The Pineapple Express Podcast—A Millennial Swinger Podcast

40
Sexuality #136

The Pineapple Express: A Millennial’s Guide to Love, Evolution, Relationships & Sex Positivity

🎙️ New Episode Every Week!

Yes, this used to be a swinger podcast… but things evolve. Just like we do.


Meet Kiley—queer menace, local witchy woman, non monogamous misfit-turned-monogamous, ADHD daydreamer, astrology nerd, ex-sex worker, and your favorite TikTok swinger-turned-relationship coach.


She’s here to stir the cauldron.


This space isn’t just about swinging anymore (though we’ll always have love for a well-planned orgy). It’s about modern relationships, real transformation, nervous system repair, intimacy after heartbreak, and letting your pleasure evolve with you.


Let’s talk about the messy, magical middle.

Let’s talk about sex, sexuality, and soul-level connection.

Let’s talk about what happens when the swinger girl becomes the soft, sacred version of herself—and still loves to fuck.


This is not your average relationship space.

This is Kiley’s world. You’re invited.



The Pineapple Express is a podcast for people navigating the messy, magical, and ever-evolving world of modern relationships.

Every week, we explore what it means to grow in love—whether you're monogamous, non-monogamous, polyamorous, curious, or completely redefining what partnership looks like for you.

This isn’t just another relationship podcast. It’s a real-time audio journal, a resource hub, and a safe space for conversations that go beyond the surface—rooted in sex positivity, emotional wellness, and authentic self-discovery.


🎙️ We dive into topics like:


  • Monogamy & Non-Monogamy

  • Ethical Slutdom, Polyamory & Conscious Relationships

  • Relationship Transitions & Emotional Growth

  • Queerness, Bisexuality & Identity Exploration

  • ADHD & Neurodivergence in Love

  • Communication, Boundaries & Intimacy

Whether you’re opening your relationship, closing it, rethinking how you love, or trying to love yourself better—The Pineapple Express is here to ride with you.

🛎️ New episodes drop weekly. Subscribe now and grow with us.


Why Listen?

Because you're tired of relationship advice that doesn’t reflect your reality. Whether you’re in a traditional relationship, ethically non-monogamous, figuring out your sexuality, or somewhere in between—this podcast is for you.

Hosted by Kiley, a certified sex and intimacy coach with lived experience in swinging, non-monogamy, and evolving into monogamous love, this show offers real, vulnerable, and often funny conversations about what it means to grow in partnership.

You’ll hear personal stories, expert interviews, and unfiltered reflections on love, identity, neurodivergence, boundaries, and becoming your most authentic self.

If you’ve ever asked, “Is it normal to change in love?”—this podcast says YES. And we talk about how.



 Subscribe now and ride The Pineapple Express, where we talk about love, sex, and everything in between—without judgment, just curiosity and connection.














