Tripping on Kay en A father and son with no filter, no boundaries, and nothing off limits. https://megaphone.imgix.net/podcasts/9afdd73a-2d3a-11f1-856a-4f639ecc277f/image/631dea659590efe4783ebd14596151c3.png?ixlib=rails-4.3.1&max-w=3000&max-h=3000&fit=crop&auto=format,compress Tripping on Kay episodic Ben Kaye A father and son with no filter, no boundaries, and nothing off limits. A father and son with no filter, no boundaries, and nothing off limits.

]]> Witz Comedy Network trippingonkay@gmail.com Testing My Dad's Intelligence (He Failed) | Tripping On Kay Ep. 21 On this episode of Tripping on Kay, David and Ben take on a chaotic game of Mind Meld with producer Ian, resulting in unexpected answers and hilarious mismatches. The duo dives into David’s obsession with ChatGPT, debates ELA vocabulary words, breaks down family memories and dark humor trivia, and navigates David's colorblindness with a series of visual tests. Timestamps / Key Moments: 00:00 – Outfit Repeats & The Jeans Wash Rule 05:15 – ChatGPT Addiction & ELA Vocabulary Challenge 12:30 – Wheelchair Upgrades, Public Reactions & News 12 Rant 22:10 – Uncle Steven Stories & Deep Family Trivia 31:40 – Colorblindness Tests & Matching Outfits 36:00 – The Ultimate Mind Meld Game with Ian 46:15 – Life Coaching vs. Therapy & Final Outro Welcome to Tripping on Kay. Follow Tripping on Kay: Instagram: https://www.instagram.com/trippingonkay/ TikTok: https://www.tiktok.com/@trippingonkay YouTube: https://www.youtube.com/@trippingonkay Spotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1 Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024 Patreon: https://www.patreon.com/cw/TrippingonKay Wed, 26 Aug 2026 21:00:00 -0000 full Ben Kaye On this episode of Tripping on Kay, David and Ben take on a chaotic game of Mind Meld with producer Ian, resulting in unexpected answers and hilarious mismatches. The duo dives into David’s obsession with ChatGPT, debates ELA vocabulary words, breaks down family memories and dark humor trivia, and navigates David's colorblindness with a series of visual tests. Timestamps / Key Moments: 00:00 – Outfit Repeats & The Jeans Wash Rule 05:15 – ChatGPT Addiction & ELA Vocabulary Challenge 12:30 – Wheelchair Upgrades, Public Reactions & News 12 Rant 22:10 – Uncle Steven Stories & Deep Family Trivia 31:40 – Colorblindness Tests & Matching Outfits 36:00 – The Ultimate Mind Meld Game with Ian 46:15 – Life Coaching vs. Therapy & Final Outro Welcome to Tripping on Kay. Follow Tripping on Kay: Instagram: https://www.instagram.com/trippingonkay/ TikTok: https://www.tiktok.com/@trippingonkay YouTube: https://www.youtube.com/@trippingonkay Spotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1 Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024 Patreon: https://www.patreon.com/cw/TrippingonKay On this episode of Tripping on Kay, David and Ben take on a chaotic game of Mind Meld with producer Ian, resulting in unexpected answers and hilarious mismatches. The duo dives into David’s obsession with ChatGPT, debates ELA vocabulary words, breaks down family memories and dark humor trivia, and navigates David's colorblindness with a series of visual tests.

Timestamps / Key Moments:

  • 00:00 – Outfit Repeats & The Jeans Wash Rule

  • 05:15 – ChatGPT Addiction & ELA Vocabulary Challenge

  • 12:30 – Wheelchair Upgrades, Public Reactions & News 12 Rant

  • 22:10 – Uncle Steven Stories & Deep Family Trivia

  • 31:40 – Colorblindness Tests & Matching Outfits

  • 36:00 – The Ultimate Mind Meld Game with Ian

  • 46:15 – Life Coaching vs. Therapy & Final Outro

Welcome to Tripping on Kay.

Follow Tripping on Kay:

Instagram: https://www.instagram.com/trippingonkay/

TikTok: https://www.tiktok.com/@trippingonkay

YouTube: https://www.youtube.com/@trippingonkay

Spotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1

Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024

Patreon: https://www.patreon.com/cw/TrippingonKay


]]> 3879 yes Father & Son Argue Over EBay Reselling, Bad Advice, and Life - Tripping On Kay - Episode 20 On this episode of Tripping on Kay, David and Ben dive into total chaos—from customized water bottle prank stickers and re-adjusting podcast chairs to eBay reselling wins (and losses). David breaks down his latest online sales strategy, Ben questions his dad’s logic at every turn, and the two debate music trivia, family habits, and why living together leads to non-stop banter. Timestamps / Key Moments: 00:00 – Legal Disclaimer & Sticky Water Bottle Pranks 07:45 – David’s EBay Hustle: Selling Pocket Knives & Reselling Flops 14:25 – Generational Noise: Why Yelling Gives Headaches 29:05 – Asking Ian: Production Interruptions & Studio Dynamics 37:12 – Pop Culture & Music Trivia Showdown 44:15 – "What Do I Have to Look Forward To?" (Self-Talk & Purpose) 52:09 – Comedy, Mel Brooks, and Train Conversations 01:00:34 – Suitcases in the Kitchen: Household Debates Welcome to Tripping on Kay. Follow Tripping on Kay: Instagram: https://www.instagram.com/trippingonkay/ TikTok: https://www.tiktok.com/@trippingonkay YouTube: https://www.youtube.com/@trippingonkay Spotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1 Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024 Patreon: https://www.patreon.com/cw/TrippingonKay Tue, 18 Aug 2026 22:00:00 -0000 full Ben Kaye On this episode of Tripping on Kay, David and Ben dive into total chaos—from customized water bottle prank stickers and re-adjusting podcast chairs to eBay reselling wins (and losses). David breaks down his latest online sales strategy, Ben questions his dad’s logic at every turn, and the two debate music trivia, family habits, and why living together leads to non-stop banter. Timestamps / Key Moments: 00:00 – Legal Disclaimer & Sticky Water Bottle Pranks 07:45 – David’s EBay Hustle: Selling Pocket Knives & Reselling Flops 14:25 – Generational Noise: Why Yelling Gives Headaches 29:05 – Asking Ian: Production Interruptions & Studio Dynamics 37:12 – Pop Culture & Music Trivia Showdown 44:15 – "What Do I Have to Look Forward To?" (Self-Talk & Purpose) 52:09 – Comedy, Mel Brooks, and Train Conversations 01:00:34 – Suitcases in the Kitchen: Household Debates Welcome to Tripping on Kay. Follow Tripping on Kay: Instagram: https://www.instagram.com/trippingonkay/ TikTok: https://www.tiktok.com/@trippingonkay YouTube: https://www.youtube.com/@trippingonkay Spotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1 Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024 Patreon: https://www.patreon.com/cw/TrippingonKay On this episode of Tripping on Kay, David and Ben dive into total chaos—from customized water bottle prank stickers and re-adjusting podcast chairs to eBay reselling wins (and losses). David breaks down his latest online sales strategy, Ben questions his dad’s logic at every turn, and the two debate music trivia, family habits, and why living together leads to non-stop banter.

