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

96: Holding Space for Heartache: Grief in the Swingers Lifestyle


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In this heartfelt episode of The Pineapple Express, I explore grief in the swinger lifestyle — the losses that aren’t always acknowledged, from friendships and play partners to deep emotional bonds. This episode holds space for heartache, reflection, and healing within non-monogamous communities.

Stay with us until the end, where I share my personal essay, “Silver Springs, Tulip Fields, and Upside Down Pineapples”, featured on The Queer Love Project Substack. It’s a deeply intimate story of love, loss, and the transformative power of connection. https://queerloveproject.substack.com

This episode is dedicated to my dear friend Brad Weiner, who left us too soon, until we meet again teddy bear.

What You’ll Get from This Episode:

🔸 Understanding Grief in Non-Monogamy:
Learn how grief shows up in unique ways in the swinger lifestyle — from the loss of play partners to the emotional impact of community breakups.

🔸 Personal Stories of Grief in the Lifestyle:
Hear real stories about losing close connections, being ghosted, and navigating the unexpected emotional challenges of swinging.

🔸 A Breakdown of the Stages of Grief:
We’ll walk through how Denial, Anger, Bargaining, Depression, and Acceptance show up in non-monogamous relationships and what they teach us about healing.

🔸 An Exclusive Essay Reading:
Listen until the end for a reading of “Silver Springs, Tulip Fields, and Upside Down Pineapples”, my deeply personal essay featured on The Queer Love Project Substack. It's a moving story of love, loss, and finding beauty in unexpected places.

Why Listen?

❤️ If you’ve ever felt the pain of losing a connection in the lifestyle, this episode is for you.
🤝 It’s a reminder that grief is valid, even in non-traditional relationships.
🧡 You'll gain tools to navigate emotional challenges and embrace healing.
📖 Plus, you’ll hear a heartfelt essay that celebrates love, loss, and growth.

This episode will leave you feeling seen, understood, and supported — because grief deserves a place i

Support the show

🎙️ The Pineapple Express Podcast
Subscribe to my Substack for exclusive content: The Pineapple Express Substack.

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The Pineapple Express: A Millennial’s Guide to Love, Sex Positivity, Non-Monogamy, Polyamory & SwingingBy Kiley ‘Sexyswingerchic’

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