Recent Episodes
  • Redesign Your Damn Relationship: Non Monogamy, Conscious Monogamy & Breaking the Rules with Dr. Joli Hamilton
    Apr 18, 2025 – 01:06:56
  • 102: The Other Side of Cheating— What Ashley Madison Can Teach Us About Modern Relationships with Paul Keable
    Apr 11, 2025 – 01:01:49
  • 101: Connective Sex And Non Monogamy With Reid from ReidAboutSex
    Apr 4, 2025 – 01:10:11
  • 100: Love, Soulmates & My Journey Back to Monogamy – Special Guest Tyler
    Mar 18, 2025 – 01:23:11
  • 99: Hierarchical Polyamory, Big Feelings, and Demisexuality:An Open Conversation with Laura Boyle
    Feb 21, 2025 – 01:08:26
  • 98:For Better or Even Better: 7 Lessons on Love & Life with Lauren Hayes SwingingLifestyleCoach
    Feb 14, 2025 – 01:04:11
  • 97: Men and Emotional Intelligence In Non Monogamous Relationships With Justin Nault
    Feb 6, 2025 – 01:11:45
  • 96: Holding Space for Heartache: Grief in the Swingers Lifestyle
    Jan 10, 2025 – 01:17:50
  • 95: Power, Domination, and Power Dynamics: Part 3 Lions, Tigers and Systems of Harm In Non Monogamy and Swinging OH MY!
    Jan 2, 2025 – 01:37:41
  • 94: Power, Domination, and Power Dynamics: Part 2 Some Wicked Lessons About Swinger Spaces
    Dec 28, 2024 – 01:10:54
  • 93:Power, Domination, and Power Dynamics: Part 1 Unpacking Privilege and Systems of Harm In Swinger Spaces
    Dec 20, 2024 – 01:15:57
  • 92: Swinging and Sex Without Shame With Dr. Tina Schermer Sellers
    Dec 13, 2024 – 01:02:41
  • 91:Non-Monogamy, Sex Work, and Challenging Societal Norms with Author Zara Shah
    Dec 6, 2024 – 01:18:30
  • 90:Non-Monogamy, Mental Health, and Sexual Liberation with Ann Russo
    Nov 22, 2024 – 01:19:24
  • 89:Protecting Lifestyle Clubs And The Fight for Consensual Adult Spaces in Acadia Parish and Beyond
    Nov 15, 2024 – 47:45
  • 88: Layers of Liberation: Exploring Feminism And Non Monogamy with Mel Cassidy
    Nov 8, 2024 – 01:32:45
  • 87: Male Bisexuality And It's Evolution In Non Monogamy with "Boyslut" Zachary Zane
    Nov 1, 2024 – 01:10:56
  • 86:Swinger Horror Stories: Avoiding Newbie Nightmares – Vetting Clubs, Dodging Scams, and Protecting Your Privacy
    Oct 24, 2024 – 59:02
  • 85: Are You Poly-Curious and a Swinger? With DirtyLola
    Oct 18, 2024 – 01:16:09
  • 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
    Oct 11, 2024 – 01:18:39
  • 83: The Controversy of Performative Bisexuality In Swinging With Violet Fawkes
    Oct 4, 2024 – 01:30:37
  • 82: Embracing Consent Mistakes In Non Monogamy and Swinging With Consent Educator Mia Schachter
    Sep 27, 2024 – 58:16
  • 81: Enthusiastic Consent in Swinging, Kink and Non Monogamy Spaces with Susan Wright From NCSF
    Sep 20, 2024 – 01:21:42
  • 80: Empowered Consent In Non Monogamy And Swinging with Ally Iseman
    Sep 13, 2024 – 01:10:19
  • 79:Embodied Consent with Dr. Hazel Grace Yates
    Sep 6, 2024 – 01:21:04
  • 78: The Compersion Connection With Dr. Marie Thouin Author of the book What is Compersion? Understanding Positive Empathy in Consensually Non-Monogamous Relationships
    Aug 30, 2024 – 01:14:37
  • 77: Monogamy? In This Economy? Unpacking Polyamory and Family Relationship Dynamics with Laura Boyle
    Aug 23, 2024 – 01:13:08
  • 76: Flexing Beyond The Gym: Dealing with Emotions and Jealousy From A Man's Perspective In the Swinger Lifestyle
    Aug 16, 2024 – 01:13:22
  • 75: How to Recover From a Bad Swinging Experience with Dr. Rachael Meir
    Jul 19, 2024 – 01:07:37
  • 74: The Week Of Visibility For Non Monogamy With Brett Chamberlin The Co Founder Of OPEN
    Jul 12, 2024 – 01:04:59
  • 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 5, 2024 – 45:13
  • 72: All The Naughty In Na'wlins Tea and My Emotional Story Leading Up To The Event
    Jul 4, 2024 – 47:18
  • 71: Creating Inclusive Swinger Event Spaces with ISH Owner Pumpkin
    Jun 28, 2024 – 01:17:24
  • 70: Swinger Event Planning: The Ultimate Guide to Preparing for a Large Swinger Event + Naughty in Nawlins Details
    Jun 21, 2024 – 48:20
  • 69: The Pelvic Floor and Pleasure with Cara Turquist
    Jun 14, 2024 – 01:14:45
  • 68: Creating Space For Community In Non Monogamy With Noa Elan