Timestamps / Key Moments:

  • 00:00 – Legal Disclaimer & Sticky Water Bottle Pranks

  • 07:45 – David’s EBay Hustle: Selling Pocket Knives & Reselling Flops

  • 14:25 – Generational Noise: Why Yelling Gives Headaches

  • 29:05 – Asking Ian: Production Interruptions & Studio Dynamics

  • 37:12 – Pop Culture & Music Trivia Showdown

  • 44:15 – "What Do I Have to Look Forward To?" (Self-Talk & Purpose)

  • 52:09 – Comedy, Mel Brooks, and Train Conversations

  • 01:00:34 – Suitcases in the Kitchen: Household Debates

Welcome to Tripping on Kay.

Follow Tripping on Kay: Instagram: https://www.instagram.com/trippingonkay/ TikTok: https://www.tiktok.com/@trippingonkay YouTube: https://www.youtube.com/@trippingonkay Spotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1 Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024 Patreon: https://www.patreon.com/cw/TrippingonKay

]]> 3904 yes P*rn ASMR During Our Podcast - Episode 19 - Tripping on Kay David and Ben are back on Tripping on Kay for another father-son episode that starts with David being tired, cranky, and worried about spilling coffee — so naturally, it becomes one of the most chaotic episodes yet. This week, David tries to figure out angel numbers, interrogates Zan about being Pakistani, confuses Malaysia with malaria, talks about CPAP problems, tongue sandwiches, Wawa pretzels, News 12 backlash, sidewalk accessibility, internet trolls, and why he may or may not be built to become a disability advocate. Then the episode completely falls apart when they bring back the headphones game. Ben and David try to answer simple questions while music plays in their ears, but David somehow ends up hearing porn ASMR, beef and broccoli, gay horses, Pakistani apples, and questions about seeing cousins naked. It’s stupid, uncomfortable, wildly inappropriate, weirdly honest, and exactly what happens when a disabled dad and his tired son try to make a normal podcast. Welcome to Tripping on Kay. Follow Tripping on Kay:Instagram: https://www.instagram.com/trippingonkay/TikTok: https://www.tiktok.com/@trippingonkayYouTube: https://www.youtube.com/@trippingonkaySpotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024Patreon: https://www.patreon.com/cw/TrippingonKay #podcast #comedy #fatherandson #trippingonkay #multiplesclerosis #disability #comedypodcast Tue, 11 Aug 2026 21:00:00 -0000 full Ben Kaye David and Ben are back on Tripping on Kay for another father-son episode that starts with David being tired, cranky, and worried about spilling coffee — so naturally, it becomes one of the most chaotic episodes yet. This week, David tries to figure out angel numbers, interrogates Zan about being Pakistani, confuses Malaysia with malaria, talks about CPAP problems, tongue sandwiches, Wawa pretzels, News 12 backlash, sidewalk accessibility, internet trolls, and why he may or may not be built to become a disability advocate. Then the episode completely falls apart when they bring back the headphones game. Ben and David try to answer simple questions while music plays in their ears, but David somehow ends up hearing porn ASMR, beef and broccoli, gay horses, Pakistani apples, and questions about seeing cousins naked. It’s stupid, uncomfortable, wildly inappropriate, weirdly honest, and exactly what happens when a disabled dad and his tired son try to make a normal podcast. Welcome to Tripping on Kay. Follow Tripping on Kay:Instagram: https://www.instagram.com/trippingonkay/TikTok: https://www.tiktok.com/@trippingonkayYouTube: https://www.youtube.com/@trippingonkaySpotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024Patreon: https://www.patreon.com/cw/TrippingonKay #podcast #comedy #fatherandson #trippingonkay #multiplesclerosis #disability #comedypodcast David and Ben are back on Tripping on Kay for another father-son episode that starts with David being tired, cranky, and worried about spilling coffee — so naturally, it becomes one of the most chaotic episodes yet.

This week, David tries to figure out angel numbers, interrogates Zan about being Pakistani, confuses Malaysia with malaria, talks about CPAP problems, tongue sandwiches, Wawa pretzels, News 12 backlash, sidewalk accessibility, internet trolls, and why he may or may not be built to become a disability advocate.

Then the episode completely falls apart when they bring back the headphones game. Ben and David try to answer simple questions while music plays in their ears, but David somehow ends up hearing porn ASMR, beef and broccoli, gay horses, Pakistani apples, and questions about seeing cousins naked.

It’s stupid, uncomfortable, wildly inappropriate, weirdly honest, and exactly what happens when a disabled dad and his tired son try to make a normal podcast.

Welcome to Tripping on Kay.

Follow Tripping on Kay:
Instagram: https://www.instagram.com/trippingonkay/
TikTok: https://www.tiktok.com/@trippingonkay
YouTube: https://www.youtube.com/@trippingonkay
Spotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1
Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024
Patreon: https://www.patreon.com/cw/TrippingonKay

#podcast #comedy #fatherandson #trippingonkay #multiplesclerosis #disability #comedypodcast

]]> 3416 My Dad Is Impossible To Play Games With! - Episode 18 - Tripping on Kay David and Ben are back on Tripping on Kay for another father-son episode that starts with Sublime, pretzels, riggers, bubbles, and David trying to remember everything he wanted to say. This week, Ben talks about working a music festival and getting his family side stage for Sublime, while David somehow turns the whole thing into a complaint about not getting a giant pretzel. From there, they spiral into Greek food, ChatGPT, crabs, pistol shrimp, gay wombats, David’s favorite movies, sitting down to pee, and whether pizza and penis are basically the same word. Then things get real when David calls Ben out for being an asshole at home, leading to an honest conversation about caregiving, disability, family tension, the negativity of the house, and how their father-son dynamic changes when the cameras are on. And because it’s still Tripping on Kay, they end the episode by playing a word game that proves Ben and David may be related, but they absolutely do not think the same way. It’s chaotic, stupid, honest, uncomfortable, and somehow still kind of beautiful. Welcome to Tripping on Kay. Follow Tripping on Kay:Instagram: https://www.instagram.com/trippingonkay/TikTok: https://www.tiktok.com/@trippingonkayYouTube: https://www.youtube.com/@trippingonkaySpotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024Patreon: https://www.patreon.com/cw/TrippingonKay #podcast #comedy #fatherandson #trippingonkay #multiplesclerosis #disability #comedypodcast Tue, 04 Aug 2026 21:00:00 -0000 full Ben Kaye David and Ben are back on Tripping on Kay for another father-son episode that starts with Sublime, pretzels, riggers, bubbles, and David trying to remember everything he wanted to say. This week, Ben talks about working a music festival and getting his family side stage for Sublime, while David somehow turns the whole thing into a complaint about not getting a giant pretzel. From there, they spiral into Greek food, ChatGPT, crabs, pistol shrimp, gay wombats, David’s favorite movies, sitting down to pee, and whether pizza and penis are basically the same word. Then things get real when David calls Ben out for being an asshole at home, leading to an honest conversation about caregiving, disability, family tension, the negativity of the house, and how their father-son dynamic changes when the cameras are on. And because it’s still Tripping on Kay, they end the episode by playing a word game that proves Ben and David may be related, but they absolutely do not think the same way. It’s chaotic, stupid, honest, uncomfortable, and somehow still kind of beautiful. Welcome to Tripping on Kay. Follow Tripping on Kay:Instagram: https://www.instagram.com/trippingonkay/TikTok: https://www.tiktok.com/@trippingonkayYouTube: https://www.youtube.com/@trippingonkaySpotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024Patreon: https://www.patreon.com/cw/TrippingonKay #podcast #comedy #fatherandson #trippingonkay #multiplesclerosis #disability #comedypodcast David and Ben are back on Tripping on Kay for another father-son episode that starts with Sublime, pretzels, riggers, bubbles, and David trying to remember everything he wanted to say.

