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