm In Swinger Spaces
Send us a text In this powerful episode of The Pineapple Express, host Kiley George (swinger expert and non-monogamy advocate) and guest Bridget, aka "Professor Playtime" (integrity coach and educator on intersectionality and allyship) we talk about power dynamics, privilege, and systems of harm that shape our relationships and communities. We also discuss the risks and rewards of stepping into allyship, especially in light of recent political changes, and share insights into how challenging systems of power starts with looking inward. This is a conversation for those ready to step up, do the work, and build systems of equity in their communities.What You’ll Hear in This Episode:The impact of whiteness, patriarchy, and monogamy on relationships and social structuresHow these systems condition us to reinforce hierarchies of privilege and controlThe importance of self-reflection in allyship and dismantling internalized biasesPractical tips for creating safer, more equitable spacesResources for those ready to take actionWant to Learn More?Check out Bridget’s work at Professor Playtime for resources on allyship, equity, and non-monogamy..Resource Guide For This Episode 🌟 Stay Connected and Explore More! 🌟Looking for more insights, resources, and exclusive deals? Follow me and my amazing sponsors to stay in the loop on all things non-monogamy, swinging, and relationship empowerment:🎙️ The Pineapple Express PodcastListen now on Apple Podcasts.Subscribe to my Substack for exclusive content: The Pineapple Express Substack.💡 Events & CoachingExplore Non-Monogamy Through Astrology | Support the show🎙️ The Pineapple Express PodcastSubscribe to my Substack for exclusive content: The Pineapple Express Substack. 💡 Events & Coaching Coaching sessions: Book time with me. 💜 Advocacy & Community Action Support equity and sexual freedom with the National Coalition for Sexual Freedom.OPEN's Free Peer Support Group 🛍️ Exclusive Deals Just for You FirmTech Wearable Tech | Male Enhancement Rings | Shop now and get 15% off with code sexyswingerchick. SENSE Shop | Condoms & Lube | Explore the collection and save 15% with code sexyswingerchic. Sultry Vixen Dancewear | Exotic Outfits | Shop here and enjoy 15% off with code sexyswingerchic. 💬 Let’s keep the conversation going! Follow me for updates, insights, and inspiration: Instagram:@Thepineappleexpresspodca...

Dec 13, 2024 • 1h 3min
92: Swinging and Sex Without Shame With Dr. Tina Schermer Sellers
Send us a textReady to break free from sexual shame and embrace a more fulfilling, authentic life? In this episode of Pineapple Express, host Kiley George sits down with renowned sex therapist and author, Dr. Tina Schermer Sellers, to explore the transformative power of sex-positive thinking and how to overcome societal and religious stigmas around swinging, non-monogamy, and intimacy.Dr. Sellers brings her expertise in dismantling shame-based beliefs to discuss how individuals and couples can cultivate confidence, enhance communication, and deepen intimacy in their relationships. Whether you're navigating the swinger lifestyle, curious about non-monogamy, or seeking a healthier relationship with your sexuality, this episode offers practical advice and powerful insights to help you live a more liberated and pleasure-filled life.Tune in to discover:✅ How to overcome shame and embrace your sexual identity.✅ Tips for creating trust and consent in swinging and non-monogamous relationships.✅ The impact of societal norms on sexual freedom and how to rewrite your narrative.Don’t miss this transformative conversation with Dr. Tina Schermer Sellers, a leading voice in sex positivity and healthy intimacy.🎧 Listen now and start your journey toward sex without shame!🌟 Learn more about Dr. Tina Schermer Sellers at tinaschermersellers.com.Inanna Rising - Your Partner in Health and Healing🍍🍍My Turn🍍🍍Here’s all the info you’ll ever need to have at any point in time about meLiterally everything is right here…Every single link ever mentioned as a Sponsor and info all about me🚂All My Links To Learn More About MeMy WebsiteOnlyfansLinktreeSex CoachingFind me on social mediaSupport the show🎙️ The Pineapple Express PodcastSubscribe to my Substack for exclusive content: The Pineapple Express Substack. 💡 Events & Coaching Coaching sessions: Book time with me. 💜 Advocacy & Community Action Support equity and sexual freedom with the National Coalition for Sexual Freedom.OPEN's Free Peer Support Group 🛍️ Exclusive Deals Just for You FirmTech Wearable Tech | Male Enhancement Rings | Shop now and get 15% off with code sexyswingerchick. SENSE Shop | Condoms & Lube | Explore the collection and save 15% with code sexyswingerchic. Sultry Vixen Dancewear | Exotic Outfits | Shop here and enjoy 15% off with code sexyswingerchic. 💬 Let’s keep the conversation going! Follow me for updates, insights, and inspiration: Instagram:@Thepineappleexpresspodca...

