
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
Latest Episodes
100: Love, Soulmates & My Journey Back to Monogamy – Special Guest Tyler

99: Hierarchical Polyamory, Big Feelings, and Demisexuality:An Open Conversation with Laura Boyle

98:For Better or Even Better: 7 Lessons on Love & Life with Lauren Hayes SwingingLifestyleCoach

97: Men and Emotional Intelligence In Non Monogamous Relationships With Justin Nault

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

Fan Mail
Hi, great episode.my name is Rachel, and my Wifes name is Monica. we are an FF couple in the lifestyle and are fairly new to the lifestyle. This episode was great.Thank you so much for speaking on this topic and bringing awareness to it. Thank you so much as we are very selective in the couples that we play with for this reason.
Philadelphia, Pennsylvania