

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

Oct 18, 2024 • 1h 16min
85: Are You Poly-Curious and a Swinger? With DirtyLola
Send us a textThe Pineapple Express Podcast: Polycurious Swinging with DirtyLolaIn this exciting episode of the Pineapple Express Podcast, host Kiley sits down with the unapologetically bold DirtyLola, a sex educator and polyamory advocate, to dive deep into the world of polycurious swinging. Join them as they explore the intersections of non-monogamy, swinging, and curiosity about polyamorous relationships. DirtyLola shares her personal journey of embracing ethical non-monogamy, offering relatable stories and expert insights on how to navigate these dynamic relationship styles. Together, they break down myths, highlight the importance of clear communication, and discuss how to create safer, consent-driven spaces for sexual exploration.Whether you're just beginning to explore non-monogamy or you're a seasoned swinger looking to learn more about polyamory, this episode is packed with practical tips and engaging conversations to inspire your journey. Tune in to hear how curiosity and openness can lead to more fulfilling, connected relationships.Tune in to learn:What it means to be polycurious as a swinger.How to communicate effectively about boundaries and desires.Tips from DirtyLola on balancing multiple relationships.🍍🍍 Connect with Lola🍍🍍https://www.dirtylola.co/[Follow DirtyLola on Social Media]🍍🍍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 mediaIGSupport 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 11, 2024 • 1h 19min
84: The Making Of Open A Journey Through Love and The Real Swingers You Should Be Watching Instead Of Those Mormon Wives With Roderick Stevens
In this engaging discussion, filmmaker Roderick Stevens, known for his documentary "Open: A Journey Through Love," dives into the world of ethical non-monogamy. He highlights the importance of authentic representation in media, contrasting genuine portrayals with sensationalized versions often seen on reality TV. Roderick emphasizes the significance of boundaries and communication in swinging relationships. The conversation also touches on inspiring stories from diverse participants, showcasing the evolving landscape of alternative relationships.

Oct 4, 2024 • 1h 31min
83: The Controversy of Performative Bisexuality In Swinging With Violet Fawkes
Send us a textThe Pineapple Express Podcast: Performative Bisexuality in Swinging and Non-Monogamy Spaces with Violet FawkesIn this thought-provoking episode of the Pineapple Express Podcast, host Kiley is joined by sex writer and educator Violet Fawkes to discuss the concept of performative bisexuality within swinging and non-monogamy spaces. Together, they explore how bisexuality is often misunderstood or exploited for the pleasure of others in non-monogamous settings and the impact this has on genuine sexual expression and identity.Violet shares her insights on how to navigate these dynamics while fostering an environment of authenticity, consent, and self-awareness. This episode offers a deep dive into the complexities of bisexuality, how it intersects with gender and sexual politics, and ways to create more inclusive, respectful communities.What you’ll learn:The meaning of performative bisexuality in non-monogamy and swinging.How to foster authentic bisexual expression in sexual relationships.Violet Fawkes’ expert advice on creating more inclusive and respectful non-monogamous spaces.🍍🍍 Connect with Us 🍍🍍https://violetfawkes.com/[Follow Violet Fawkes on Social Media]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 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...

Sep 27, 2024 • 58min
82: Embracing Consent Mistakes In Non Monogamy and Swinging With Consent Educator Mia Schachter
Send us a textPineapple Express Podcast: Embracing Consent Mistakes in Non-Monogamy and Swinging with Consent Educator Mia SchachterIn this insightful episode of the Pineapple Express Podcast, host Kiley welcomes Mia Schachter, a renowned consent educator, for an open and honest discussion about embracing mistakes in non-monogamy and swinging. Mia shares her unique perspective on how consent is an ongoing learning process, especially in dynamic relationship styles. They talk about the importance of acknowledging mistakes, learning from them, and creating a culture of accountability and growth.Whether you're new to non-monogamy or a seasoned swinger, this episode offers invaluable insights into how to navigate the complexities of consent while maintaining trust, communication, and emotional safety.What you’ll learn:How to handle consent mistakes and turn them into learning opportunities.The importance of ongoing consent and clear communication in non-monogamy and swinging.Practical advice from Mia Schachter on fostering a culture of accountability and growth in your relationships.🍍🍍 Connect with Us 🍍🍍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 groupAffiliateShameless CareSupport 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...

