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

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In this episode, Kiley explores how Parts Work, most commonly associated with Dr. Richard C. Schwartz’s Internal Family Systems (IFS) model, can transform your experience of polyamory and consensual non-monogamy.

You’ll learn how to identify your inner Managers, Firefighters, and Exiles, and how to lead from your calm, compassionate Self — even in the middle of jealousy, fear of abandonment, or metamour conflict.

We’ll also connect these tools to Jessica Fern’s Polysecure, showing how parts work can help you earn secure attachment both within yourself and with your partners. Plus, Kiley shares her own journey of meeting protective and wounded parts with curiosity and compassion instead of reactivity.

Referenced Resources & Books:

• No Bad Parts — Richard C. Schwartz
• Internal Family Systems Therapy, Second Edition — Richard C. Schwartz & Martha Sweezy
• Polysecure — Jessica Fern
• Self-Therapy — Jay Earley
• Free IFS meditations — IFS-Institute.com
• Jay Earley’s Parts Work Exercises — SelfTherapy.org

Whether you’re new to parts work or deep into your own IFS journey, this episode offers practical tools for emotional regulation, self-compassion, and building security in the beautiful complexity of polyamory.

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Get The Non Monogamy Card Game and use my exclusive code PINEAPPLE10 for 10% Off

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The Damage of Decolonizing Love & Black Polyamory: Tiffany @RealPolyLife on Race, Community & Swinging

 Join us for a powerful conversation with Tiffany (@RealPolyLife)

https://www.instagram.com/realpolylife?igsh=MTRhYWg4Yngwd3h5Zg==

a Black polyamorous educator and influencer, as she unpacks the complex intersections of  race, and intimate relationship structures within the polyamory and swinger communities. We dive into how the not so well-meaning efforts of 'decolonizing love' can inadvertently cause harm, especially for Black women navigating ethical non-monogamy.

In this episode, you'll hear about:

• The tensions between polyamory, race dynamics, and swinger culture in communities of color.
• Stories and insights from Black women in poly to broaden understanding and visibility.
• Tiffany’s work in centering Black voices in polyamorous narratives via her platform RealPolyLife.
• Resources such as:
  • Black & Poly, a culturally rich poly blog/community designed to foster connection and honest discussion in Black-centered polyamorous spaces
    YouTube
    
    
  • Therapy for Black Girls Session 182, featuring Ruby B. Johnson—a polyamorous Black queer therapist—who addresses stigma, communication, and tools for ethical non-monogamy
    Therapy for Black Girls.
• 
  
  • Psychology of Black Womanhood entry “Black Women & Polyamory”, spotlighting Dr. Jenn M. Jackson’s research on the experiences and challenges of Black women in poly relationships
    Psych of Black Woman

• 
  
  • Online communities like Black & Poly™ and Black an

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Get The Non Monogamy Card Game and use my exclusive code PINEAPPLE10 for 10% Off

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Let’s talk about the thing no one wants to admit: sometimes we say yes to non-monogamy not because we want to—but because we’re afraid to lose someone we love. In this episode, we dive deep into the term “tolyamory” (coined by Dan Savage), the danger of choosing open relationships out of fear instead of desire, and how to tell if you’re actually aligned with non-monogamy… or just tolerating it.

We’ll unpack:

• The red flags of “tolyamory”
• Why consent isn’t just a checkbox—it’s a felt sense
• How to check in with your nervous system before saying yes
• What to do if your partner wants non-monogamy and you don’t
• How to reclaim your voice, your boundaries, and your truth—even when it’s hard

Whether you’re the one asking or being asked to open up, this episode is for you. Let’s stop calling it love when it’s really fear. 💔➡️💖

DAY OF VISIBILITY EVENTS 

https://www.eventbrite.com/e/3rd-annual-day-of-visibility-for-non-monogamy-picnic-in-the-park-tickets-1398059807519

https://www.weekofvisibility.com/

Support the show

🎙️ 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.
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🛍️ Exclusive Deals Just for You

Get The Non Monogamy Card Game and use my exclusive code PINEAPPLE10 for 10% Off

https://www.thenonmonogamycardgame.com/products/the-game

• FirmTech Wearable Tech | Male Enhancement Rings | Shop now and get 15% off with code sexyswingerchick.
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• Sultry Vixen Dancewear | Exotic Outfits | Shop here and enjoy 15% off with code sexyswingerchic.
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In this powerful episode of The Pineapple Express, sex and relationship coach Kiley George sits down with Dr. Elliot Justin, founder of FirmTech and a leading voice in sexual wellness innovation, to explore the often-overlooked emotional and physical impacts of erectile dysfunction (ED) on women.

We talk about how ED affects women's sexual confidence, why so many partners feel shame, guilt, or self-blame, and how sex tech tools like FirmTech’s Ring are helping couples reconnect with pleasure, intimacy, and honest communication.

This episode blends scientific insights, real talk about libido, and relationship tips for navigating intimacy when things aren’t going “as planned.” If you’ve ever wondered how to support a partner with ED—or how to reclaim your own arousal in the process—this one’s for you.