Dec 6, 2024 • 1h 19min
91:Non-Monogamy, Sex Work, and Challenging Societal Norms with Author Zara Shah
Send us a textIn this episode of The Pineapple Express Podcast, we sit down with Zara Shah, author of Non-Monogamy and Sex Work, published by Thornapple Press. Together, we explore the intersections of sex work and non-monogamy, unpacking topics like intimacy, economics, social rejection, sexual health, and the impact of societal norms on mental health.Zara shares powerful insights into the challenges and triumphs within non-monogamous and sex work communities, offering a fresh perspective on how these lifestyles intersect with larger cultural, religious, and social frameworks.📚 Learn more about Zara's book at Thornapple Press.📸 Follow Zara on Instagram: @big_honking_caboose2.0🎧 Listen now for an eye-opening conversation that challenges taboos and celebrates authenticity. Perfect for anyone curious about non-monogamy, sex work, or breaking down societal norms.🍍🍍My Turn🍍🍍Here’s all the info you’ll ever need to have at any point in time about meLiterally everything is right here…❤️Ready to level up your confidence and connection? Check out The Art of Flirting workshop at Conscious Love Connections. Learn how to bring more playfulness and authenticity to your interactions!Every single link ever mentioned as a Sponsor and info all about me🚂All My Links To Learn More About MeMy WebsiteOnlyfansLinktreeSex CoachingFind me on social mediaIGTikTokSupport the show🎙️ The Pineapple Express PodcastSubscribe to my Substack for exclusive content: The Pineapple Express Substack. 💡 Events & Coaching Coaching sessions: Book time with me. 💜 Advocacy & Community Action Support equity and sexual freedom with the National Coalition for Sexual Freedom.OPEN's Free Peer Support Group 🛍️ Exclusive Deals Just for You FirmTech Wearable Tech | Male Enhancement Rings | Shop now and get 15% off with code sexyswingerchick. SENSE Shop | Condoms & Lube | Explore the collection and save 15% with code sexyswingerchic. Sultry Vixen Dancewear | Exotic Outfits | Shop here and enjoy 15% off with code sexyswingerchic. 💬 Let’s keep the conversation going! Follow me for updates, insights, and inspiration: Instagram:@Thepineappleexpresspodca...

Nov 22, 2024 • 1h 19min
90:Non-Monogamy, Mental Health, and Sexual Liberation with Ann Russo
Send us a textWelcome to The Pineapple Express Podcast! In this episode, we talk about the transformative intersection of non-monogamy, mental health, and sexual empowerment with the inspiring Ann Russo. Ann is a radical educator, writer, and activist committed to building liberatory practices rooted in care, accountability, and collective well-being.Together, we explore how embracing non-monogamy can be a path to personal growth and emotional resilience. Ann shares their insights into dismantling societal norms that often suppress sexual agency and how embracing relational diversity can enhance mental health and create more meaningful, empowered connections.Join us for a thought-provoking discussion on:Practical ways to navigate mental health challenges within non-monogamy.The role of community care in sexual liberation.How to build relationships rooted in respect, authenticity, and joy.Whether you’re curious about non-monogamy, a seasoned explorer, or simply looking to expand your understanding of radical relational practices, this episode is packed with wisdom and inspiration. Tune in and let’s reimagine connection and empowerment together!✨ Let’s keep the conversation going: Share your thoughts and follow The Pineapple Express Podcast for more episodes on non-monogamy, intimacy, and sex-positive living.Support the show🎙️ The Pineapple Express PodcastSubscribe to my Substack for exclusive content: The Pineapple Express Substack. 💡 Events & Coaching Coaching sessions: Book time with me. 💜 Advocacy & Community Action Support equity and sexual freedom with the National Coalition for Sexual Freedom.OPEN's Free Peer Support Group 🛍️ Exclusive Deals Just for You FirmTech Wearable Tech | Male Enhancement Rings | Shop now and get 15% off with code sexyswingerchick. SENSE Shop | Condoms & Lube | Explore the collection and save 15% with code sexyswingerchic. Sultry Vixen Dancewear | Exotic Outfits | Shop here and enjoy 15% off with code sexyswingerchic. 💬 Let’s keep the conversation going! Follow me for updates, insights, and inspiration: Instagram:@Thepineappleexpresspodca...