This week, Ben talks about working a music festival and getting his family side stage for Sublime, while David somehow turns the whole thing into a complaint about not getting a giant pretzel. From there, they spiral into Greek food, ChatGPT, crabs, pistol shrimp, gay wombats, David’s favorite movies, sitting down to pee, and whether pizza and penis are basically the same word.

Then things get real when David calls Ben out for being an asshole at home, leading to an honest conversation about caregiving, disability, family tension, the negativity of the house, and how their father-son dynamic changes when the cameras are on.

And because it’s still Tripping on Kay, they end the episode by playing a word game that proves Ben and David may be related, but they absolutely do not think the same way.

It’s chaotic, stupid, honest, uncomfortable, and somehow still kind of beautiful.

Welcome to Tripping on Kay.

Follow Tripping on Kay:
Instagram: https://www.instagram.com/trippingonkay/
TikTok: https://www.tiktok.com/@trippingonkay
YouTube: https://www.youtube.com/@trippingonkay
Spotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1
Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024
Patreon: https://www.patreon.com/cw/TrippingonKay

#podcast #comedy #fatherandson #trippingonkay #multiplesclerosis #disability #comedypodcast

]]> 3750 yes Breakdowns Into Bits - Episode 17 - Tripping on Kay David and Ben are back on Tripping on Kay for another father-son episode that starts with David upset about his wheelchair and quickly turns into one of their most honest conversations yet. This week, David opens up about MS, losing independence, not being able to do the simple things he used to do, and what it feels like to go from working nonstop to waking up every day in a hospital bed in the living room. Ben tries to talk him through it, reminding him that the podcast, his advocacy, and the way people respond to him actually do mean something. And because it’s still Tripping on Kay, the episode somehow also spirals into News 12, ChatGPT, pull-ups, tie-dye diapers, Pat’s birthday, grapes, AI medical advice, bad jokes, and David wondering if he’s a narcissist. It’s emotional, stupid, uncomfortable, funny, and exactly what happens when a father and son try to talk about the hard stuff without completely falling apart. Welcome to Tripping on Kay. Follow Tripping on Kay:Instagram: https://www.instagram.com/trippingonkay/TikTok: https://www.tiktok.com/@trippingonkayYouTube: https://www.youtube.com/@trippingonkaySpotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024Patreon: https://www.patreon.com/cw/TrippingonKay #podcast #comedy #fatherandson #trippingonkay #multiplesclerosis #disability #comedypodcast Tue, 28 Jul 2026 21:00:00 -0000 full Ben Kaye David and Ben are back on Tripping on Kay for another father-son episode that starts with David upset about his wheelchair and quickly turns into one of their most honest conversations yet. This week, David opens up about MS, losing independence, not being able to do the simple things he used to do, and what it feels like to go from working nonstop to waking up every day in a hospital bed in the living room. Ben tries to talk him through it, reminding him that the podcast, his advocacy, and the way people respond to him actually do mean something. And because it’s still Tripping on Kay, the episode somehow also spirals into News 12, ChatGPT, pull-ups, tie-dye diapers, Pat’s birthday, grapes, AI medical advice, bad jokes, and David wondering if he’s a narcissist. It’s emotional, stupid, uncomfortable, funny, and exactly what happens when a father and son try to talk about the hard stuff without completely falling apart. Welcome to Tripping on Kay. Follow Tripping on Kay:Instagram: https://www.instagram.com/trippingonkay/TikTok: https://www.tiktok.com/@trippingonkayYouTube: https://www.youtube.com/@trippingonkaySpotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024Patreon: https://www.patreon.com/cw/TrippingonKay #podcast #comedy #fatherandson #trippingonkay #multiplesclerosis #disability #comedypodcast David and Ben are back on Tripping on Kay for another father-son episode that starts with David upset about his wheelchair and quickly turns into one of their most honest conversations yet.

This week, David opens up about MS, losing independence, not being able to do the simple things he used to do, and what it feels like to go from working nonstop to waking up every day in a hospital bed in the living room. Ben tries to talk him through it, reminding him that the podcast, his advocacy, and the way people respond to him actually do mean something.

And because it’s still Tripping on Kay, the episode somehow also spirals into News 12, ChatGPT, pull-ups, tie-dye diapers, Pat’s birthday, grapes, AI medical advice, bad jokes, and David wondering if he’s a narcissist.

It’s emotional, stupid, uncomfortable, funny, and exactly what happens when a father and son try to talk about the hard stuff without completely falling apart.

Welcome to Tripping on Kay.

Follow Tripping on Kay:
Instagram: https://www.instagram.com/trippingonkay/
TikTok: https://www.tiktok.com/@trippingonkay
YouTube: https://www.youtube.com/@trippingonkay
Spotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1
Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024
Patreon: https://www.patreon.com/cw/TrippingonKay

#podcast #comedy #fatherandson #trippingonkay #multiplesclerosis #disability #comedypodcast

