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

By Kiley ‘Sexyswingerchic’

Listen to a podcast, please open Podcast Republic app. Available on Google Play Store and Apple App Store.


Category: Sexuality

Open in Apple Podcasts


Open RSS feed


Open Website


Rate for this podcast

Subscribers: 13
Reviews: 0
Episodes: 113

Description

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.















Episode Date
114: From ER Nurse to Hotwife with Adult Content Creator Serenity Cox
Oct 09, 2025
113: How Parts Work Transforms Polyamory: Transforming Jealousy, Fear, and Attachment Wounds
Aug 29, 2025
112: Anxious + Avoidant: Can This Relationship Ever Work? — with Jack from Polarity Unscripted
Aug 22, 2025
111:The Damage Of Decolonizing Love & The Polyamory Community,Race, and the Swinger's Lifestyle— with Tiffany @RealPolyLife
Aug 15, 2025
110: 'Tolyamory' and The Dangers Of Practicing Non Monogamy To Keep Your Partner
Jul 11, 2025
109: Hard Truths: Women’s Pleasure, Shame, and the Silent Impact of ED With Dr. Elliot Justin
Jul 04, 2025
108: How to Throw a Kick-Ass Play Party (and Be a Kick-Ass Guest) with Ally Isman
Jun 27, 2025
107: Building Real Connection In Swinging and Polyamory with The Non-Monogamy Card Game
Jun 22, 2025
106:Solo Polyamory 101: How to Date Yourself and Others with Confidence
Jun 06, 2025
105: After the High: Breaking Up, Breaking Open — with Jack from @polarityunscripted
May 23, 2025
Power, Swinging, & the Diddy Trial: A Trauma-Informed Breakdown with Dr. Emma Smith, PhD
May 16, 2025
104: Good Luck to You, George Golburn: What it’s like to be a male escort—
May 09, 2025
103: Redesign Your Damn Relationship: Non Monogamy, Conscious Monogamy & Breaking the Rules with Dr. Joli Hamilton
Apr 18, 2025
102: The Other Side of Cheating— What Ashley Madison Can Teach Us About Modern Relationships with Paul Keable
Apr 12, 2025
101: Connective Sex And Non Monogamy With Reid from ReidAboutSex
Apr 04, 2025
100: Love, Soulmates & My Journey Back to Monogamy – Special Guest Tyler
Mar 19, 2025
99: Hierarchical Polyamory, Big Feelings, and Demisexuality:An Open Conversation with Laura Boyle
Feb 21, 2025
98:For Better or Even Better: 7 Lessons on Love & Life with Lauren Hayes SwingingLifestyleCoach
Feb 14, 2025
97: Men and Emotional Intelligence In Non Monogamous Relationships With Justin Nault
Feb 07, 2025
96: Holding Space for Heartache: Grief in the Swingers Lifestyle
Jan 10, 2025
95: Power, Domination, and Power Dynamics: Part 3 Lions, Tigers and Systems of Harm In Non Monogamy and Swinging OH MY!
Jan 03, 2025
94: Power, Domination, and Power Dynamics: Part 2 Some Wicked Lessons About Swinger Spaces
Dec 28, 2024
93:Power, Domination, and Power Dynamics: Part 1 Unpacking Privilege and Systems of Harm In Swinger Spaces
Dec 20, 2024
92: Swinging and Sex Without Shame With Dr. Tina Schermer Sellers
Dec 13, 2024
91:Non-Monogamy, Sex Work, and Challenging Societal Norms with Author Zara Shah
Dec 06, 2024
90:Non-Monogamy, Mental Health, and Sexual Liberation with Ann Russo
Nov 22, 2024
89:Protecting Lifestyle Clubs And The Fight for Consensual Adult Spaces in Acadia Parish and Beyond
Nov 15, 2024
88: Layers of Liberation: Exploring Feminism And Non Monogamy with Mel Cassidy
Nov 08, 2024
87: Male Bisexuality And It's Evolution In Non Monogamy with "Boyslut" Zachary Zane
Nov 01, 2024
86:Swinger Horror Stories: Avoiding Newbie Nightmares – Vetting Clubs, Dodging Scams, and Protecting Your Privacy
Oct 25, 2024
85: Are You Poly-Curious and a Swinger? With DirtyLola
Oct 18, 2024
