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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
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.
Producers, Hosts, and Production Team
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:
ki***@gmail.com
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ki***@gmail.com
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Recent Hosts, Guests & Topics
Here's a quick summary of the last 5 episodes on The Pineapple Express: A Millennial’s Guide to Love, Sex Positivity, Non-Monogamy, Polyamory & Swinging.
Hosts
Click on the host tags to start a search query for that host
Jack is a podcast host of Polarity Unscripted, which explores themes of relationships, love, and personal growth. He is known for holding space for vulnerable conversations about emotional experiences, especially related to breakups, heartbreak, and navigating non-traditional relationship structures. Jack's approach emphasizes tenderness, presence, and the importance of understanding oneself through the lens of relationship dynamics.
Jack is a podcast host of Polarity Unscripted, which explores themes of relationships, love, and personal growth. He is known for holding space for vulnerable conversations about emotional experiences, especially related to breakups, heartbreak, and navigating non-traditional relationship structures. Jack's approach emphasizes tenderness, presence, and the importance of understanding oneself through the lens of relationship dynamics.
George Golburn is a straight male escort based in Australia who specializes in helping women feel confident, desired, and deeply connected to their bodies. He offers a safe space for sensual exploration and emphasizes the emotional intimacy and healing aspects of his work. George advocates for the decriminalization of sex work in Australia and believes in the empowerment that ethical sex work can provide, particularly for women navigating issues of shame, touch, and pleasure.
George Golburn is a straight male escort based in Australia who specializes in helping women feel confident, desired, and deeply connected to their bodies. He offers a safe space for sensual exploration and emphasizes the emotional intimacy and healing aspects of his work. George advocates for the decriminalization of sex work in Australia and believes in the empowerment that ethical sex work can provide, particularly for women navigating issues of shame, touch, and pleasure.
Dr. Joli Hamilton is a psychologist, TEDx speaker, and the founder of The Institute for Creative Relating. She is dedicated to helping individuals create intentional and empowering relationships that align with their lives. With a focus on non-traditional relationship structures, Dr. Hamilton provides insights into relationship design, emotional safety, and the dynamics of jealousy, aiming to help people break free from outdated love scripts.
Dr. Joli Hamilton is a psychologist, TEDx speaker, and the founder of The Institute for Creative Relating. She is dedicated to helping individuals create intentional and empowering relationships that align with their lives. With a focus on non-traditional relationship structures, Dr. Hamilton provides insights into relationship design, emotional safety, and the dynamics of jealousy, aiming to help people break free from outdated love scripts.
Topics Discussed
Click on the topic tags to start a search query for that topic
Here's the recent few episodes on The Pineapple Express: A Millennial’s Guide to Love, Sex Positivity, Non-Monogamy, Polyamory & Swinging.
0:001:01:58
106:Solo Polyamory 101: How to Date Yourself and Others with Confidence
Hosts
Hosts of this podcast episode
Kiley
Keywords
Keywords of this podcast episode
solo polyamoryethical non-monogamyindependence in relationshipsemotional challenges in polyamoryself-growthrelationship boundariesdating strategiesrelationship challenges
Are you curious about solo polyamory? Wondering how to build fulfilling relationships while prioritizing your own growth and independence? In this solo episode of The Pineapple Express Podcast, host Kiley breaks down everything you need to know about solo polyamory: why people choose it, how to navigate the challenges, and how to embrace your authentic self along the way.
Learn why solo polyamory is a rising trend in ethical non-monogamy Discover practical tips for dating yourself—and others—without losing your independence Explore the emotional, social, and logistical challenges of solo poly life
Tune in and empower yourself with the tools to thrive in your own solo polyamory journey—on your terms, at your pace, and with no apologies.
Are you curious about solo polyamory? Wondering how to build fulfilling relationships while prioritizing your own growth and independence? In this solo episode of The Pineapple Express Podcast, host Kiley breaks down everything you need to know about solo polyamory: why people choose it, how to navigate the challenges, and how to embrace your authentic self along the way.
Learn why solo polyamory is a rising trend in ethical non-monogamy Discover practical tips for dating yourself—and others—without losing your independence Explore the emotional, social, and logistical challenges of solo poly life
Tune in and empower yourself with the tools to thrive in your own solo polyamory journey—on your terms, at your pace, and with no apologies.
In this raw, vulnerable follow-up to Episode 100, I share the painful, unexpected breakup with my partner after four blissful months of connection, intimacy, and what felt like “the one.” This episode is my real-time unraveling — the moment where fantasy meets grief, and I’m left to begin again.
Joining me is my dear friend and guest, Jack from Polarity Unscripted (listen to his podcast here), who gently and powerfully holds space for the ache, the anger, the longing, and the deep truth that not all love stories are meant to last.
We talk about:
The grief of sudden endings in relationships
The courage it takes to let go when your nervous system still wants to hold on
What it means to begin the journey into solo polyamory not from empowerment — but from devastation
How friendship, tenderness, and presence can carry you through heartbreak
This episode is for anyone who’s loved hard, lost deeply, and is learning to rebuild not just their love life — but their relationship to themselves.