]]> 3703 yes I Can't Hear You! - Episode 16 - Tripping on Kay David and Ben are back on **Tripping on Kay** for another father-son episode where David shows up ready for his big News 12 moment… only for the news to cancel on him again. From there, things go exactly where they always go: nowhere and everywhere at the same time. This week, David asks for a laugh track, explains why he wore “normal pants,” revisits the wombat story, talks about his wheelchair upgrades, invents the official Tripping on Kay drinking game, spirals over pull-ups, bubbles, Patreon, bad jokes, and whether he’s actually funny — while Ben tries to keep the entire thing from falling apart. It’s chaotic, stupid, honest, uncomfortable, and somehow exactly what a father-son podcast should be. Welcome to **Tripping on Kay**. **Follow Tripping on Kay:** Instagram: https://www.instagram.com/trippingonkay/ TikTok: https://www.tiktok.com/@trippingonkay YouTube: https://www.youtube.com/@trippingonkay Spotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1 Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024 Patreon: https://www.patreon.com/cw/TrippingonKay #podcast #comedy #fatherandson #trippingonkay #comedypodcast Tue, 21 Jul 2026 21:00:00 -0000 full Ben Kaye David and Ben are back on **Tripping on Kay** for another father-son episode where David shows up ready for his big News 12 moment… only for the news to cancel on him again. From there, things go exactly where they always go: nowhere and everywhere at the same time. This week, David asks for a laugh track, explains why he wore “normal pants,” revisits the wombat story, talks about his wheelchair upgrades, invents the official Tripping on Kay drinking game, spirals over pull-ups, bubbles, Patreon, bad jokes, and whether he’s actually funny — while Ben tries to keep the entire thing from falling apart. It’s chaotic, stupid, honest, uncomfortable, and somehow exactly what a father-son podcast should be. Welcome to **Tripping on Kay**. **Follow Tripping on Kay:** Instagram: https://www.instagram.com/trippingonkay/ TikTok: https://www.tiktok.com/@trippingonkay YouTube: https://www.youtube.com/@trippingonkay Spotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1 Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024 Patreon: https://www.patreon.com/cw/TrippingonKay #podcast #comedy #fatherandson #trippingonkay #comedypodcast David and Ben are back on **Tripping on Kay** for another father-son episode where David shows up ready for his big News 12 moment… only for the news to cancel on him again. From there, things go exactly where they always go: nowhere and everywhere at the same time. This week, David asks for a laugh track, explains why he wore “normal pants,” revisits the wombat story, talks about his wheelchair upgrades, invents the official Tripping on Kay drinking game, spirals over pull-ups, bubbles, Patreon, bad jokes, and whether he’s actually funny — while Ben tries to keep the entire thing from falling apart. It’s chaotic, stupid, honest, uncomfortable, and somehow exactly what a father-son podcast should be. Welcome to **Tripping on Kay**. **Follow Tripping on Kay:** Instagram: https://www.instagram.com/trippingonkay/ TikTok: https://www.tiktok.com/@trippingonkay YouTube: https://www.youtube.com/@trippingonkay Spotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1 Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024 Patreon: https://www.patreon.com/cw/TrippingonKay #podcast #comedy #fatherandson #trippingonkay #comedypodcast

]]> 3796 yes My Dad Finally Met Talia - Episode 15 - Tripping on Kay Talia joins Tripping on Kay and David immediately realizes this may have been a very bad idea. After multiple episodes of David talking about her, Talia finally sits down with Ben, David, and Pat to confront the chaos directly. They talk about her first impression of David, her relationship with Pat, dating, attraction, Jewish families, OnlyFans jokes, David’s disability, MS, cancer, tattoos, external validation, objectifying women, and whether David is actually offensive or just deeply addicted to making people laugh. Somehow, Talia keeps up with every insane turn — and may have accidentally created one of the best episodes yet. It’s inappropriate, surprisingly sweet, uncomfortable, honest, and exactly what happens when David finally meets the person he couldn’t stop bringing up. Welcome to Tripping on Kay. Follow Tripping on Kay:Instagram: https://www.instagram.com/trippingonkay/TikTok: https://www.tiktok.com/@trippingonkayYouTube: https://www.youtube.com/@trippingonkaySpotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024Patreon: https://www.patreon.com/cw/TrippingonKay #podcast #comedy #fatherandson #trippingonkay #comedypodcast Tue, 14 Jul 2026 21:00:00 -0000 full Ben Kaye Talia joins Tripping on Kay and David immediately realizes this may have been a very bad idea. After multiple episodes of David talking about her, Talia finally sits down with Ben, David, and Pat to confront the chaos directly. They talk about her first impression of David, her relationship with Pat, dating, attraction, Jewish families, OnlyFans jokes, David’s disability, MS, cancer, tattoos, external validation, objectifying women, and whether David is actually offensive or just deeply addicted to making people laugh. Somehow, Talia keeps up with every insane turn — and may have accidentally created one of the best episodes yet. It’s inappropriate, surprisingly sweet, uncomfortable, honest, and exactly what happens when David finally meets the person he couldn’t stop bringing up. Welcome to Tripping on Kay. Follow Tripping on Kay:Instagram: https://www.instagram.com/trippingonkay/TikTok: https://www.tiktok.com/@trippingonkayYouTube: https://www.youtube.com/@trippingonkaySpotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024Patreon: https://www.patreon.com/cw/TrippingonKay #podcast #comedy #fatherandson #trippingonkay #comedypodcast Talia joins Tripping on Kay and David immediately realizes this may have been a very bad idea.

After multiple episodes of David talking about her, Talia finally sits down with Ben, David, and Pat to confront the chaos directly. They talk about her first impression of David, her relationship with Pat, dating, attraction, Jewish families, OnlyFans jokes, David’s disability, MS, cancer, tattoos, external validation, objectifying women, and whether David is actually offensive or just deeply addicted to making people laugh.

Somehow, Talia keeps up with every insane turn — and may have accidentally created one of the best episodes yet.

It’s inappropriate, surprisingly sweet, uncomfortable, honest, and exactly what happens when David finally meets the person he couldn’t stop bringing up.

Welcome to Tripping on Kay.

Follow Tripping on Kay:
Instagram: https://www.instagram.com/trippingonkay/
TikTok: https://www.tiktok.com/@trippingonkay
YouTube: https://www.youtube.com/@trippingonkay
Spotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1
Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024
Patreon: https://www.patreon.com/cw/TrippingonKay

#podcast #comedy #fatherandson #trippingonkay #comedypodcast

]]> 3492 yes My Dad Got Lost In Manhattan… - Episode 14 - Tripping on Kay David and Ben are back on Tripping on Kay for another father-son episode that starts with David getting lost in Manhattan, nearly killing his wheelchair battery, hiding out in a bagel store, and somehow arriving with a story that takes way too long to tell. From there, things only get more chaotic. This week, David eats a dog treat on camera, Ben talks about turning 27 and going all in on his art, David shares his excitement about a new wheelchair and a News 12 interview, and the two get into a real conversation about first impressions, family, caregiving, embarrassment, and why their dynamic makes Ben feel like he looks mean. It’s gross, honest, ridiculous, emotional, and exactly what happens when David is left alone in New York City for too long. Welcome to Tripping on Kay. Follow Tripping on Kay:Instagram: https://www.instagram.com/trippingonkay/TikTok: https://www.tiktok.com/@trippingonkayYouTube: https://www.youtube.com/@trippingonkaySpotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024Patreon: https://www.patreon.com/cw/TrippingonKay #podcast #comedy #fatherandson #trippingonkay #comedypodcast Tue, 07 Jul 2026 21:00:00 -0000 full Ben Kaye David and Ben are back on Tripping on Kay for another father-son episode that starts with David getting lost in Manhattan, nearly killing his wheelchair battery, hiding out in a bagel store, and somehow arriving with a story that takes way too long to tell. From there, things only get more chaotic. This week, David eats a dog treat on camera, Ben talks about turning 27 and going all in on his art, David shares his excitement about a new wheelchair and a News 12 interview, and the two get into a real conversation about first impressions, family, caregiving, embarrassment, and why their dynamic makes Ben feel like he looks mean. It’s gross, honest, ridiculous, emotional, and exactly what happens when David is left alone in New York City for too long. Welcome to Tripping on Kay. Follow Tripping on Kay:Instagram: https://www.instagram.com/trippingonkay/TikTok: https://www.tiktok.com/@trippingonkayYouTube: https://www.youtube.com/@trippingonkaySpotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024Patreon: https://www.patreon.com/cw/TrippingonKay #podcast #comedy #fatherandson #trippingonkay #comedypodcast David and Ben are back on Tripping on Kay for another father-son episode that starts with David getting lost in Manhattan, nearly killing his wheelchair battery, hiding out in a bagel store, and somehow arriving with a story that takes way too long to tell.