84: The Making Of Open A Journey Through Love and The Real Swingers You Should Be Watching Instead Of Those Mormon Wives With Roderick Stevens
Oct 11, 2024
83: The Controversy of Performative Bisexuality In Swinging With Violet Fawkes
Oct 04, 2024
82: Embracing Consent Mistakes In Non Monogamy and Swinging With Consent Educator Mia Schachter
Sep 27, 2024
81: Enthusiastic Consent in Swinging, Kink and Non Monogamy Spaces with Susan Wright From NCSF
Sep 20, 2024
80: Empowered Consent In Non Monogamy And Swinging with Ally Iseman
Sep 13, 2024
79:Embodied Consent with Dr. Hazel Grace Yates
Sep 06, 2024
78: The Compersion Connection With Dr. Marie Thouin Author of the book What is Compersion? Understanding Positive Empathy in Consensually Non-Monogamous Relationships
Aug 30, 2024
77: Monogamy? In This Economy? Unpacking Polyamory and Family Relationship Dynamics with Laura Boyle
Aug 23, 2024
76: Flexing Beyond The Gym: Dealing with Emotions and Jealousy From A Man's Perspective In the Swinger Lifestyle
Aug 16, 2024
75: How to Recover From a Bad Swinging Experience with Dr. Rachael Meir
Jul 19, 2024
74: The Week Of Visibility For Non Monogamy With Brett Chamberlin The Co Founder Of OPEN
Jul 12, 2024
73: Naughty In Na'wlins 2024: Unpacking Trauma Before I Unpack My Bags and More Juicy Behind the Scenes Details About Naughty In Na'wlins 2024
Jul 05, 2024
72: All The Naughty In Na'wlins Tea and My Emotional Story Leading Up To The Event
Jul 04, 2024
71: Creating Inclusive Swinger Event Spaces with ISH Owner Pumpkin
Jun 28, 2024
70: Swinger Event Planning: The Ultimate Guide to Preparing for a Large Swinger Event + Naughty in Nawlins Details
Jun 21, 2024
69: The Pelvic Floor and Pleasure with Cara Turquist
Jun 14, 2024
68: Creating Space For Community In Non Monogamy With Noa Elan
Jun 07, 2024
67: Navigating Swinging as a Newbie with Jess Nonmonogamous_newbies
May 31, 2024
66: The Ultimate Guide to Naughty in Nawlins with The Accidental Swingers Podcast
May 17, 2024
65: Uncovering Shame in Sexuality as a Swinger with Sex and Intimacy Coach Deborah Kat
May 10, 2024
64: Sex Work and Human Design with Samantha Zagar
May 03, 2024
63: Embracing Inclusion in Non Monogamy Communities with DEI expert ThatInclusionLady
Apr 26, 2024
61: ED Solutions For Men in the Swinger Lifestyle with Dr. Elliot Justin
Apr 12, 2024
60: Human Design and Spirituality in Swinger Settings with Aycee Brown
Apr 05, 2024
59: Body Positivity in The Swinger Lifestyle: A Candid Heartfelt Conversation With Em from Voluptuous Vixen
Mar 29, 2024
58: From Couple To Throuple: Exploring Non Monogamy in the Media with InfinitePolyAm
Mar 22, 2024
57: Exploring Body Diversity and Inclusivity in the Swinger Lifestyle with Cara Turnquist
Mar 15, 2024
56: A Sit Down With The Mind and Storyteller Behind the New Book Entwined: Essays on Polyamory and Home: Alex Alberto
Mar 08, 2024
55: All About Sexual Health Stigmas Associated With The Swingers Lifestyle and STI's with Dr. Shieva G
Mar 01, 2024
54:Stigma and Non Monogamy with Ro Moed 'Unapolygetically'
Feb 23, 2024
53: Sexual Diversity and Neurodivergency with Tanja Diamond
Feb 16, 2024
52: Sex Work and Stripper Appropriation With Poler.Rosie
Feb 09, 2024
51: DEI in Swinger Spaces with Professor.Playtime
Feb 02, 2024
50: How To Join The Swingers Lifestyle with Kiley
Jan 19, 2024
49: Safety Tips For The Swingers Lifestyle with Kiley
Jan 12, 2024
48:The Parallels Between Swinging And Sex Work With Kiley
Jan 05, 2024
47: Event Hosting and Swinger Influencer Power Dynamics with Mizzy Bender
Dec 29, 2023
46: The Nuances Of being a Cuckquean with Kink and Intimacy Coach Julieta
