Flailing

Two New York men take the long way through heartbreak. Brad Lawrence arrives in the city to become an actor while his girlfriend starts Columbia Law School, and their seven-year relationship goes cold almost on contact. Working two jobs and desperately lonely, he builds a nightly ritual of drinking far across town and riding the subway home drunk in the small hours, until one 3 a.m. ride lands him across the car from a woman he's sure he recognizes. Christopher Moncayo-Torres cannot stop walking past his ex's Bushwick duplex after a broken engagement. When he finds a stranger's wallet holding four hundred dollars, returning it becomes a project, and the restaurant where the owner works becomes the setting for a fresh-start fantasy that a pushy stranger at the bar keeps complicating. Leave your comments on these stories and find episode details and music credits at risk-show.com/podcast/is-it-her  Be Part of RISK! 🎟 See RISK! live⁠ in New York City (September 8, 2026) ✍️ Pitch your story⁠ ❤️ Support us on Patreon⁠ 💵 Make a one-time donation⁠⁠ via PayPal or Zelle to [email protected] 📚 Shop merch or the RISK! book⁠ 🎓 Take storytelling classes with us⁠ 🎥 Hire Kevin as a coach or get personalized videos Learn more about your ad choices. Visit megaphone.fm/adchoices

An episode from May 2014 with more comedy than the alliterative title would suggest. Dave Hill wanted to frighten himself on purpose, so he flew to northern Mexico to stay with an old college friend who had become the chaplain of a prison the cartels were running themselves. There is a pizza party, a borrowed guitar, and a man with a machete. (Content note: suicidal ideation, suicide) CJ Hostetter graduated into the 2009 economy, moved back in with their divorcing parents, and stopped feeling anything at all. Then a gunshot went off across the street. Tyler Phillips took a pizza order from a caller who volunteered his full name and street address. The street turned out to be real. Leave your comments and find episode details and music credits at risk-show.com/podcast/death-defying-cre529  Be Part of RISK! 🎟 See RISK! live⁠ in New York City on September 8th, 2026. ✍️ Pitch your story⁠ ❤️ Support us on Patreon⁠ 💵 Make a one-time donation⁠⁠ via PayPal or Zelle to [email protected] 📚 Shop merch or the RISK! book⁠ 🎓 Take storytelling classes with us⁠ 🎥 Hire Kevin as a coach or get personalized videos Learn more about your ad choices. Visit megaphone.fm/adchoices

Two comedians with two very different things to stop hiding, expose themselves in turn: Calvin S. Cato is queer, twenty pounds lighter than he used to be, and willing to do almost anything to perform for more than three people and a sad disco ball. When a friend suggests the Naked Comedy Show, Calvin signs up on the strength of two words: "sells out." He does not ask a follow-up question. By the time he learns what "naked" actually means, he has already invited his entire art gallery. Uriah Wesman moves to LA to be a one-liner comedian and bottoms out performing in the back of an ice cream shop, where his jokes are so bad they ruin the ice cream. A comedy club GM asks him one simple question about himself, and Uriah casually mentions his parents were in a doomsday cult. Then corrects himself: three cults. Then mentions the kidnapping. Then the sword. Uriah spent years hiding behind a character on stage because if the audience rejected the character, it wouldn't hurt. Putting the real childhood on stage is the risk that actually connects. Be Part of RISK! 🎟 See RISK! live⁠ in New York City on September 8, 2026 ✍️ Pitch your story⁠ ❤️ Support us on Patreon⁠ 💵 Make a one-time donation⁠⁠ via PayPal or Zelle to [email protected] 📚 Shop merch or the RISK! book⁠ 🎓 Take storytelling classes with us⁠ 🎥 Hire Kevin as a coach or get personalized videos Learn more about your ad choices. Visit megaphone.fm/adchoices

This one comes back from April of 2014, the second night of a RISK! live run in Reno, Nevada, and it swings hard between the filthy and the tender. Josie Spadoni is working an afternoon at her Los Angeles dungeon when a client walks in with a request most people would refuse on the spot. She says yes. (Content note: suicidal ideation) Emily Reese grew up dreaming of a picket-fence Christian marriage and the submissive-wife role she thought came with it. When the money starts vanishing and her intuition won't quiet, she finally checks the family bank account herself. We lost Emily not long ago, and we're so glad her voice lives on here. Leave your comments on these stories and find episode details and music credits at risk-show.com/podcast/live-from-reno-2-cre528  Be Part of RISK! 🎟 See RISK! live⁠ in NYC on Tuesday, September 8th, 2026 ✍️ Pitch your story⁠ ❤️ Support us on Patreon⁠ 💵 Make a one-time donation⁠⁠ via PayPal or Zelle to [email protected] 📚 Shop merch or the RISK! book⁠ 🎓 Take storytelling classes with us⁠ 🎥 Hire Kevin as a coach or get personalized videos Learn more about your ad choices. Visit megaphone.fm/adchoices

Let's dig into two people’s lives where physical desire set off completely unplanned-for chain reactions. Ceara Lynch is a teenager when a stranger online suggests she bottle and sell her urine. She does it on a dare to herself, he pays $250, and what starts as a joke becomes a career in fetish work and verbal humiliation—one she has to hide from the people who raised her. (Shout out to The Mystery Box Show where this story was originally recorded!) Then Baruch Porras-Hernandez gives a fake name at a San Francisco bathhouse and immediately regrets it when the man he meets turns out to be the romantic partner he's spent years searching for. The lie compounds through months of dates, a surprise birthday party, and a run-in with his own mother. (And thanks to Dixie De La Tour who co-produced the RISK/Bawdy Storytelling crossover show this story was originally told at!) Leave your comments and find episode details and music credits at risk-show.com/podcast/the-best-of-sex-stories-5  You can find all of our Best of Sex Stories episodes at risk-show.com/sexstories Be Part of RISK! 🎟 See RISK! live⁠ in N.Y.C on Tuesday, September 8, 2026 ✍️ Pitch your story⁠ ❤️ Support us on Patreon⁠ 💵 Make a one-time donation⁠⁠ via PayPal or Zelle to [email protected] 📚 Shop merch or the RISK! book⁠ 🎓 Take storytelling classes with us⁠ 🎥 Hire Kevin as a coach or get personalized videos Learn more about your ad choices. Visit megaphone.fm/adchoices