Tripping on Kay

Ben Kaye
  • 5.0 (5)
  • Comedy
  • Weekly

A father and son with no filter, no boundaries, and nothing off limits.

  1. 2d ago

    My Dad’s Startup Idea Should Be Illegal | Tripping On Kay Ep. 31

    Dad pitches Ben his new startup (it's DoorDash, but worse), Grant Claytor crashes the episode, we find out what LARPing is, and the penalty for breaking the rules is a dog treat. Somebody eats it.

  2. Oct 27

    We Read My Dad’s ChatGPT History | Tripping On Kay Ep. 30

    David has a ChatGPT history. Ben has questions. Nobody is leaving this conversation with their dignity intact.On this episode of **Tripping on Kay**, we investigate David’s increasingly questionable ChatGPT searches, debate whether he should be allowed to use technology unsupervised, and somehow end up discussing everything from birthday messages and awkward personal questions to facial symmetry and the perfect death row meal.But underneath all the chaos, Ben opens up about something more personal: what do you actually say when people ask how your dad is doing when he’s living with multiple sclerosis? David shares what the disease has taken from him, the exhaustion that comes with it, and the frustration of having to fight for the physical therapy he needs.Then things take another turn. David gets some encouragement to try stand-up comedy, we debate religion and tattoos, and the conversation wanders into places nobody could have predicted.One minute it's family, illness, and the realities of caregiving. The next, we're rating faces, discussing questionable Google searches, and trying to keep David on topic.Welcome to **Tripping on Kay**: a father, a son, an extra guest, and absolutely no guarantee that the conversation will stay on track.🎙️ **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/id1889667024Support us on Patreon: https://www.patreon.com/cw/TrippingonKayLike, comment, subscribe, and tell us what you want us to talk about next.#TrippingOnKay #ComedyPodcast #FatherSon #FamilyComedy #PodcastClips

  3. Oct 20

    This Man Cannot Tell a Story. | Tripping On Kay Ep. 29

    David has a lot to say. The problem? He has absolutely no idea how to tell a story. This week on **Tripping on Kay**, Ben starts rating David’s storytelling out of 10—and the reviews are brutal. From questionable childhood stories and a game of word association that goes completely off the rails to a possible tattoo and an argument over a missed birthday text, the conversation somehow gets more chaotic every five minutes. Along the way, David shares some deeply unnecessary medical details, Ben tries to teach him the art of getting to the point, and the two take on a guessing game that tests everyone’s patience. Ian is there to witness it all. It’s a father, a son, too many tangents, and absolutely no editing of the thought process. Welcome to **Tripping on Kay**: family, dysfunction, questionable jokes, and conversations that probably should have stayed at home. 🎙️ **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 Support us on Patreon: https://www.patreon.com/cw/TrippingonKay #TrippingOnKay #ComedyPodcast #FatherSon #DarkComedy #FamilyComedy

  4. Oct 13

    Who is the Mystery Guest?! | Tripping On Kay Ep. 28

    Cousin Greg finally joins Tripping on Kay, and somehow David manages to make a family reunion feel like a public relations disaster. This episode has surprise guests, a disastrous doctor phone call, a blindfolded guessing game, questionable jokes, and a deep dive into whether David is actually racist—or just says things he probably shouldn't say out loud. Greg shares stories about growing up around David, their unexpectedly close relationship, and the unhinged texts they send each other. Meanwhile, Ben tries to keep the conversation on track as David talks about everything from AI and weed to family secrets, porn, and whether his own mother should be allowed on the podcast. It's family therapy without the therapy, a family reunion without the filter, and approximately 47 conversations happening at once. 🔔 Hit Subscribe so you don't miss us getting canceled in real-time! 👍 Smash the Like button if your dad also has zero filter. 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

