
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
90:Non-Monogamy, Mental Health, and Sexual Liberation with Ann Russo
Welcome to The Pineapple Express Podcast! In this episode, we talk about the transformative intersection of non-monogamy, mental health, and sexual empowerment with the inspiring Ann Russo. Ann is a radical educator, writer, and activist committed to building liberatory practices rooted in care, accountability, and collective well-being.
Together, we explore how embracing non-monogamy can be a path to personal growth and emotional resilience. Ann shares their insights into dismantling societal norms that often suppress sexual agency and how embracing relational diversity can enhance mental health and create more meaningful, empowered connections.
Join us for a thought-provoking discussion on:
- Practical ways to navigate mental health challenges within non-monogamy.
- The role of community care in sexual liberation.
- How to build relationships rooted in respect, authenticity, and joy.
Whether you’re curious about non-monogamy, a seasoned explorer, or simply looking to expand your understanding of radical relational practices, this episode is packed with wisdom and inspiration. Tune in and let’s reimagine connection and empowerment together!
✨ Let’s keep the conversation going: Share your thoughts and follow The Pineapple Express Podcast for more episodes on non-monogamy, intimacy, and sex-positive living.
🎙️ 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...