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

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

Kiley ‘Sexyswingerchic’ thepineappleexpresspodcast.buzzsprout.com

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 swinging
  • Monogamy after openness (or vice versa)
  • Relationship transitions, breakups, and rediscovering self-worth
  • ADHD, neurodivergence, and nervous system repair in love
  • Sexual empowerment and authentic connection


Each episode blends real-time storytelling, expert interviews, and unfiltered reflections on:

  • Ethical non-monogamy, polyamory, and swinging
  • Emotional intelligence and intimacy and of course SEX 
  • Boundaries, communication, and healing attachment wounds
  • Queerness, identity exploration, and sex-positivity
  • Neurodivergent love, pleasure, and partnership

You’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.














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Episodes

85: Are You Poly-Curious and a Swinger? With DirtyLola

Send us a text The Pineapple Express Podcast: Polycurious Swinging with DirtyLola In 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 rel...

Oct 18, 20241 hr 16 min

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

Send us a text The Pineapple Express Podcast: The Making of Open: A Journey Through Love and The Real Swingers You Should Be Watching with Roderick Stevens In this captivating episode of the Pineapple Express Podcast , host Kiley sits down with filmmaker Roderick Stevens to discuss his groundbreaking documentary Open: A Journey Through Love . They dive deep into the inspiration behind the film, which chronicles the authentic lives and love stories of real swingers and non-monogamous couples. Tog...

Oct 11, 20241 hr 19 min

83: The Controversy of Performative Bisexuality In Swinging With Violet Fawkes

Send us a text The Pineapple Express Podcast: Performative Bisexuality in Swinging and Non-Monogamy Spaces with Violet Fawkes In 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 ha...

Oct 04, 20241 hr 31 min

82: Embracing Consent Mistakes In Non Monogamy and Swinging With Consent Educator Mia Schachter

Send us a text Pineapple Express Podcast: Embracing Consent Mistakes in Non-Monogamy and Swinging with Consent Educator Mia Schachter In 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 importa...

Sep 27, 202458 min

81: Enthusiastic Consent in Swinging, Kink and Non Monogamy Spaces with Susan Wright From NCSF

Send us a text Pineapple Express Podcast: Enthusiastic Consent in Swinging, Kink, and Non-Monogamy Spaces with Susan Wright from NCSF In 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 ...

Sep 20, 20241 hr 22 min

80: Empowered Consent In Non Monogamy And Swinging with Ally Iseman

Send us a text Pineapple Express Podcast: Empowered Consent in Non-Monogamy and Swinging with Ally Iseman In 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, fosteri...

Sep 13, 20241 hr 10 minSeason 2Ep. 23

79:Embodied Consent with Dr. Hazel Grace Yates

Send us a text On 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 t...

Sep 06, 20241 hr 21 minSeason 2Ep. 29

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. Thoui...

Aug 30, 20241 hr 15 minSeason 2Ep. 28

77: Monogamy? In This Economy? Unpacking Polyamory and Family Relationship Dynamics with Laura Boyle

Send us a text Welcome 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 explo...

Aug 23, 20241 hr 13 minSeason 2Ep. 27

76: Flexing Beyond The Gym: Dealing with Emotions and Jealousy From A Man's Perspective In the Swinger Lifestyle

Send us a text Welcome 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...

Aug 16, 20241 hr 13 minSeason 2Ep. 26

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

Send us a text Support the show 🎙️ The Pineapple Express Podcast Subscribe 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.thenonmonogamycar...

Jul 19, 20241 hr 8 min

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

Send us a text In 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/ ...

Jul 12, 20241 hr 5 minSeason 2Ep. 13

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

Send us a text Support the show 🎙️ The Pineapple Express Podcast Subscribe 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.thenonmonogamycar...

Jul 05, 202445 min

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

Send us a text Support the show 🎙️ The Pineapple Express Podcast Subscribe 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.thenonmonogamycar...

Jul 04, 202447 minSeason 2Ep. 13

71: Creating Inclusive Swinger Event Spaces with ISH Owner Pumpkin

Send us a text Support the show 🎙️ The Pineapple Express Podcast Subscribe 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.thenonmonogamycar...

Jun 28, 20241 hr 17 min

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

Send us a text Support the show 🎙️ The Pineapple Express Podcast Subscribe 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.thenonmonogamycar...

Jun 21, 202448 minSeason 2Ep. 19

69: The Pelvic Floor and Pleasure with Cara Turquist

Send us a text Support the show 🎙️ The Pineapple Express Podcast Subscribe 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.thenonmonogamycar...

Jun 14, 20241 hr 15 min

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

Send us a text In 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 ...

Jun 07, 20241 hr 14 minSeason 2Ep. 17

67: Navigating Swinging as a Newbie with Jess Nonmonogamous_newbies

Send us a text Support the show 🎙️ The Pineapple Express Podcast Subscribe 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.thenonmonogamycar...

May 31, 20241 hr 8 min

66: The Ultimate Guide to Naughty in Nawlins with The Accidental Swingers Podcast

Send us a text What is Naughty in Nawlins? "Naughty in Nawlins" is a well-known swingers and lifestyle convention held annually in New Orleans, Louisiana. It's one of the largest events of its kind, attracting couples and singles from around the world who are interested in alternative lifestyles, open relationships, and sexual exploration. For anyone interested, it's advised to review event details, rules, and codes of conduct on the official Naughty in Nawlins website to ensure a fulfilling and...