• Why ED isn’t just “a man’s issue”
• How shame and silence affect female arousal
• Women’s hidden grief around unspoken rejection
• Reframing ED with science, compassion, and tools
• How to have the conversation with your partner
• The role of FirmTech's Ring in enhancing erection strength and pleasure for both partners

Available on Apple Podcasts, Spotify, and everywhere you stream your favorite shows.

Support the show

🎙️ 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

Get The Non Monogamy Card Game and use my exclusive code PINEAPPLE10 for 10% Off

https://www.thenonmonogamycardgame.com/products/the-game

• 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.
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Ever wondered what makes a play party unforgettable (for all the right reasons)? 

In this sizzling episode of The Pineapple Express, I’m joined by Ally Isman, founder of Passport2Pleasure and mastermind behind the KAVANOS: Lisbon Wedding Night experience—an invite-only, immersive destination play party held in a historic Portuguese palace.

Together, we break down everything you need to know to host or attend a play party like a pro, from curating energy and consent culture to creating sacred sensual spaces that feel both sexy and safe.

If you're curious about throwing your own event, leveling up your guest etiquette, or just want a peek behind the velvet curtain of elite erotic events—this episode is your golden ticket.

🔍 Keywords: how to host a play party, KAVANOS Lisbon, sex-positive events, Ally Isman, Passport2Pleasure, consent at play parties, how to attend a sex party, non-monogamy events, luxury swinger events, erotic event planning

✨ We talk about:

• What makes a play party actually work
• Common mistakes and how to avoid awkward energy
• How to design an intentional, inclusive guest list
• Erotic aesthetics, rituals, and ambiance
• Consent communication and comfort culture
• Why KAVANOS is one of the most exclusive sensual events in the world—and how to apply before it disappears forever
•  Apply now for KAVANOS: Lisbon Wedding Night (August 2) via Passport2Pleasure.com and use “PINEAPPLE” for expedited review.

This is not your average play party.
This is art, eros, and elevation.

Support the show

🎙️ 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

Get The Non Monogamy Card Game and use my exclusive code PINEAPPLE10 for 10% Off

https://www.thenonmonogamycardgame.com/products/the-game

• 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.
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Want to deepen your relationships without another awkward check-in? In this episode of The Pineapple Express, we explore how The Non-Monogamy Card Game is changing the way we connect—with ourselves, our partners, and our playmates. Whether you're polyamorous, exploring ethical non-monogamy, or just want better conversations in your situationships, this tool is pure gold.

Join me and Ayala & Kristen the creators of The Non Monogamy Card Game as we share how connection, vulnerability, and communication games can ignite intimacy and help non-monogamous folks cut through small talk and get to the juicy stuff.

 We talk about:
 – How to use the card game on dates or at play parties
 – Why asking better questions leads to better connections 
 – Connection rituals for polycules and swingers
 – How to avoid surface-level relating in non-monogamy

Grab your cards, press play, and let’s get real.

Use my exclusive code PINEAPPLE10 for 10% off when you purchase The Non Monogamy Card Game 

https://www.thenonmonogamycardgame.com/products/the-game

Support the show

🎙️ 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

Get The Non Monogamy Card Game and use my exclusive code PINEAPPLE10 for 10% Off

https://www.thenonmonogamycardgame.com/products/the-game

• 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.
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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.

Support the show

🎙️ 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

Get The Non Monogamy Card Game and use my exclusive code PINEAPPLE10 for 10% Off

https://www.thenonmonogamycardgame.com/products/the-game

• 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.
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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. 

Support the show

🎙️ 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 |

Support the show

🎙️ 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

Get The Non Monogamy Card Game and use my exclusive code PINEAPPLE10 for 10% Off

https://www.thenonmonogamycardgame.com/products/the-game

• 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.
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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.

Website: https://soliloquie.co

Insta: @emmasmithphd

Her Substack has a guide for people looking to find a good therapist and questions to ask: 

https://open.substack.com/pub/emmasmithphd/p/swipe-left-on-bad-therapy-a-no-bs?r=1u9ku3&utm_medium=ios

Disclaimer: Emma mentions RAINN but we feel this is important to mention https://www.huffpost.com/entry/sexual-assault-hotline-bans-resources-marginalized-trump-rainn_n_68263545e4b

Support the show

🎙️ 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

Get The Non Monogamy Card Game and use my exclusive code PINEAPPLE10 for 10% Off

https://www.thenonmonogamycardgame.com/products/the-game

• 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.
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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

https://www.instagram.com/george_goulburn

https://bio.site/georgegoulburn

Support the show

🎙️ 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.
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🛍️ Exclusive Deals Just for You

• FirmTech Wearable Tech | Male Enhancement Rings | Shop

Support the show

🎙️ 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

Get The Non Monogamy Card Game and use my exclusive code PINEAPPLE10 for 10% Off

https://www.thenonmonogamycardgame.com/products/the-game

• 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 up...