Nov 15, 2024 • 48min
89:Protecting Lifestyle Clubs And The Fight for Consensual Adult Spaces in Acadia Parish and Beyond
Send us a textIn this impactful episode of The Pineapple Express Podcast, host Kiley George explores the proposed Acadia Parish ordinance targeting sexually oriented businesses and its potential consequences for lifestyle clubs and consensual adult spaces. Discover why these spaces are essential for people practicing non-monogamy, swinging, and ethical open relationships, and how misconceptions about them drive unfair laws under the guise of "public safety."Kiley shares parallels from The Champagne Club’s legal challenges and explains how ordinances like this threaten sexual freedom and the availability of safe, supportive spaces for adults. Learn why protecting these communities is a fight for personal freedom and how you can take action.Visit ncsfreedom.org for resources and advocacy tools. Subscribe now, share this episode with your community, and help protect consensual adult spaces. Together, we can safeguard the right to explore relationships freely and safely.How to Support NCSF and Their Call to Action:Write a Statement of Opposition:Draft a letter opposing the proposed ordinance and use the https://ncsfreedom.org/2024/11/07/call-to-action-say-no-to-the-proposed-acadia-parish-sexually-oriented-businesses-ordinance/ to find out who to send it to. Share your perspective on why protecting consensual adult spaces is essential for the community.Make Calls to Local Officials:Reach out to Acadia Parish officials to express your opposition to the ordinance. Be respectful but firm in advocating for the rights of consensual adult spaces.Send Emails to Acadia Parish Leadership:Use NCSF’s templates or craft your own email explaining the negative impacts of the proposed ordinance and urging them to vote against it.Leverage Social Media:Share the NCSF’s call to action link and raise awareness about the ordinance. Use hashtags like #ProtectAdultSpaces, #SexualFreedom, and #Support the show🎙️ The Pineapple Express PodcastSubscribe to my Substack for exclusive content: The Pineapple Express Substack. 💡 Events & Coaching Coaching sessions: Book time with me. 💜 Advocacy & Community Action Support equity and sexual freedom with the National Coalition for Sexual Freedom.OPEN's Free Peer Support Group 🛍️ Exclusive Deals Just for You FirmTech Wearable Tech | Male Enhancement Rings | Shop now and get 15% off with code sexyswingerchick. SENSE Shop | Condoms & Lube | Explore the collection and save 15% with code sexyswingerchic. Sultry Vixen Dancewear | Exotic Outfits | Shop here and enjoy 15% off with code sexyswingerchic. 💬 Let’s keep the conversation going! Follow me for updates, insights, and inspiration: Instagram:@Thepineappleexpresspodca...

Nov 8, 2024 • 1h 33min
88: Layers of Liberation: Exploring Feminism And Non Monogamy with Mel Cassidy
Send us a textIn this powerful episode of The Pineapple Express, Kiley sits down with Mel Cassidy to dive deep into the intersectionality of feminism. Together, they unpack how feminist values overlap with diverse identities, exploring the unique challenges and triumphs of navigating gender, race, sexuality, and non-monogamy. They’ll discuss the evolution of intersectional feminism, its impact on modern relationships, and how inclusivity in feminist spaces can create a stronger, more resilient movement. Perfect for anyone passionate about social justice, personal empowerment, and inclusive feminism, this conversation will inspire and challenge listeners to rethink their role in creating a more equitable world.Support the show🎙️ The Pineapple Express PodcastSubscribe to my Substack for exclusive content: The Pineapple Express Substack. 💡 Events & Coaching Coaching sessions: Book time with me. 💜 Advocacy & Community Action Support equity and sexual freedom with the National Coalition for Sexual Freedom.OPEN's Free Peer Support Group 🛍️ Exclusive Deals Just for You FirmTech Wearable Tech | Male Enhancement Rings | Shop now and get 15% off with code sexyswingerchick. SENSE Shop | Condoms & Lube | Explore the collection and save 15% with code sexyswingerchic. Sultry Vixen Dancewear | Exotic Outfits | Shop here and enjoy 15% off with code sexyswingerchic. 💬 Let’s keep the conversation going! Follow me for updates, insights, and inspiration: Instagram:@Thepineappleexpresspodca...