From there, things only get more chaotic.

This week, David eats a dog treat on camera, Ben talks about turning 27 and going all in on his art, David shares his excitement about a new wheelchair and a News 12 interview, and the two get into a real conversation about first impressions, family, caregiving, embarrassment, and why their dynamic makes Ben feel like he looks mean.

It’s gross, honest, ridiculous, emotional, and exactly what happens when David is left alone in New York City for too long.

Welcome to Tripping on Kay.

Follow Tripping on Kay:
Instagram: https://www.instagram.com/trippingonkay/
TikTok: https://www.tiktok.com/@trippingonkay
YouTube: https://www.youtube.com/@trippingonkay
Spotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1
Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024
Patreon: https://www.patreon.com/cw/TrippingonKay

#podcast #comedy #fatherandson #trippingonkay #comedypodcast

]]> 3541 yes Dad Needs A Disclaimer - Episode 13 - Tripping on Kay David and Ben are back on Tripping on Kay for another father-son episode where David promises he’s going to stay calm, not squirrel, not insult anyone, and actually listen. Naturally, that lasts about thirty seconds. This week, David gives himself a pep talk, Ben admits he’s been in a mood, and the two talk about the “three H’s”: whether someone needs a hug, help, or just to be heard. Somehow, that turns into Soul Brew, stand-up comedy, awkward jokes, dead-or-alive dinner guests, family, grief, Frank Ocean, Uncle Howie, nursing home memories, food carts, Ian vs Pat, and David panicking over a five-minute warning. It’s chaotic, funny, weirdly honest, and another father-son conversation that probably needed a disclaimer. Welcome to Tripping on Kay. Follow Tripping on Kay:Instagram: https://www.instagram.com/trippingonkay/TikTok: https://www.tiktok.com/@trippingonkayYouTube: https://www.youtube.com/@trippingonkaySpotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024Patreon: https://www.patreon.com/cw/TrippingonKay #podcast #comedy #fatherandson #trippingonkay #comedypodcast Tue, 30 Jun 2026 21:00:00 -0000 full Ben Kaye David and Ben are back on Tripping on Kay for another father-son episode where David promises he’s going to stay calm, not squirrel, not insult anyone, and actually listen. Naturally, that lasts about thirty seconds. This week, David gives himself a pep talk, Ben admits he’s been in a mood, and the two talk about the “three H’s”: whether someone needs a hug, help, or just to be heard. Somehow, that turns into Soul Brew, stand-up comedy, awkward jokes, dead-or-alive dinner guests, family, grief, Frank Ocean, Uncle Howie, nursing home memories, food carts, Ian vs Pat, and David panicking over a five-minute warning. It’s chaotic, funny, weirdly honest, and another father-son conversation that probably needed a disclaimer. Welcome to Tripping on Kay. Follow Tripping on Kay:Instagram: https://www.instagram.com/trippingonkay/TikTok: https://www.tiktok.com/@trippingonkayYouTube: https://www.youtube.com/@trippingonkaySpotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024Patreon: https://www.patreon.com/cw/TrippingonKay #podcast #comedy #fatherandson #trippingonkay #comedypodcast David and Ben are back on Tripping on Kay for another father-son episode where David promises he’s going to stay calm, not squirrel, not insult anyone, and actually listen.

Naturally, that lasts about thirty seconds.

This week, David gives himself a pep talk, Ben admits he’s been in a mood, and the two talk about the “three H’s”: whether someone needs a hug, help, or just to be heard. Somehow, that turns into Soul Brew, stand-up comedy, awkward jokes, dead-or-alive dinner guests, family, grief, Frank Ocean, Uncle Howie, nursing home memories, food carts, Ian vs Pat, and David panicking over a five-minute warning.

It’s chaotic, funny, weirdly honest, and another father-son conversation that probably needed a disclaimer.

Welcome to Tripping on Kay.

Follow Tripping on Kay:
Instagram: https://www.instagram.com/trippingonkay/
TikTok: https://www.tiktok.com/@trippingonkay
YouTube: https://www.youtube.com/@trippingonkay
Spotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1
Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024
Patreon: https://www.patreon.com/cw/TrippingonKay

#podcast #comedy #fatherandson #trippingonkay #comedypodcast

]]> 3831 yes I Made My Dad Take A Narcissism Test… - Episode 12 - Tripping on Kay David and Ben are back on Tripping on Kay for another father-son episode that starts with Amish buggy reflectors and somehow turns into a full narcissism test. This week, David tries to stay on track, Ben tries to keep the show from spiraling, and the two end up talking about Pat’s girlfriend, Jessica’s episode, memory problems, migraines, medication, Ben shaving his head, new life chapters, Harry Potter, grammar, Patreon tiers, and whether David might actually be a narcissist. It’s chaotic, uncomfortable, weirdly honest, and exactly why this podcast works. Welcome to Tripping on Kay. Follow Tripping on Kay:Instagram: https://www.instagram.com/trippingonkay/TikTok: https://www.tiktok.com/@trippingonkayYouTube: https://www.youtube.com/@trippingonkaySpotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024Patreon: https://www.patreon.com/cw/TrippingonKay #podcast #comedy #fatherandson #trippingonkay #comedypodcast Tue, 23 Jun 2026 21:00:00 -0000 full Ben Kaye David and Ben are back on Tripping on Kay for another father-son episode that starts with Amish buggy reflectors and somehow turns into a full narcissism test. This week, David tries to stay on track, Ben tries to keep the show from spiraling, and the two end up talking about Pat’s girlfriend, Jessica’s episode, memory problems, migraines, medication, Ben shaving his head, new life chapters, Harry Potter, grammar, Patreon tiers, and whether David might actually be a narcissist. It’s chaotic, uncomfortable, weirdly honest, and exactly why this podcast works. Welcome to Tripping on Kay. Follow Tripping on Kay:Instagram: https://www.instagram.com/trippingonkay/TikTok: https://www.tiktok.com/@trippingonkayYouTube: https://www.youtube.com/@trippingonkaySpotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024Patreon: https://www.patreon.com/cw/TrippingonKay #podcast #comedy #fatherandson #trippingonkay #comedypodcast David and Ben are back on Tripping on Kay for another father-son episode that starts with Amish buggy reflectors and somehow turns into a full narcissism test.

