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

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

Kiley ‘Sexyswingerchic’ thepineappleexpresspodcast.buzzsprout.com

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.














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Episodes

24:Swinger Education How to deal with Jealousy in the Swinger Lifestyle

Send us a text In this episode Kiley and Brad talk about how Jealousy is a normal and common emotion that may be triggered by a variety of factors, including feelings of insecurity, possessiveness, and fear of loss. In swinging, jealousy may stem from concerns about a partner's attraction to other individuals, feelings of competition or inadequacy, or worries about emotional or physical risks involved in sexual activities with others. Brad and Kiley talk about their own experiences jealousy whil...

May 12, 20231 hr 12 minSeason 1Ep. 24

23: Swinger Club Reviews Play Champagne Columbus,Ohio

Send us a text In this episode of The Pineapple Express Podcast Kiley and Brad review Play Champagne in Columbus Ohio. They talk about the club's facilities, services, and rules, and report on the quality and cleanliness of the club. As swinger club Reviewers Kiley and Brad also consider the club's atmosphere, the levels of acceptance, and the ease of communication between the staff and guests. They provide an honest and informative account of the club's features and to offer guidance to those w...

May 05, 20231 hr 20 minSeason 1Ep. 23

22: Swinging and Social Media with Lady Haighze

Send us a text IT’S FREAKY FRIDAY you know what that means..Time for a BRAND NEW Pineapple Express Podcast Listen as Kiley and @ladyhaighze👑talk about how Social Media has revolutionized how people discover and connect in the lifestyle. We also acknowledge and discuss the potential pitfalls of social media when it comes to swinging, which includes being outted, catfishing, and online harassment.We talk about how overall, social media has helped grow the swinging lifestyle, and has made it more ...

Apr 28, 20231 hr 13 minSeason 1Ep. 22

21: Swinger Talk with JadeLi the Hotwife

Send us a text Find Jade on Social Media http://www.Twitter.com/hotwifejadeli http://www.Instagram.com/Hotwife_jade https://www.clapperapp.com/JadeLi.co?r=Y68vYD9LJq&c=sh&m=co http://www.Sextpanther.com/hotwifejadeli Vote for me on the ASN Lifestyle Awards for Best Content Creator, Best Social Media Influencer and Best Educator https://www.asnlifestylemagazineawards.com/nominations If you like this podcast leave us a review to let other listeners know what you like we are always looking ...

Apr 21, 20231 hr 16 minSeason 1Ep. 21

19: The Ultimate Newbie Guide To Swinging Part II

Send us a text Vote for me on the ASN Lifestyle Awards for Best Content Creator, Best Social Media Influencer and Best Educator https://www.asnlifestylemagazineawards.com/nominations If you like this podcast leave us a review to let other listeners know what you like we are always looking to improve what we can do for you. OUR NEW WEBSITE IS LIVE https://kileyg1991.wixsite.com/mysite Don’t forget to sign up for our newsletter and stay up to date on All Things Pineapple Express http://eepurl.com/...

Apr 14, 20231 hr 45 minSeason 1Ep. 19

18: The Ultimate Newbie Guide To Swinging Part 1

Send us a text In this episode listen as Kiley and Brad teach you everything there is to know about joining the Swinger Lifestyle. This is the ultimate newbie guide to being a swinger. In this episode they go over How to get into the LS, LS dating websites and boundaries. Vote for me on the ASN Lifestyle Awards for Best Content Creator, Best Social Media Influencer and Best Educator https://www.asnlifestylemagazineawards.com/nominations If you like this podcast leave us a review to let other lis...

Apr 07, 20231 hr 38 minSeason 1Ep. 18

17: Swinger Talk with HumpDay Quickies

Send us a text Vote for me on the ASN Lifestyle Awards for Best Content Creator, Best Social Media Influencer and Best Educator https://www.asnlifestylemagazineawards.com/nominations If you like this podcast leave us a review to let other listeners know what you like we are always looking to improve what we can do for you. OUR NEW WEBSITE IS LIVE https://kileyg1991.wixsite.com/mysite Don’t forget to sign up for our newsletter and stay up to date on All Things Pineapple Express http://eepurl.com/...

Mar 31, 20231 hr 7 minSeason 1Ep. 17

16: Swinger Reviews Secrets Swinger Society Spring Break 2022 Part II

Send us a text Vote for me on the ASN Lifestyle Awards for Best Content Creator, Best Social Media Influencer and Best Educator https://www.asnlifestylemagazineawards.com/nominations If you like this podcast leave us a review to let other listeners know what you like we are always looking to improve what we can do for you. OUR NEW WEBSITE IS LIVE https://kileyg1991.wixsite.com/mysite Don’t forget to sign up for our newsletter and stay up to date on All Things Pineapple Express http://eepurl.com/...

