Tripping on Kay

Ben Kaye
  • 5.0 (4)
  • Comedy
  • Updated Weekly

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

  1. 2d ago

    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

    59 min

  2. Jun 30

    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

    1h 4m

  3. Jun 23

    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

    1h 11m

  4. Jun 16

    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

    1h 3m

  5. Jun 9

    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

    1h 6m

  6. Jun 3

    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.

    1h 2m

  7. May 26

    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

    53 min

  8. May 19

    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

    1h 2m
See All (14)

Ratings & Reviews

5
out of 5
4 Ratings

About

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

Information

  • Creator
    Ben Kaye
  • Years Active
    2K
  • Episodes
    14
  • Rating
    Explicit