The Pineapple Express: A Millennial’s Guide to Love, Sex Positivity, Non-Monogamy, Polyamory & Swinging

Kiley ‘Sexyswingerchic’

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.

Episodes

Mentioned books

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 Get The Non Monogamy Card Game and use my exclusive code PINEAPPLE10 for 10% Off https://www.thenonmonogamycardgame.com/products/the-game 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 up...

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 Get The Non Monogamy Card Game and use my exclusive code PINEAPPLE10 for 10% Off https://www.thenonmonogamycardgame.com/products/the-game 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 up...

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 Get The Non Monogamy Card Game and use my exclusive code PINEAPPLE10 for 10% Off https://www.thenonmonogamycardgame.com/products/the-game 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 up...

Dec 13, 2024 • 1h 3min

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 #NCSFActiSupport 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 Get The Non Monogamy Card Game and use my exclusive code PINEAPPLE10 for 10% Off https://www.thenonmonogamycardgame.com/products/the-game 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 up...

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 Get The Non Monogamy Card Game and use my exclusive code PINEAPPLE10 for 10% Off https://www.thenonmonogamycardgame.com/products/the-game 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 up...

Nov 1, 2024 • 1h 11min

87: Male Bisexuality And It's Evolution In Non Monogamy with "Boyslut" Zachary Zane

Send us a textGet ready for an eye-opening and no-holds-barred conversation on this episode of The Pineapple Express Podcast! We’re joined by Zachary Zane—an acclaimed writer, and the brilliant mind behind Boyslut: A Memoir and Manifesto. We talk all things evolutionary, including the evolution of male bisexuality in the world of swinging and non-monogamy.Zachary shares personal stories and insights on what it’s like to navigate bisexual identity as a man, breaking down outdated stigmas and discussing how the swinging community is becoming more inclusive. We talk openly about the challenges and triumphs of being a bi man in non-monogamous relationships, how sexual fluidity is being embraced, and why representation matters.This episode is packed with real talk, laughs, and some seriously empowering moments. If you’re curious about male bisexuality in the swinging lifestyle or want to learn how non-monogamy is evolving, you won’t want to miss this raw and engaging chat. Tune in and join us for an unfiltered look at sex, sexuality, and everything in between!Follow my favorite ‘BoySlut’ on social media Instagram https://www.zacharyzane.com/Get a copy of Boy Slut 🍍🍍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 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 Get The Non Monogamy Card Game and use my exclusive code PINEAPPLE10 for 10% Off https://www.thenonmonogamycardgame.com/products/the-game 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 up...

Oct 25, 2024 • 59min

86:Swinger Horror Stories: Avoiding Newbie Nightmares – Vetting Clubs, Dodging Scams, and Protecting Your Privacy

Send us a textIn this episode of The Pineapple Express Podcast, I reveal the secrets to avoiding newbie swinger horror stories and protecting your privacy in the lifestyle. Whether you’re just starting out or looking to refine your experiences, I'll give you the tools you need to vet swinger clubs, avoid scams, and stay safe on social media. Don't let your fantasy turn into a nightmare—swing smarter with our essential tips.I also highlight venues like The Body Shop,https://bodyshopclubs.com/events a trusted space for swingers that prioritizes discretion and safety. From safeguarding your identity to selecting the right events, this episode is your ultimate guide for a smooth, enjoyable swinger experience.Key Takeaways:Vetting swinger clubs: Learn how to research and select trustworthy swinger venues like The Body Shop.Avoiding scams: Spot the red flags and avoid being scammed when navigating the swinger scene.Protecting your privacy: Find out how to safeguard your identity and prevent getting outed on social media.Real-life horror stories: Hear firsthand accounts of swinger mishaps and how to avoid them.Swing with confidence: Gain practical tips to swing smarter, ensuring a safe and enjoyable experience every time.🍍🍍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 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 Get The Non Monogamy Card Game and use my exclusive code PINEAPPLE10 for 10% Off https://www.thenonmonogamycardgame.com/products/the-game 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 up...

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