The Pineapple Express: A Millennial’s Guide to Love, Evolution, Relationships & Sex Positivity
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.
The Pineapple Express: A Millennial’s Guide to Love, Evolution, Relationships & Sex Positivity
100: Love, Soulmates & My Journey Back to Monogamy – Special Guest Tyler
Leaving Swinging & Embracing Monogamy – A Love Story with Tyler 💛🎙️
For our 100th episode, we’re diving deep into love, soulmates, and my journey from non-monogamy back to monogamy. In this milestone episode, I’m joined by my partner, Tyler, as we have an open and honest conversation about how our relationship evolved, what led me to step away from swinging, and how we navigated this huge shift together.
We’re talking love beyond labels, redefining commitment, and what happens when you choose a different path than the one you thought you’d always be on. If you’ve ever wondered what it’s like to transition out of non-monogamy—or if you’re just a sucker for a good love story—this episode is for you.
Plus, you’ll notice the audio and editing are next level. We’re stepping up our game for this new chapter! And since this is Tyler’s first time on the podcast, let’s show him some love—who knows, you might hear him on other shows soon!
🔗 Listen now and join us for this intimate conversation about love, change, and finding what truly fits. 💛
🎙️ 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
- 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
🎙️ 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
- 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...