Dec 22, 2023
45: Relationship Anarchy with Annie Undone
Dec 15, 2023
44: Non Monogamy and Spirituality With Clara from Conscious Polyamory
Nov 24, 2023
43: Swinger Talk: Being Grateful for your partner and Non Monogamy and Swinging
Nov 17, 2023
42: Swinger Education: How to Join The Swinger Lifestyle And Find Success As A Single Male
Nov 10, 2023
41: Let’s Talk About Swinging: How to approach your partner about joining the Swinger Lifestyle with Swinger Lifestyle Coach Lauren
Nov 03, 2023
40: Swinger Education 'Tips for dealing with jealousy and insecurity in Non Monogamy' with Professor Playtime
Oct 27, 2023
39: Swinger Horror Stories With BostonSwingerKing
Oct 20, 2023
38: Swinger Event Review: Secrets "A Weekend To Remember" With BostonSwingerKing
Oct 13, 2023
37: Navigating Consent and Predatory Behavior in the Swinger Lifestyle With Susan and Tess from The National Coalition For Sexual Freedom
Sep 08, 2023
36: Navigating the journey of Polyamory with The Poly (Pod)cast
Sep 01, 2023
35:Swinger Sexual Wellness and Prioritizing Women's Pleasure with Sexpert and Intimacy Expert Susan Bratton
Aug 25, 2023
34: Swinger Stories 'The Ethics Of Unicorn Hunting and OPP in the Swinger Lifestyle' with SwingerED
Aug 18, 2023
33: Boundaries Explored: Navigating Swinging Boundaries with Lauren SwingingLifestyleCoach
Aug 11, 2023
32: Swinger Event Review: Naughty in N'awlins 2023 Part 2
Aug 04, 2023
31: Swinger Review Naughty N'awlins Part 1
Jul 28, 2023
30: Swinger Club Review: Colette New Orleans and Kiley dances on Bourbon Street
Jul 21, 2023
29: The Day of Visibility for Ethical Non Monogamy with Brett from OPEN
Jun 30, 2023
28: Swinger Talk 'Dealing with Rejection in the Swinger Lifestyle'
Jun 16, 2023
27: Swinger Club Review TPC North Houston and Colettes Houston
Jun 02, 2023
26: Swinger Talk with Mars and MingMing
May 26, 2023
25: 'The Evolution Of Swinging' with guest host BostonSwingerKing
May 19, 2023
24:Swinger Education How to deal with Jealousy in the Swinger Lifestyle
May 12, 2023
23: Swinger Club Reviews Play Champagne Columbus,Ohio
May 05, 2023
22: Swinging and Social Media with Lady Haighze
Apr 28, 2023
21: Swinger Talk with JadeLi the Hotwife
Apr 21, 2023
19: The Ultimate Newbie Guide To Swinging Part II
Apr 14, 2023
18: The Ultimate Newbie Guide To Swinging Part 1
Apr 07, 2023
17: Swinger Talk with HumpDay Quickies
Mar 31, 2023
16: Swinger Reviews Secrets Swinger Society Spring Break 2022 Part II
Mar 24, 2023
15: Swinger Reviews Secrets Hideaway Swinger Society Spring Break 2023 Part 1
Mar 16, 2023
14: 'Guy Talk' With Jared the Bull
Mar 10, 2023
13: Swinger Talk with Hotwife TN_Gal_Nicole
Mar 03, 2023
12: Sex Work Talk with Savannah Sly
Feb 24, 2023
11: Breaking The Stigma with Ricci and Mandy from Woodhull
Feb 17, 2023
10:Swinger Talk Tips for overcoming shyness and cliques in the swinger lifestyle
Feb 14, 2023
9: Swinger Reviews: The Red Room Nashville with The Swinger Society
Feb 10, 2023
8: ENM Education: Talk Consent with Susan Wright from NCSF
Jan 27, 2023
7:'Guy Talk' Real life Swinger guy talk with Joe BostonSwingerKing
Jan 20, 2023
6: Swinger Reviews ClubErosCleveland and Sexy Swinger Stories from Eros NYE Party
Jan 13, 2023
5: ‘Swinger Guy Talk’ with DJLIFEOFSPICE
Jan 06, 2023
4: Swinger Reviews: Secret Sinsations Halloscream 2022
Nov 21, 2022
3: Sex Work Chat Vanessa 'The Blonde Bombshell Stripper'
Nov 11, 2022
2: Swinger Talk The Dos and Dont's of Swinging with BostonSwingerKing and BostonSwingerQueen
Nov 04, 2022
1: Introducing Brad and Kiley
Oct 19, 2022