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Comedy Podcast Larry has the kind of luck that makes you check your own pockets just to make sure he didn’t accidentally win your wallet. Not good luck, exactly. Not bad luck either. Larry’s luck is more like a raccoon with a clipboard. It shows up at odd hours, asks no one for permission, creates a mess, and somehow leaves behind a gift card to a restaurant that closed in 2017. So when Larry called me one Thursday afternoon and said, “I think I won something,” I d

There are ordinary travel mistakes, and then there is the kind of mistake that makes a man stand in a hotel room at 1:17 a.m. Holding a stranger’s bowling shirt, whispering, “Larry, what have you done?” That is the sweet spot of True Tales with Larry , a comedy podcast built on the dangerous idea that real life, when properly cornered, is funnier than fiction. The episode commonly referred to by listeners as “The Wrong Suitcase” is one of those rare pieces of audio sto

Larry has always believed there are two kinds of trouble: the kind you trip into, and the kind that puts on cologne, checks its hair in the rearview mirror, and says, “Trust me, this will be hilarious.” The fake proposal was the second kind. It began, as many regrettable stories do, with a restaurant hostess, a nervous man in a blazer, and a woman named Denise who had no idea she was about to become engaged in front of thirty-seven strangers, two waiters, and a birthd

Larry is the kind of man who says “I’ve got it handled” with the confidence of a sea captain and the logistical planning skills of a raccoon in a pantry. Every friend group has one. He owns a Bluetooth speaker the size of a toddler. He has opinions about marinades. He calls rideshares “chariots” after two drinks. He is not technically in charge of anything, yet somehow ends up holding everyone’s passports, hotel keys, and emotional well-being by midnight. So when Larr

Some comedy stories arrive wearing a tuxedo. They have a clean premise, a tidy escalation, a callback polished until it shines, and the satisfying click of a final punchline landing exactly where the storyteller placed the trapdoor. Then there are stories like Larry’s cruise ship confusion. This is the kind of comedy podcast moment that sounds, at first, like a man trying to explain why he was late to dinner. Three minutes later, the whole thing has become a floating

There are proposals people plan for months, with velvet boxes, nervous speeches, and one knee lowered onto tastefully lit cobblestone. Then there are proposals caused by a man named Larry, a borrowed blazer, a misunderstood cake order, and a Bluetooth speaker that should have been thrown into a lake sometime around 2018. That is the kind of story that belongs on a comedy storytelling podcast. Not because romance is funny by default, though anyone who has watched two adul

Larry has always believed there are only two places where humans become completely honest: airport security and the dentist’s chair. At airport security, a grown man will confess to owning cuticle scissors like he’s turning himself in for jewel theft. At the dentist, people will admit they haven’t flossed since the Obama administration while staring into the overhead light with the spiritual fatigue of a medieval prisoner. The overbooked dentist story, as Larry tells it,

There are stories that sound invented because real life occasionally gets bored and hires a clown without telling anybody. Larry’s story about a dog, a donut, and a police officer is one of those. It has the neatness of a joke, the messiness of a Tuesday morning, and the kind of ending that makes a room full of adults slap tables like sea lions at feeding time. If you’ve spent any time listening to a comedy podcast, especially one built around funny true stories, you kno