May 17, 20241 hr 20 minSeason 2Ep. 16

65: Uncovering Shame in Sexuality as a Swinger with Sex and Intimacy Coach Deborah Kat

Send us a text Support the show 🎙️ The Pineapple Express Podcast Subscribe 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.thenonmonogamycar...

May 10, 20241 hr 21 minSeason 2Ep. 6

64: Sex Work and Human Design with Samantha Zagar

Send us a text Support the show 🎙️ The Pineapple Express Podcast Subscribe 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.thenonmonogamycar...

May 03, 20241 hr 5 min

63: Embracing Inclusion in Non Monogamy Communities with DEI expert ThatInclusionLady

Send us a text In this episode of the podcast, we talk about all things inclusion within the non-monogamy community, featuring the expertise of Ama, affectionately known as "That Inclusion Lady." A renowned Diversity, Equity, and Inclusion (DEI) Coach, Ama brings a wealth of knowledge, insight, and passion to our discussion, shedding light on the challenges, triumphs, and the often overlooked importance of being inclusive in non-monogamous spaces. As our community continues to grow and evolve, t...

Apr 26, 20241 hr 18 minSeason 2Ep. 13

61: ED Solutions For Men in the Swinger Lifestyle with Dr. Elliot Justin

Send us a text In this episode of The Pineapple Express Podcast Kiley talks with Dr Elliot Justin about Firmtech, Elliot Justin, MD, FACEP is an Emergency Medicine specialist, telemedicine expert and sex toy enthusiast. His goal is to help all men and women sustain their sexual fitness, and if they develop ED to reverse or impede its progression. This will be achieved by providing personal data via scientifically designed under wearables and more effective and comfortable cock rings and vibrator...

Apr 12, 20241 hr 12 minSeason 2Ep. 11

60: Human Design and Spirituality in Swinger Settings with Aycee Brown

Send us a text Support the show 🎙️ The Pineapple Express Podcast Subscribe 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.thenonmonogamycar...

Apr 05, 20241 hr 10 minSeason 2Ep. 10

59: Body Positivity in The Swinger Lifestyle: A Candid Heartfelt Conversation With Em from Voluptuous Vixen

Send us a text Support the show 🎙️ The Pineapple Express Podcast Subscribe 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.thenonmonogamycar...

Mar 29, 20241 hr 35 min

58: From Couple To Throuple: Exploring Non Monogamy in the Media with InfinitePolyAm

Send us a text Support the show 🎙️ The Pineapple Express Podcast Subscribe 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.thenonmonogamycar...

Mar 22, 20241 hr 19 minSeason 2Ep. 7

57: Exploring Body Diversity and Inclusivity in the Swinger Lifestyle with Cara Turnquist

Send us a text Kiley and Cara delve into the beauty of body diversity within the swinger lifestyle, on the latest juicy episode of the Pineapple Express podcast! Find out more about Cara by following her on her social media https://www.instagram.com/caraturnquist?igsh=MXZpcjkwZGU4eHdkaQ== All My Links To Learn More About Me https://sexyswingerchic.net/ Onlyfans https://onlyfans.com/sexyswingerchic Find me on social media IG https://www.instagram.com/thepineappleexpresspodcast?igsh=MWdhZ2owY3d0dD...

Mar 15, 20241 hr 20 minSeason 2Ep. 6

56: A Sit Down With The Mind and Storyteller Behind the New Book Entwined: Essays on Polyamory and Home: Alex Alberto

Send us a text Listen as Kiley and Alex discuss their book Entwined Essays on Polyamory and Home. This book is about Alex’s’ personal experiences with non monogamy. Alex and Kiley get candid about the journey of non monogamy and you will even see how alike their journeys truly are. If you wanna get your hands on a copy of the book or learn more about Alex visit their link tree 👇🏻 https://linktr.ee/thatalexalberto?fbclid=PAAabLFphX5ctl9UiuolMvFsYvkfm3RYYdzKGmdQok2zp9I7z9zCWB3IpdBP8_aem_AWx-T15R...

Mar 08, 20241 hr 6 minSeason 2Ep. 5

55: All About Sexual Health Stigmas Associated With The Swingers Lifestyle and STI's with Dr. Shieva G

Send us a text Kiley sits down with Dr Shieva G and they talk about the stigmas associated with swinging and sexual health. For more in dr shieva g make sure you’re following their socials. https://www.drshievag.com/?fbclid=PAAaZ8jfngRp6zGVw8KT8z-8RMGAxPqZYly054MqZ1452zAHEyUJHDhu4x7tY_aem_AWxtv23W55bZmCngaZvvOE3ehRRq3TVCFki0EEVrarWrZnN3j0diape0XmnCrgNN5JY To find out more about a tribe called V check out the website https://www.tribecalledv.com/ About Dr Shieva G: Dr Shieva Ghofrany strives to h...

Mar 01, 20241 hr 16 minSeason 2Ep. 4
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