This week, David tries to stay on track, Ben tries to keep the show from spiraling, and the two end up talking about Pat’s girlfriend, Jessica’s episode, memory problems, migraines, medication, Ben shaving his head, new life chapters, Harry Potter, grammar, Patreon tiers, and whether David might actually be a narcissist.

It’s chaotic, uncomfortable, weirdly honest, and exactly why this podcast works.

Welcome to Tripping on Kay.

Follow Tripping on Kay:
Instagram: https://www.instagram.com/trippingonkay/
TikTok: https://www.tiktok.com/@trippingonkay
YouTube: https://www.youtube.com/@trippingonkay
Spotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1
Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024
Patreon: https://www.patreon.com/cw/TrippingonKay

#podcast #comedy #fatherandson #trippingonkay #comedypodcast

]]> 4285 yes Jessica Levin Was Not Ready For My Dad… - Episode 11 - Tripping on Kay Jessica Levin joins Tripping on Kay and immediately gets thrown into the universe. This episode has everything: David trying to explain himself, Ben trying to keep the show alive, Jessica roasting both of them, “crabs” getting introduced as the official truth test, and a conversation that somehow jumps from dating, music, would-you-rathers, Jewish identity, Wawa pretzels, rehab stories, and whether David is actually one Fruit Loop in a bowl of Cheerios. Jessica didn’t just survive the chaos — she kept up. Welcome to Tripping on Kay. Follow Tripping on Kay:Instagram: https://www.instagram.com/trippingonkay/TikTok: https://www.tiktok.com/@trippingonkayYouTube: https://www.youtube.com/@trippingonkaySpotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024Patreon: https://www.patreon.com/cw/TrippingonKay #podcast #comedy #fatherandson #trippingonkay #comedypodcast Tue, 16 Jun 2026 21:00:00 -0000 full Ben Kaye Jessica Levin joins Tripping on Kay and immediately gets thrown into the universe. This episode has everything: David trying to explain himself, Ben trying to keep the show alive, Jessica roasting both of them, “crabs” getting introduced as the official truth test, and a conversation that somehow jumps from dating, music, would-you-rathers, Jewish identity, Wawa pretzels, rehab stories, and whether David is actually one Fruit Loop in a bowl of Cheerios. Jessica didn’t just survive the chaos — she kept up. Welcome to Tripping on Kay. Follow Tripping on Kay:Instagram: https://www.instagram.com/trippingonkay/TikTok: https://www.tiktok.com/@trippingonkayYouTube: https://www.youtube.com/@trippingonkaySpotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024Patreon: https://www.patreon.com/cw/TrippingonKay #podcast #comedy #fatherandson #trippingonkay #comedypodcast Jessica Levin joins Tripping on Kay and immediately gets thrown into the universe.

This episode has everything:

David trying to explain himself,

Ben trying to keep the show alive,

Jessica roasting both of them,

“crabs” getting introduced as the official truth test,

and a conversation that somehow jumps from dating, music, would-you-rathers, Jewish identity, Wawa pretzels, rehab stories, and whether David is actually one Fruit Loop in a bowl of Cheerios.

Jessica didn’t just survive the chaos — she kept up.

Welcome to Tripping on Kay.

Follow Tripping on Kay:
Instagram: https://www.instagram.com/trippingonkay/
TikTok: https://www.tiktok.com/@trippingonkay
YouTube: https://www.youtube.com/@trippingonkay
Spotify: https://open.spotify.com/show/4SPex0kN0cUQ7Dn9fupwUo?si=04dd1af6106444e1
Apple Podcasts: https://podcasts.apple.com/us/podcast/tripping-on-kay/id1889667024
Patreon: https://www.patreon.com/cw/TrippingonKay

#podcast #comedy #fatherandson #trippingonkay #comedypodcast

]]> 3760 yes Buckle Up! - Episode 10 - Tripping on Kay Welcome back to Tripping on Kay. This week, my dad says “buckle up” and immediately proves why he needs a disclaimer before every episode. We talk about Manhattan, identity, Gen Z slang, affirmations, MS, family, caretaking, and why every serious conversation somehow turns into something we probably shouldn’t say out loud. It’s inappropriate, emotional, chaotic, and weirdly honest. Just another father-son conversation where nobody knows where it’s going. Especially us. Like, comment, subscribe, and buckle up. #podcast #fatherandson #comedy #realtalk #trippingonk Tue, 09 Jun 2026 21:00:00 -0000 full Ben Kaye Welcome back to Tripping on Kay. This week, my dad says “buckle up” and immediately proves why he needs a disclaimer before every episode. We talk about Manhattan, identity, Gen Z slang, affirmations, MS, family, caretaking, and why every serious conversation somehow turns into something we probably shouldn’t say out loud. It’s inappropriate, emotional, chaotic, and weirdly honest. Just another father-son conversation where nobody knows where it’s going. Especially us. Like, comment, subscribe, and buckle up. #podcast #fatherandson #comedy #realtalk #trippingonk Welcome back to Tripping on Kay.

This week, my dad says “buckle up” and immediately proves why he needs a disclaimer before every episode.

We talk about Manhattan, identity, Gen Z slang, affirmations, MS, family, caretaking, and why every serious conversation somehow turns into something we probably shouldn’t say out loud.

It’s inappropriate, emotional, chaotic, and weirdly honest.

Just another father-son conversation where nobody knows where it’s going.

Especially us.

Like, comment, subscribe, and buckle up.

#podcast #fatherandson #comedy #realtalk #trippingonk

]]> 3931 yes My Dad Has Been Researching Wheelchair Mods For 5 Hours. - Episode 9 - Tripping on Kay In this episode of Tripping on Kay, my dad and I go from discussing his MS treatment and insurance battles to talking about success, family, bucket lists, and what the future might actually look like. We talk about: Multiple sclerosis and navigating healthcare My dreams as an artist Whether success changes people Bucket-list goals Why my dad thinks I might become famous and forget about him And his latest obsession: turning his wheelchair into a bubble-powered custom ride Somehow serious. Somehow ridiculous. Exactly what you'd expect from us. Welcome to Tripping on Kay. Wed, 03 Jun 2026 04:21:00 -0000 full Ben Kaye In this episode of Tripping on Kay, my dad and I go from discussing his MS treatment and insurance battles to talking about success, family, bucket lists, and what the future might actually look like. We talk about: Multiple sclerosis and navigating healthcare My dreams as an artist Whether success changes people Bucket-list goals Why my dad thinks I might become famous and forget about him And his latest obsession: turning his wheelchair into a bubble-powered custom ride Somehow serious. Somehow ridiculous. Exactly what you'd expect from us. Welcome to Tripping on Kay. In this episode of Tripping on Kay, my dad and I go from discussing his MS treatment and insurance battles to talking about success, family, bucket lists, and what the future might actually look like.

