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