Sep 20, 2024 • 1h 22min
81: Enthusiastic Consent in Swinging, Kink and Non Monogamy Spaces with Susan Wright From NCSF
Send us a textPineapple Express Podcast: Enthusiastic Consent in Swinging, Kink, and Non-Monogamy Spaces with Susan Wright from NCSFIn this impactful episode of the Pineapple Express Podcast, host Kiley is joined by Susan Wright, the founder of the National Coalition for Sexual Freedom (NCSF), to explore the vital role of enthusiastic consent in swinging, kink, and non-monogamy communities. Together, they unpack how consent culture has evolved in these spaces, offering essential guidance for creating safe and respectful environments. Susan shares her extensive knowledge on the importance of clear communication, enthusiastic participation, and protecting boundaries within dynamic, non-traditional relationships.Whether you're curious about non-monogamy, actively involved in the swinging or kink communities, or simply want to deepen your understanding of consent, this episode delivers thoughtful, real-world strategies for building trust and fostering positive, consensual experiences.In this episode, you'll discover:The definition and importance of enthusiastic consent in non-monogamy, swinging, and kink.How to set and respect boundaries in consensual, safe environments.Expert advice from Susan Wright on navigating complex relationship dynamics.🍍🍍 Connect with Us 🍍🍍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 MonogSupport 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...

Sep 13, 2024 • 1h 10min
80: Empowered Consent In Non Monogamy And Swinging with Ally Iseman
Send us a textPineapple Express Podcast: Empowered Consent in Non-Monogamy and Swinging with Ally IsemanIn this empowering episode of the Pineapple Express Podcast, host Kiley welcomes Ally Iseman, a passionate advocate for ethical non-monogamy and consent-based communication. Together, they unpack the complexities of consent in non-monogamous and swinging communities, offering listeners a deep dive into the principles of empowered consent. Ally shares her expertise on building trust, fostering open dialogue, and setting clear boundaries in dynamic relationship styles, providing invaluable tools for navigating ethical relationships.This episode is a must-listen for anyone exploring non-monogamy or swinging, looking to strengthen their communication skills, or seeking to create safer and more fulfilling relationships. Tune in for thoughtful insights, real-life examples, and actionable advice on how to prioritize consent in your intimate connections.What you'll learn:The importance of empowered consent in non-monogamy and swinging.How to navigate boundaries, desires, and agreements with confidence.Practical tips from Ally Iseman on creating trust and respect in relationships.🍍🍍 Connect with Us 🍍🍍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 groupAffiliateSupport 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...

Sep 6, 2024 • 1h 21min
79:Embodied Consent with Dr. Hazel Grace Yates
Send us a textOn the Pineapple Express podcast, host Kiley engages in a heartfelt conversation with Dr. Hazel Grace, a trauma-informed sex educator known for their empathetic approach to navigating complex topics surrounding sexuality. In this enlightening episode, they delve into the crucial concept of embodied consent, emphasizing its importance in fostering healthy relationships and self-awareness. Dr. Grace shares their expertise on how understanding one's own body and boundaries can lead to more meaningful connections, ultimately transforming the way individuals approach intimacy. Through candid discussions and relatable anecdotes Dr. Grace creates a warm and empowering atmosphere, encouraging listeners to embrace vulnerability and prioritize consent in their everyday lives.Dr. Hazel Grace Yates (They/Them) is a trauma-informed somatic sex educator and a certified sexological bodywork practitioner.Ph.D. in Human Sexuality (Institute of Advanced Studies of Human Sexuality) Masters in Education (Education for the Blind from Western Michigan University)Certified Sex Coach (Dr. Patti Britton)Certified Somatic Sex Educator and Sexological Bodyworker (Somatic Sex Educators Association)Queer Competency Certification (Embody Emerge)Trauma-Informed Somatic Practitioner (Bridging Soma and Soul Certification)Femme Dom Training (Midori)Certified Circling Facilitator (The Integral Center)Tantra Counselor (Shawn Roop – TantraQuest)Authentic Man Program Facilitator (AMP) Extensive training in Landmark EducationLearn more about Dr Hazel Grace Yates: Dr. Hazel’s Website🍍🍍My Turn🍍🍍Here’s all the info you’ll ever need to have at any point in time about me Literally everything is right here…Every single link ever mentioned as a Sponsor and info all about me🚂All My Links To Learn More About MeSupport 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...

