The Pineapple Express—A Millennial Swingers Podcast
Kiley ‘Sexyswingerchic’
New Episode Every Week on The Pineapple Express: A Millennial Swinger's Podcast Real Insights & Real Talk on Non-Monogamy, Sex Work, and Sex Positivity!Join me...
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 a place in every kind of relationship.🎙️ 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 | Join the event here.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 YouFirmTech 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 | ShSupport the show
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1:17:50
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 | Join the event here.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 YouFirmTech 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:@ThepineappleexpresspodcastTikTok: @SexyswingerchicpineappleFacebook: Kiley Ann Support the show
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1:37:41
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 | Learn more & register.Boundaries Are Sexy: Building Trust in the Swinger Lifestyle | Join the event here.Coaching sessions: Book time with me.💜 Advocacy & Community Action Support equity and sexual freedom with the National Coalition for Sexual Freedom.🛍️ Exclusive Deals Just for YouFirmTech 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:@ThepineappleexpresspodcastTikTok: @SexyswingerchicpineappleFacebook: Support the show
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1:10:54
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 | Learn more & register.Boundaries Are Sexy: Building Trust in the Swinger Lifestyle | Join the event here.Coaching sessions: Book time with me.💜 Advocacy & Community Action Support equity and sexual freedom with the National Coalition for Sexual Freedom.🛍️ Exclusive Deals Just for YouFirmTech 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:@Thepineappleexpresspodcast TikTok: @SexyswingeSupport the show
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1:15:57
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 mediaIGTikTokCleveland area Non Monogamous humans join our Facebook groupSupport the show
About The Pineapple Express—A Millennial Swingers Podcast
New Episode Every Week on The Pineapple Express: A Millennial Swinger's Podcast Real Insights & Real Talk on Non-Monogamy, Sex Work, and Sex Positivity!Join me, Kiley a millennial swinger, as I take you on a raw and unfiltered journey through the worlds of non-monogamy, sex work, and sex positivity. Every week, I sit down with guests who are breaking boundaries and embracing sexual freedom—from sex workers and swingers to advocates of open relationships and inclusivity. This podcast is your go-to space for relationship advice, exploring the lifestyle, and building confidence in your own sexual identity.Why Listen?Get Real Advice on navigating non-monogamy and open relationships from a Non-Monogamous Sex and Intimacy Coach. Hear from Experts in sex work, relationship dynamics, non monogamy and sex positivity.Feel Empowered in a space that prioritizes inclusivity and authenticity.Tune in and ride along on the The Pineapple Express Podacast, where we normalize sexual freedom and inspire a more inclusive world—one conversation at a time. Don’t miss out on this essential podcast for anyone curious about non-traditional relationships and sexual liberation.
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