In this raw, vulnerable follow-up to Episode 100, I share the painful, unexpected breakup with my partner after four blissful months of connection, intimacy, and what felt like “the one.” This episode is my real-time unraveling — the moment where fantasy meets grief, and I’m left to begin again.
Joining me is my dear friend and guest, Jack from Polarity Unscripted (listen to his podcast here), who gently and powerfully holds space for the ache, the anger, the longing, and the deep truth that not all love stories are meant to last.
We talk about:
The grief of sudden endings in relationships
The courage it takes to let go when your nervous system still wants to hold on
What it means to begin the journey into solo polyamory not from empowerment — but from devastation
How friendship, tenderness, and presence can carry you through heartbreak
This episode is for anyone who’s loved hard, lost deeply, and is learning to rebuild not just their love life — but their relationship to themselves.
What’s the difference between kink and coercion? How do trauma bonds form—and why do people stay in abusive relationships? In this powerful episode, sex and relationship coach Kiley George sits down with trauma-informed therapist Dr. Emma Smith, PhD, to unpack the ongoing Sean “Diddy” Combs trial and what it reveals about consent, power dynamics, and survival responses.
From celebrity influence to “freak-off” parties and nervous system shutdowns, we explore how trauma shapes relationships—especially in non-monogamy—and how to reclaim agency, safety, and self-awareness in the bedroom and beyond.
Topics include:
The psychology behind trauma bonds
What real consent looks like
Public gaslighting, kink myths, and the Diddy trial
Why your body might be saying “no” even when your mouth says “yes”
Whether you’re healing from toxic love or rethinking everything you thought you knew about desire and safety—this one’s for you.
🛑 Trigger Warning: Discussion of sexual abuse, trauma, and coercive control.
Dr. Emma Smith is a licensed professional counselor, AASECT-certified sex therapist, and trauma specialist based in Nashville. She works with individuals and couples across Tennessee, Texas, Virginia, Maryland, and DC. A longtime advocate for sexual assault survivors, the LGBTQIA+ community, and military families, her work blends existential philosophy with integrative sex therapy to help people reclaim embodiment and desire after trauma.
What’s the difference between kink and coercion? How do trauma bonds form—and why do people stay in abusive relationships? In this powerful episode, sex and relationship coach Kiley George sits down with trauma-informed therapist Dr. Emma Smith, PhD, to unpack the ongoing Sean “Diddy” Combs trial and what it reveals about consent, power dynamics, and survival responses.
From celebrity influence to “freak-off” parties and nervous system shutdowns, we explore how trauma shapes relationships—especially in non-monogamy—and how to reclaim agency, safety, and self-awareness in the bedroom and beyond.
Topics include:
The psychology behind trauma bonds
What real consent looks like
Public gaslighting, kink myths, and the Diddy trial
Why your body might be saying “no” even when your mouth says “yes”
Whether you’re healing from toxic love or rethinking everything you thought you knew about desire and safety—this one’s for you.
🛑 Trigger Warning: Discussion of sexual abuse, trauma, and coercive control.
Dr. Emma Smith is a licensed professional counselor, AASECT-certified sex therapist, and trauma specialist based in Nashville. She works with individuals and couples across Tennessee, Texas, Virginia, Maryland, and DC. A longtime advocate for sexual assault survivors, the LGBTQIA+ community, and military families, her work blends existential philosophy with integrative sex therapy to help people reclaim embodiment and desire after trauma.
In this episode of The Pineapple Express, I’m joined by George — a straight male escort based in Australia who helps women feel confident, desired, and deeply connected to their bodies. George shares his journey as a full-service male companion, what it means to offer women a safe space for sensual exploration, and how his work often mirrors the emotional intimacy and healing portrayed in Good Luck to You, Leo Grande.
We talk about the legal realities of sex work in Australia, the importance of decriminalization, and how ethical sex work can be a powerful tool for empowerment, especially for women navigating shame, touch, and pleasure.
Whether you're curious about sex work, intimacy beyond the binary, or what it looks like when men serve women’s desire with integrity — this is a must-listen.
✨ Topics covered: • Male sex work & companionship for women • Sex work decriminalization in Australia • Embodied confidence, pleasure, and healing • Erotic care work and ethical intimacy • George Golburn’s path to becoming a companion
In this episode of The Pineapple Express, I’m joined by George — a straight male escort based in Australia who helps women feel confident, desired, and deeply connected to their bodies. George shares his journey as a full-service male companion, what it means to offer women a safe space for sensual exploration, and how his work often mirrors the emotional intimacy and healing portrayed in Good Luck to You, Leo Grande.
We talk about the legal realities of sex work in Australia, the importance of decriminalization, and how ethical sex work can be a powerful tool for empowerment, especially for women navigating shame, touch, and pleasure.
Whether you're curious about sex work, intimacy beyond the binary, or what it looks like when men serve women’s desire with integrity — this is a must-listen.
✨ Topics covered: • Male sex work & companionship for women • Sex work decriminalization in Australia • Embodied confidence, pleasure, and healing • Erotic care work and ethical intimacy • George Golburn’s path to becoming a companion
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.
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.