We talk about:

  • Multiple sclerosis and navigating healthcare
  • My dreams as an artist
  • Whether success changes people
  • Bucket-list goals
  • Why my dad thinks I might become famous and forget about him
  • And his latest obsession: turning his wheelchair into a bubble-powered custom ride

Somehow serious.
Somehow ridiculous.
Exactly what you'd expect from us.

Welcome to Tripping on Kay.

]]> 3741 yes ft. Emma Willmann - Episode 8 - Tripping on Kay This episode went completely off the rails. A famous comedian joined me and my dad for one of the most chaotic conversations we’ve had yet — and somehow we ended up talking about: family code words lies you can never take back ADHD relationships disease childhood stories and things that absolutely should not have been said on camera Somehow emotional. Somehow inappropriate. Somehow hilarious. Welcome to Tripping on Kay. #podcast #comedy #fatherandson #realtalk #comedypodcast Tue, 26 May 2026 21:00:00 -0000 full Ben Kaye This episode went completely off the rails. A famous comedian joined me and my dad for one of the most chaotic conversations we’ve had yet — and somehow we ended up talking about: family code words lies you can never take back ADHD relationships disease childhood stories and things that absolutely should not have been said on camera Somehow emotional. Somehow inappropriate. Somehow hilarious. Welcome to Tripping on Kay. #podcast #comedy #fatherandson #realtalk #comedypodcast This episode went completely off the rails.

A famous comedian joined me and my dad for one of the most chaotic conversations we’ve had yet — and somehow we ended up talking about:

family code words lies you can never take back

ADHD

relationships

disease childhood stories

and things that absolutely should not have been said on camera

Somehow emotional. Somehow inappropriate. Somehow hilarious.

Welcome to Tripping on Kay.

#podcast #comedy #fatherandson #realtalk #comedypodcast

]]> 3192 yes Dad vs. Best Friend! - Episode 7 - Tripping on Kay This episode got chaotic fast… I brought my best friend on the podcast with my dad, and somehow it turned into: A debate about whether your parent should be your best friend My dad admitting he secretly watched me without me knowing My best friend taking my dad’s side more than mine Wild stories from our past (and things that probably shouldn’t have been said) It’s 2 vs 1, it’s unfiltered, and it’s real. Welcome to Tripping on Kay. #podcast #friendship #family #realtalk #comedy Tue, 19 May 2026 21:00:00 -0000 full Ben Kaye This episode got chaotic fast… I brought my best friend on the podcast with my dad, and somehow it turned into: A debate about whether your parent should be your best friend My dad admitting he secretly watched me without me knowing My best friend taking my dad’s side more than mine Wild stories from our past (and things that probably shouldn’t have been said) It’s 2 vs 1, it’s unfiltered, and it’s real. Welcome to Tripping on Kay. #podcast #friendship #family #realtalk #comedy This episode got chaotic fast…

I brought my best friend on the podcast with my dad, and somehow it turned into:

  • A debate about whether your parent should be your best friend

  • My dad admitting he secretly watched me without me knowing

  • My best friend taking my dad’s side more than mine

  • Wild stories from our past (and things that probably shouldn’t have been said)

It’s 2 vs 1, it’s unfiltered, and it’s real.

Welcome to Tripping on Kay.

#podcast #friendship #family #realtalk #comedy

]]> 3719 yes My Dad Asked Me To Be His Life Coach… - Episode 6 - Tripping on Kay This episode started as a normal conversation… and turned into something way more real. We talked about: * Why I’m so hard on my dad * The truth about trying to help family change * Our dynamic off-camera vs on-camera * And the line between love, frustration, and honesty It’s funny, it’s chaotic, but this one hits different. This is what real conversations look like. Welcome to Tripping on Kay. #podcast #family #realtalk #fatherandson #comedy Tue, 12 May 2026 21:00:00 -0000 full Ben Kaye This episode started as a normal conversation… and turned into something way more real. We talked about: * Why I’m so hard on my dad * The truth about trying to help family change * Our dynamic off-camera vs on-camera * And the line between love, frustration, and honesty It’s funny, it’s chaotic, but this one hits different. This is what real conversations look like. Welcome to Tripping on Kay. #podcast #family #realtalk #fatherandson #comedy This episode started as a normal conversation… and turned into something way more real. We talked about: * Why I’m so hard on my dad * The truth about trying to help family change * Our dynamic off-camera vs on-camera * And the line between love, frustration, and honesty It’s funny, it’s chaotic, but this one hits different. This is what real conversations look like. Welcome to Tripping on Kay. #podcast #family #realtalk #fatherandson #comedy

]]> 3739 yes FAMILY THERAPY - Episode 5 - Tripping on Kay This might be our most unfiltered episode yet. We brought my mom onto the podcast… and somehow it turned into: My parents exposing how they actually met Wild stories we’ve NEVER talked about Childhood moments I didn’t even remember And conversations that probably should’ve stayed off camera It’s chaotic, it’s inappropriate, and somehow still real. This is what happens when you put a family like ours behind microphones. Welcome to the madness. #podcast #family #comedy #unfiltered #realtalk Tue, 05 May 2026 21:00:00 -0000 full Ben Kaye This might be our most unfiltered episode yet. We brought my mom onto the podcast… and somehow it turned into: My parents exposing how they actually met Wild stories we’ve NEVER talked about Childhood moments I didn’t even remember And conversations that probably should’ve stayed off camera It’s chaotic, it’s inappropriate, and somehow still real. This is what happens when you put a family like ours behind microphones. Welcome to the madness. #podcast #family #comedy #unfiltered #realtalk This might be our most unfiltered episode yet.

We brought my mom onto the podcast… and somehow it turned into:

  • My parents exposing how they actually met

  • Wild stories we’ve NEVER talked about

  • Childhood moments I didn’t even remember

  • And conversations that probably should’ve stayed off camera

It’s chaotic, it’s inappropriate, and somehow still real.

This is what happens when you put a family like ours behind microphones.

Welcome to the madness.

#podcast #family #comedy #unfiltered #realtalk

]]> 3626 yes Am I Too Much to Handle? - Episode 4 - Tripping on Kay This episode of Tripping on Kay starts off like any other… but turns into one of the most honest conversations we’ve had. What begins as jokes and random chaos slowly shifts into something deeper—talking about what it’s actually like living with each other, dealing with change, and being honest even when it hurts. We talk about: What it’s like being a father and son in real life Living with MS and how it affects everything Feeling like “too much” for the people around you And saying things you don’t really want to hear It’s uncomfortable. It’s real. And it’s probably something most people don’t talk about out loud. If you’ve ever wondered how people really feel about you… this one hits. Tue, 28 Apr 2026 21:00:00 -0000 full Ben Kaye This episode of Tripping on Kay starts off like any other… but turns into one of the most honest conversations we’ve had. What begins as jokes and random chaos slowly shifts into something deeper—talking about what it’s actually like living with each other, dealing with change, and being honest even when it hurts. We talk about: What it’s like being a father and son in real life Living with MS and how it affects everything Feeling like “too much” for the people around you And saying things you don’t really want to hear It’s uncomfortable. It’s real. And it’s probably something most people don’t talk about out loud. If you’ve ever wondered how people really feel about you… this one hits. This episode of Tripping on Kay starts off like any other…

but turns into one of the most honest conversations we’ve had.

