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
Redesign Your Damn Relationship: Non Monogamy, Conscious Monogamy & Breaking the Rules with Dr. Joli Hamilton
In this episode of The Pineapple Express: A Guide to Millennial Love, Evolution, and Relationships, we're diving headfirst into the world of relationship design, jealousy, and letting go of the outdated love scripts that no longer serve us.
My guest is the incredible Dr. Joli Hamilton—psychologist, TEDx speaker, and founder of The Institute for Creative Relating—who’s on a mission to help people create intentional, empowering relationships that actually fit their lives.
Whether you’re monogamous, polyamorous, non-monogamous, or somewhere in between, this episode is packed with juicy insights about:
💥 What it means to consciously design your relationship
💋 Why jealousy isn’t the villain—it’s a signal
🧠 The intersection of desire, autonomy, and emotional safety
⚡ How to reclaim your power in love by ditching the default
This is for anyone who’s tired of feeling trapped in traditional relationship roles, craving more freedom and intention, or ready to explore alternative relationship structures with clarity and confidence.
🔗 Learn more about Dr. Joli Hamilton:
👉 https://www.jolihamilton.com
🎧 Tune in now to start breaking the rules, not your heart—and discover how to design a love life that’s as bold, brilliant, and badass as you are.
🎙️ The Pineapple Express Podcast
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💡 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
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- 💬 Let’s keep the conversation going! Follow me for updates, insights, and inspiration:
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