Mar 24, 20231 hr 17 minSeason 1Ep. 16

15: Swinger Reviews Secrets Hideaway Swinger Society Spring Break 2023 Part 1

Send us a text OUR NEW WEBSITE IS LIVE https://kileyg1991.wixsite.com/mysite Don’t forget to sign up for our newsletter and stay up to date on All Things Pineapple Express http://eepurl.com/immxdI For more info about me and where to find all the events we will be at and to get an exclusive invite to The Swinger Society Discord make sure you check out my website https://sexyswingerchic.net/ Sponsor Links: https://swingersociety.net/ https://www.go3fun.co/ad/TK10098 https://promescent.com/kiley ht...

Mar 16, 20231 hr 4 minSeason 1Ep. 15

14: 'Guy Talk' With Jared the Bull

Send us a text In this episode of The Pineapple Express Podcast’s Brad talks with Georgiaboy about being a single male in the swinger lifestyle . Georgia Boy gives us great insight on communication, confidence and respect as a single male in the swinger world. If you are a new single guy in the lifestyle this is a great episode for you. OUR NEW WEBSITE IS LIVE https://kileyg1991.wixsite.com/mysite For more info about me and where to find all the events we will be at and to get an exclusive invit...

Mar 10, 20231 hr 21 minSeason 1Ep. 14

13: Swinger Talk with Hotwife TN_Gal_Nicole

Send us a text In this episode of The Pineapple Express Podcast’s Kiley talks with TN_GAL_NICOLE about her hot wife lifestyle. Nicole tells us her lifestyle journey and she even talks candidly about her advocacy for mental health in the lifestyle. Nicole enjoys supporting and educating the online swinger community. For more info about me and where to find all the events we will be at and to get an exclusive invite to The Swinger Society Discord make sure you check out my website https://sexyswin...

Mar 03, 20231 hr 15 minSeason 1Ep. 13

12: Sex Work Talk with Savannah Sly

Send us a text In this episode of The Pineapple Express Podcast Kiley talks with Savannah about sex work, BDSM and sex positivity. Savannah, a career sex worker, talks about her job as a sex worker, what makes her an advocate for sex workers and how she’s fighting to break stigmas against sex workers. Savannah talks whips and chains and tells stories about her life as a dominatrix. Savannah Sly is a career Dominatric who has been advocating for the rights and welfare of sex workers since 2013. C...

Feb 24, 20231 hr 7 minSeason 1Ep. 12

11: Breaking The Stigma with Ricci and Mandy from Woodhull

Send us a text In this episode of The Pineapple Express Podcast listen as Kiley chats with Ricci Levy, the CEO of The Woodhull Foundation, and Mandy Salley the COO of Woodhull. They talk about censorship, sex work, the banning of drag shows and tons of other issues our country is facing with sexual freedom. Ricci Levy (she/her) has been engaged in sexual freedom activism for several decades. After a successful career in corporate America, Ms. Levy helped found the Woodhull Freedom Foundation, an...

Feb 17, 20231 hr 11 minSeason 1Ep. 11

10:Swinger Talk Tips for overcoming shyness and cliques in the swinger lifestyle

Send us a text BONUS VALENTINES DAY EPISODE BECAUSE WE LOVE YOU GUYS SO MUCH ❤️❤️❤️ Come along and ride on the Pineapple Express 🎙 In this episode of The Pineapple Express Podcast listen as Kiley and Brad talk about cliques and overcoming shyness in the swinger lifestyle. They give their top 5 tips and conversation starters for swinger events. This episode is great for newbie swingers. Let us know what you think of the podcast by giving us a 5 ⭐️ review. We are on all major podcast platforms an...

Feb 14, 20231 hr 8 minSeason 1Ep. 10

9: Swinger Reviews: The Red Room Nashville with The Swinger Society

Send us a text Swinger Club Reviews: The Red Room Nashville with The Swinger Society Come along and ride on the Pineapple Express 🎙 In this episode of The Pineapple Express Podcast listen as Kiley and Brad recall their fun sexy experiences at The Red Room in Nashville Tennessee. Listen along as they talk about all their sexy fun with some of your favorites from The Swinger Society. Let us know what you think of the podcast by giving us a 5 ⭐️ review. We are on all major podcast platforms and do...

Feb 10, 20231 hr 28 minSeason 1Ep. 9

8: ENM Education: Talk Consent with Susan Wright from NCSF

Send us a text In this episode listen as Kiley and Susan Wright from NCSF talk Sexual Freedom, FOSTA, Consent and all things NCSF. Susan Wright founded the National Coalition for Sexual Freedom in 1997, and serves as Executive Director. She currently chairs the Consent Counts Committee that worked with the American Law Institute to revise the Model Penal Code on Sexual Assault to create Section 213:10 Explicit Prior Permission for consent to kink. She also chaired NCSF’s successful DSM Revision ...

