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

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

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

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

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

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

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:

Somehow serious.

Welcome to 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:

ADHD

relationships

disease

and things that absolutely should not have been said on camera

Somehow emotional.

Welcome to Tripping on Kay.

#podcast #comedy #fatherandson #realtalk #comedypodcast

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 started as a normal conversation… and turned into something way more real.