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

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 IGSupport 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...

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 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...

Jul 19, 2024 • 1h 8min

75: How to Recover From a Bad Swinging Experience with Dr. Rachael Meir

Send us a textSupport 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...

Jul 12, 2024 • 1h 5min

74: The Week Of Visibility For Non Monogamy With Brett Chamberlin The Co Founder Of OPEN

Send us a textIn this episode of The Pineapple Express Podcast Kiley talks with Brett Chamberlin the co founder of OPEN about the week of visibility for non monogamy. They talk about how by promoting visibility, challenging stereotypes, and celebrating love in all its forms, we can pave the way for a world where non-monogamous families and relationships are not just accepted but celebrated.To learn more about The Week Of Visibility and OPEN follow these links https://www.weekofvisibility.com/https://www.open-love.org/Book Naughty In Nawlins 2025https://members.naughty-events.com/events/53925/orders/new?promoter_id=534988All My Links To Learn More About Mehttps://sexyswingerchic.net/Onlyfans https://onlyfans.com/sexyswingerchicFind me on social media IG https://www.instagram.com/thepineappleexpresspodcast?igsh=MWdhZ2owY3d0dDhlNQ%3D%3D&utm_source=qrTikTok https://www.tiktok.com/@sexyswingerchic91?_t=8k7KsW0pvQI&_r=1Cleveland area Non Monogamous humans join our Facebook group https://www.facebook.com/share/pLzqD9XNXyUFnyEs/?mibextid=K35XfPIf you like this podcast leave us a review to let other listeners know what you like we are always looking to improve what we can do for you. For a personalized coaching session with me book on my website https://www.consciousloveconnections.com/Don’t forget to sign up for our newsletter and stay up to date on All Things Pineapple Express 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...

Jul 5, 2024 • 45min

73: Naughty In Na'wlins 2024: Unpacking Trauma Before I Unpack My Bags and More Juicy Behind the Scenes Details About Naughty In Na'wlins 2024

Jul 4, 2024 • 47min

72: All The Naughty In Na'wlins Tea and My Emotional Story Leading Up To The Event

Jun 28, 2024 • 1h 17min

71: Creating Inclusive Swinger Event Spaces with ISH Owner Pumpkin

Jun 21, 2024 • 48min

70: Swinger Event Planning: The Ultimate Guide to Preparing for a Large Swinger Event + Naughty in Nawlins Details

Jun 14, 2024 • 1h 15min

69: The Pelvic Floor and Pleasure with Cara Turquist

Jun 7, 2024 • 1h 14min

68: Creating Space For Community In Non Monogamy With Noa Elan

Send us a textIn this episode, we sit down with Noa Elan, the CEO of the Plura app, to delve into a thought-provoking conversation about community in non-monogamy. Join us as we explore the importance of finding like-minded individuals, building a supportive community, and navigating the complexities of non-traditional relationships. Tune in to Pineapple Express for a meaningful dialogue that celebrates diversity, love, and the power of community in redefining relationships.Join the Plura App https://apps.apple.com/us/app/plura-meet-partners-friends/id1528252601Join the movement with me! Together, we can normalize non-monogamyBy promoting visibility, challenging stereotypes, and celebrating love in all its forms, we can pave the way for a world where non-monogamous families and relationships are not just accepted but celebrated.Check out https://www.weekofvisibility.com/Thrilled to announce that I will be speaking at #Poly4Paly, a fundraiser by @polyphiliablog featuring 20+ non-monogamous creators sharing polyamory tips and stories to support people who really need our help right now. It's happening in two weeks, so register now - and everyone gets a copy of the recording, so if you can't attend live you miss nothing (except for the opportunity to say hello to me live, of course!)https://poly4paly.eventbrite.com/There’s still time to book Naughty in Nawlins book until June 10You can still get your tickets and book the event using my code https://members.naughty-events.com/events/53925/orders/new?promoter_id=534988All My Links To Learn More About Mehttps://sexyswingerchic.net/Onlyfans https://onlyfans.com/sexyswingerchicFind 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 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...

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