Jan 27, 20231 hr 23 minSeason 1Ep. 8

7:'Guy Talk' Real life Swinger guy talk with Joe BostonSwingerKing

Send us a text Joe the BostonSwingerKing is a Boston native with a no none sense outlook on the lifestyle. He is a father, loving husband and fitness junkie. He has been in the swinger lifestyle for 3 years now with his Boston native wife Maria. Joe enjoys helping newbies learn about the lifestyle. He is an ambassador on the swinger society discord and helps Bradthespacecadet run the 'Man Cave Chat' on the discord VC every 3rd Thursday of the month. Find all of Joe’s socials on the link below ht...

Jan 20, 20231 hr 3 minSeason 1Ep. 6

6: Swinger Reviews ClubErosCleveland and Sexy Swinger Stories from Eros NYE Party

Send us a text For more info on ClubErosCleveland make sure you visit their website. Club Eros is Cleveland's ONLY all-inclusive club! There is NO additional charge for all the little extras we provide to make your visit the most enjoyable experience possible! Chic modern industrial night club vibe. Full service bars with complimentary washes, juices, & premium energy drinks. Coke, diet Coke, diet Dr. Pepper, ginger ale, a Sprite-type drink, cranberry, OJ, pineapple, strawberry lemonade, sod...

Jan 13, 20231 hr 8 minSeason 1Ep. 6

5: ‘Swinger Guy Talk’ with DJLIFEOFSPICE

Send us a text LIFE OF SPICE IS THE JOURNEY OF AN ADVENTUROUS MARRIED COUPLE SHARING THEIR EXPERIENCES THROUGH THE WORLD OF ETHICAL NON-MONOGAMY. ADULT CONTENT CREATORS, LIFESTYLE EVENT PROMOTERS AND DJ, SEEKING TO KEEP LIFE SPICY IN EVERY WAY. For more info on DJLIFEOFSPICE or to book him for an event go to his website(there’s also some links to some pretty spicy content there too) https://lifeofspice.info/ PSST——Guess whose going to be DJing both the Nashville and Secrets event? None other tha...

Jan 06, 20231 hr 17 minSeason 1Ep. 5

4: Swinger Reviews: Secret Sinsations Halloscream 2022

Send us a text Brad and I talk about Halloscream 2022 in Beaver Falls, PA. We give our review of Secret Sinsations and tell all the sexy fun stories about the party. If you are interested in checking out Secret Sinsations the link is in the shownotes. Secret Sinsations https://mysecretsinsations.com/ Swinger Society https://swingersociety.net/ Join the Discord https://discord.gg/swingersociety Follow all my socials: https://www.tiktok.com/@sexyswingerchictalks?_t=8Wooqp93YIo&_r=1 https://ins...

Nov 21, 202255 min

3: Sex Work Chat Vanessa 'The Blonde Bombshell Stripper'

Send us a text Introducing Vanessa! Kiley and Vanessa chat about life at the strip club. Listen as Vanessa and Kiley give tips and tricks to live your best stripper life. You can find Vanessa on instagram https://instagram.com/finesseavanessa?igshid=YmMyMTA2M2Y= Kileys website https://sexyswingerchic.net Kileys Instagram @sexyswingerchic1991 Brads instagram @Bradthespacecadet Onlyfans https://onlyfans.com/sexyswingerchic Support the show 🎙️ The Pineapple Express Podcast Subscribe to my Substack...

Nov 11, 20221 hr 5 min

2: Swinger Talk The Dos and Dont's of Swinging with BostonSwingerKing and BostonSwingerQueen

Send us a text Episode 2: Boston Swinger King (Joe) and Boston Swinger Queen(Maria),the sassy Boston native couple, talk about the ups and downs of swinging. Enjoy this hilarious podcast episode as Kiley and Brad discuss swinging and fun with Joe and Maria. Find Joe and Maria on tiktok https://www.tiktok.com/@joeandmaria781?_t=8X4lxbi5x0A&_r=1 And of course they are on “The Swinger Society Discord” https://discord.gg/swingersociety Joe and Maria on Onlyfans https://onlyfans.com/bostonswinger...

Nov 04, 202256 minSeason 1Ep. 2

1: Introducing Brad and Kiley

Send us a text EPISODE 1 Listen to Brad and Kiley as we talk about our journey into swinging and tell the story about our first night at a Swingers club. How to find us: Tiktok: @sexyswingerchictalks Instagram: @sexyswingerchic1991 @bradthespacecadet Website https://sexyswingerchic.net 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 & C...

Oct 19, 202249 min
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