What begins as jokes and random chaos slowly shifts into something deeper—talking about what it’s actually like living with each other, dealing with change, and being honest even when it hurts.

We talk about:

  • What it’s like being a father and son in real life
  • Living with MS and how it affects everything
  • Feeling like “too much” for the people around you
  • And saying things you don’t really want to hear

It’s uncomfortable.
It’s real.
And it’s probably something most people don’t talk about out loud.

If you’ve ever wondered how people really feel about you… this one hits.

]]> 3666 yes We’re Definitely Getting Cancelled Again… (ft. Grant Claytor) - Episode 3 - Tripping on Kay This episode of Tripping on Kay might be the one that gets us banned again… We bring in a guest—and immediately lose control. From completely unfiltered jokes to conversations that probably shouldn’t be on camera, this episode pushes every boundary we’ve already been warned about. But underneath the chaos, there’s something real: trying to figure out what you’re actually allowed to say… and why it even matters. We talk about: Getting banned (multiple times) and why Saying the wrong thing vs saying what you actually think The line between funny and “too far” And why this podcast refuses to filter itself It’s reckless. It’s uncomfortable. And it’s probably a bad idea. But it’s real. Tue, 21 Apr 2026 21:00:00 -0000 full Ben Kaye This episode of Tripping on Kay might be the one that gets us banned again… We bring in a guest—and immediately lose control. From completely unfiltered jokes to conversations that probably shouldn’t be on camera, this episode pushes every boundary we’ve already been warned about. But underneath the chaos, there’s something real: trying to figure out what you’re actually allowed to say… and why it even matters. We talk about: Getting banned (multiple times) and why Saying the wrong thing vs saying what you actually think The line between funny and “too far” And why this podcast refuses to filter itself It’s reckless. It’s uncomfortable. And it’s probably a bad idea. But it’s real. This episode of Tripping on Kay might be the one that gets us banned again…

We bring in a guest—and immediately lose control.

From completely unfiltered jokes to conversations that probably shouldn’t be on camera, this episode pushes every boundary we’ve already been warned about.

But underneath the chaos, there’s something real:
trying to figure out what you’re actually allowed to say… and why it even matters.

We talk about:

  • Getting banned (multiple times) and why
  • Saying the wrong thing vs saying what you actually think
  • The line between funny and “too far”
  • And why this podcast refuses to filter itself

It’s reckless.
It’s uncomfortable.
And it’s probably a bad idea.

But it’s real.

]]> 3477 yes We Argued Over a Spoon… Then It Got Real - Episode 2 - Tripping on Kay This episode of Tripping on Kay starts with one of the dumbest arguments we’ve ever had… over a spoon. But what starts as petty frustration quickly turns into something deeper—talking about validation, success, ego, and why we see the world completely differently. From ridiculous moments to real tension, this is what happens when a father and son don’t filter anything. We talk about: Why small things turn into big arguments The need for validation vs not caring at all What success actually means And why this dynamic works… even when it doesn’t It’s chaotic. It’s uncomfortable. But it’s real. If you’ve ever argued over something stupid… and realized it wasn’t actually about that thing—this episode is for you. A father and son argue over something stupid… then end up talking about validation, ego, and what actually matters. Tue, 14 Apr 2026 21:00:00 -0000 full Ben Kaye This episode of Tripping on Kay starts with one of the dumbest arguments we’ve ever had… over a spoon. But what starts as petty frustration quickly turns into something deeper—talking about validation, success, ego, and why we see the world completely differently. From ridiculous moments to real tension, this is what happens when a father and son don’t filter anything. We talk about: Why small things turn into big arguments The need for validation vs not caring at all What success actually means And why this dynamic works… even when it doesn’t It’s chaotic. It’s uncomfortable. But it’s real. If you’ve ever argued over something stupid… and realized it wasn’t actually about that thing—this episode is for you. A father and son argue over something stupid… then end up talking about validation, ego, and what actually matters. This episode of Tripping on Kay starts with one of the dumbest arguments we’ve ever had…

over a spoon.

But what starts as petty frustration quickly turns into something deeper—talking about validation, success, ego, and why we see the world completely differently.

From ridiculous moments to real tension, this is what happens when a father and son don’t filter anything.

We talk about:

  • Why small things turn into big arguments
  • The need for validation vs not caring at all
  • What success actually means
  • And why this dynamic works… even when it doesn’t

It’s chaotic.
It’s uncomfortable.
But it’s real.

If you’ve ever argued over something stupid… and realized it wasn’t actually about that thing—this episode is for you.


A father and son argue over something stupid… then end up talking about validation, ego, and what actually matters.


]]> 3815 yes This Podcast Got Too Real… (We Almost Didn’t Come Back) - Episode 1 - Tripping on Kay This episode of Tripping on Kay starts off completely unhinged… and somehow turns into something real. From fart noises and inappropriate jokes to brutally honest moments about life, illness, and losing control—this is what happens when a father and son stop filtering themselves. We talk about: Life changing overnight Living with MS and how it actually feels Using humor to cope with things you can’t fix And why this podcast almost didn’t come back It’s chaotic. It’s offensive. But underneath it… it’s real. If you’ve ever laughed through something you were actually struggling with—this one’s for you. A father and son go from completely unfiltered chaos to real conversations about illness, life changes, and why humor becomes survival. Tue, 07 Apr 2026 21:00:00 -0000 full Ben Kaye This episode of Tripping on Kay starts off completely unhinged… and somehow turns into something real. From fart noises and inappropriate jokes to brutally honest moments about life, illness, and losing control—this is what happens when a father and son stop filtering themselves. We talk about: Life changing overnight Living with MS and how it actually feels Using humor to cope with things you can’t fix And why this podcast almost didn’t come back It’s chaotic. It’s offensive. But underneath it… it’s real. If you’ve ever laughed through something you were actually struggling with—this one’s for you. A father and son go from completely unfiltered chaos to real conversations about illness, life changes, and why humor becomes survival. This episode of Tripping on Kay starts off completely unhinged…
and somehow turns into something real.

From fart noises and inappropriate jokes to brutally honest moments about life, illness, and losing control—this is what happens when a father and son stop filtering themselves.

We talk about:

  • Life changing overnight
  • Living with MS and how it actually feels
  • Using humor to cope with things you can’t fix
  • And why this podcast almost didn’t come back

It’s chaotic.
It’s offensive.
But underneath it… it’s real.

If you’ve ever laughed through something you were actually struggling with—this one’s for you.


A father and son go from completely unfiltered chaos to real conversations about illness, life changes, and why humor becomes survival.

]]> 3698 yes