Aug 30, 2024 • 1h 15min
78: The Compersion Connection With Dr. Marie Thouin Author of the book What is Compersion? Understanding Positive Empathy in Consensually Non-Monogamous Relationships
Send us a text[Welcome to another episode of the Pineapple Express podcast, where we explore the juicy and vibrant world of relationships! Today, we have a special guest with us—Dr. Marie Thouin, author of 'What is Compersion? Understanding Positive Empathy in Consensually Non-Monogamous Relationships.' In this enlightening episode, we’ll dive into the transformative concept of compersion, a feeling of joy and empathy that arises when we see our partners thrive in other relationships. Dr. Thouin will share her insights on how understanding compersion can deepen connections, enrich our experiences, and foster healthier dynamics in consensually non-monogamous settings.Marie Thouin, PhD is the author of "What is Compersion? Understanding Positive Empathy in Consensually Non-Monogamous Relationships," the first-ever comprehensive scholarly book on compersion. She has been featured in several publications and podcasts, including ELLE, the Savage Lovecast, The Times of London, and HuffPost. Marie has also published seminal research studies, the first encyclopedia entry on compersion, and is the creator of www.WhatIsCompersion.com, a popular website that features her research, blogs, and resources on the topic of compersion. She is the Founder of Love InSight, a Mindful Dating & Relationship Coaching practice where she supports and guides people of all backgrounds and relational orientations to create intentional and vibrant love lives.Find Marie on IG Get a copy of the book 📕🍍🍍My Turn🍍🍍Here’s all the info you’ll ever need to have at any point in time about me Literally 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 WebsiteOnlyfans LinktreeSex Coaching 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...

10 snips
Aug 23, 2024 • 1h 13min
77: Monogamy? In This Economy? Unpacking Polyamory and Family Relationship Dynamics with Laura Boyle
Send us a textWelcome back to another exciting episode of the Pineapple Express Podcast, where we dive into the multifaceted world of relationships, love, and everything in between. I’m your host, Kiley, and today we have an exceptional guest joining us—Laura Boyle, the brilliant mind behind the thought-provoking book *Monogamy? In this Economy?*.In this conversation, Laura shares her insights on polyamory, modern relationships, and the changing dynamics of love in today's society. We'll explore the ideas behind her book, discussing how people can navigate different types of relationships and the challenges and rewards that come with them. It's a must-listen for anyone curious about alternative relationship styles and looking for a fresh perspective.So, grab your favorite drink, get comfortable, and join us as we embark on this enlightening journey with Laura Boyle.---Enjoy the episode!Find out more about @readyforpolyamory Here is Laura’s Linktree with all of her information, socials and website Linktree Here’s a link to get a copy of the book🍍🍍My Turn🍍🍍Here’s all the info you’ll ever need to have at any point in time about me Literally 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 WebsiteOnlyfans LinktreeSex Coaching Find me on social media IG 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...

Aug 16, 2024 • 1h 13min
76: Flexing Beyond The Gym: Dealing with Emotions and Jealousy From A Man's Perspective In the Swinger Lifestyle
Send us a textWelcome back to another episode of the Pineapple Express Podcast, where we explore the diverse and fascinating world of alternative lifestyles and relationships. I’m your host, Kiley, and today we have a very important discussion lined up for you. Joining us is Matt Turnquist, a swinger and fitness enthusiast who is male identified. In this episode, Matt will chat with us about the emotional intricacies that men face while navigating the swinger lifestyle. We’ll tackle topics like jealousy, communication, and emotional well-being, shedding light on the often-overlooked male perspective. Whether you’re already part of the lifestyle or simply curious, this conversation promises valuable insights and practical advice.So, kick back, relax, and join us for an open and honest discussion about men's emotions and challenges in the swinger community with Matt Turnquist.---Enjoy the episode!Here’s how you can find Matt on IG 🍍🍍My Turn🍍🍍Here’s all the info you’ll ever need to have at any point in time about me Literally 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 WebsiteOnlyfans LinktreeSex Coaching Find me on social media IG TikTok Cleveland area Non Monogamous humans join our Facebook group Affiliate Shameless Care Promescent 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...