  5. Oct 6

    My Biggest Issue Is… Everything | Tripping On Kay Ep. 27

    David and Ben are back on Tripping on Kay, and this episode might officially be their most chaotic one yet. It starts with black coffee, white pants, a missing bubble-machine battery, a hungover Ben, a purple bird, and a debate over whether The Doors actually suck. Then David spends half the episode desperately waiting for his doctor to call while repeatedly losing his train of thought, forgetting what he was talking about, and declaring that everything is “the biggest issue.” But underneath all the chaos, David gets surprisingly honest. Ben asks his dad how he sees himself, what his life was like when he was younger, whether he ever wanted to do stand-up, why work became such a huge part of his identity, and whether he regrets not being around more when Ben was growing up. David talks about providing for his family, getting validation from his work, the things he wishes he had prepared for, and how becoming disabled changed the way he experiences life. Then they completely derail again. There's a disastrous doctor appointment, therapy, neuroticism, ChatGPT, texting people who stopped texting back, drug jokes, the possibility of getting David high on the podcast, “Edward 40 Hands,” wheelchair DUI jokes, poop stories, gum stuck to a sweatshirt, and David repeatedly trying—and failing—to finish a single thought. It's emotional. It's ridiculous. It's uncomfortable. It's very, very David. Welcome to Tripping on Kay. 🔔 Hit Subscribe so you don't miss us getting canceled in real-time! 👍 Smash the Like button if your dad also has zero filter. 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

  6. Sep 29

    My Dad Became My Best Friend After MS | Tripping On Kay Ep. 26

    David and Ben are back on Tripping on Kay, and somehow this episode goes from cake pops, eye patches, Shaky Knees, parrot accessories, penis disappearing into the body, and some truly terrible “would you rather” questions… to one of the most honest conversations they’ve had about MS. David opens up about what it actually feels like living with multiple sclerosis — the pain, the constant discomfort, losing abilities he used to take for granted, not being able to wear his favorite clothes, and what it’s like when people look at him and have no idea what’s happening inside. Ben talks about the difference between the dad he knew before MS and the dad he knows now, and how the disease unexpectedly brought them closer and turned their relationship into a friendship. Then, naturally, they completely derail the conversation again. There’s Shaky Knees, Wu-Tang, a purple parrot, an eye patch, ChatGPT, “would you rather,” snakes, farts, sex jokes, religion, God, getting David drunk, doing shrooms, and David attempting to explain MS while simultaneously proving why nobody should ever let him stay on topic. This is Tripping on Kay: disabled dad, tired son, no HR department. 🔔 Hit Subscribe so you don't miss us getting canceled in real-time! 👍 Smash the Like button if your dad also has zero filter. 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

  7. Sep 22

    Is My Dad Secretly Racist?! 😳 | Tripping On Kay Ep. 25

    Things got out of hand FAST on this episode of Trippin' on Kay. We started off blindfolded touching random objects, but it quickly devolved into calling out Dad's extremely questionable "jokes" and trying to figure out if he's actually offensive or just wildly out of touch.Add in Temu shopping addictions, stand-up comedy pipe dreams, and a morality test where people might die for a briefcase of cash, and you get pure, unfiltered chaos.🔔 Hit Subscribe so you don't miss us getting canceled in real-time!👍 Smash the Like button if your dad also has zero filter. 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

  8. Sep 15

    The Peppermint Urinal Incident | Tripping On Kay Ep. 24

    David and Benjamin are back for another completely unfiltered episode of Tripping On Kay!This week, David takes father-son conversations to a new low with the story of his peppermint oil urinal disaster. From debating whether David should start smoking cigars again despite doctor warnings, to analyzing Ben’s TIE-fighter gagging noises and playing a game of isolated-track music trivia, this episode is pure chaos from start to finish.If you enjoy raw comedy, awkward medical admissions, and authentic family dynamics, don't forget to LIKE, COMMENT, and SUBSCRIBE! 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

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Ratings & Reviews

5
out of 5
5 Ratings

About

A father and son with no filter, no boundaries, and nothing off limits.

Information

  • Creator
    Ben Kaye
  • Years Active
    2026
  • Episodes
    31
  • Rating
    Explicit