The Pineapple Express Podcast—A Millennial Swinger Podcast

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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
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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.