    Jun 7, 2024 – 01:13:36
  • 67: Navigating Swinging as a Newbie with Jess Nonmonogamous_newbies
    May 31, 2024 – 01:08:14
  • 66: The Ultimate Guide to Naughty in Nawlins with The Accidental Swingers Podcast
    May 17, 2024 – 01:20:07
  • 65: Uncovering Shame in Sexuality as a Swinger with Sex and Intimacy Coach Deborah Kat
    May 10, 2024 – 01:21:20
  • 64: Sex Work and Human Design with Samantha Zagar
    May 3, 2024 – 01:04:31
  • 63: Embracing Inclusion in Non Monogamy Communities with DEI expert ThatInclusionLady
    Apr 26, 2024 – 01:18:10
  • 61: ED Solutions For Men in the Swinger Lifestyle with Dr. Elliot Justin
    Apr 12, 2024 – 01:12:19
  • 60: Human Design and Spirituality in Swinger Settings with Aycee Brown
    Apr 5, 2024 – 01:09:41
  • 59: Body Positivity in The Swinger Lifestyle: A Candid Heartfelt Conversation With Em from Voluptuous Vixen
    Mar 29, 2024 – 01:35:12
  • 58: From Couple To Throuple: Exploring Non Monogamy in the Media with InfinitePolyAm
    Mar 22, 2024 – 01:19:03
  • 57: Exploring Body Diversity and Inclusivity in the Swinger Lifestyle with Cara Turnquist
    Mar 15, 2024 – 01:20:06
  • 56: A Sit Down With The Mind and Storyteller Behind the New Book Entwined: Essays on Polyamory and Home: Alex Alberto
    Mar 8, 2024 – 01:06:24
  • 55: All About Sexual Health Stigmas Associated With The Swingers Lifestyle and STI's with Dr. Shieva G
    Mar 1, 2024 – 01:15:39
  • 54:Stigma and Non Monogamy with Ro Moed 'Unapolygetically'
    Feb 23, 2024 – 01:21:48
  • 53: Sexual Diversity and Neurodivergency with Tanja Diamond
    Feb 15, 2024 – 48:14
Recent Reviews
  • 796HUT
    Too much emotional and theoretical talk with “experts”, etc and not enough juicy details
    The podcasts are well done and there is a lot of information but it is in my opinion way too much talk of emotional and mental health and trauma regarding swinging. There are almost no stories of experiences. I think this is greatly needed to bring some balance to the podcast. Is the intent to just be a “shrink” cast regarding swinging ?
  • snowcrest313
    Don’t buy my shoes
    Really. You sound pretty self entitled. I have dreads and it’s ok because I understand it’s an ethnic thing but please don’t buy the same stripper shoes or clothes because you are not a professional stripper
  • shamahammer
    Amazing
    This is so informative and wonderful. The delivery is amazing and as always, love it.
  • Joeyoc88
    I’m lovin it
    New to the LS and this podcast covers it all and answers all the questions and it’s great to listen to 🎉🎉🎉
  • ricaninny
    Like
    Like.. like…like… like… like… With a little effort and practice you can reduce this speaking crutch. Then work on “literally.” 😉Nonetheless, love the podcast!!
  • Big Roblox Gamer Yo
    Sound
    Sound quality is poor, Kiley is clear but Brad is so hard to hear. *edited to 5 star since they improved the sound!
  • Dawnie123
    Good but needs technical help
    Interesting but the audio is terrible. I can barely hear Kyle while Brad is fine. If I want to hear Kylie I have to turn all the way up and then when Brad speaks it is abrasively loud. Pls fix this
  • haygray11
    Love it!
    Have binged all the episodes so far. Very informative and helpful! ❤️🍍
  • 667v
    Awesome
    Love this podcast great job.
  • sly69foxxx
    Secret Sinsations
    Your podcast, by itself, is four (out of five) stars. The reason why I only gave three stars is because I was not happy with the event itself. Unless substantial event improvements are made, I will never attend this event again!
  • Rotcorpmr
    So much information!
    Love this podcast! My first swingers podcast and loved all they shared of their experiences and how they help anyone new to the lifestyle. Definitely can’t wait for more episodes!
  • Macboomer4
    Amazing Perspective
    This is an Amazing couple with an important prospective to the lifestyle. Their experience, openness and advocacy work is essential to our community and we are so happy to listen to their ideas and experiences on a podcast platform!
Disclaimer: The podcast and artwork on this page are property of the podcast owner, and not endorsed by UP.audio.