Cup to Cup | The Comedy Podcast

Enjoy this naughty blend of hilarious Florida man adventures, dad jokes and a dash of ‘Irresistible’ charm in this sexy adult comedy podcast

7MIH - FSU W's & L's 08/18/2026

7MIH - FSU W's & L's Its sports... FSU W s & Ls - more Ls than Ws.... Cuptocuplife.com /episode/index/show/cuptocup/id/42475140

FSU DOUBTERS LOOK AWAY 08/13/2026

FSU DOUBTERS LOOK AWAY Cutwater shows up, Jason returns, and kindergarten prep somehow turns into a full-blown sandwich investigation with twelve glue sticks and a pencil sharpener death machine. The crew gets into meet-the-teacher hours made for rich people, dating anniversaries after marriage, Colombian coffee confusion, “groin” sounding way too Southern, the 2000s comedy bracket with Superbad and Anchorman, and whether Paul Rudd needs a wellness check. Chase tries to talk himself into Florida State surprising people, Kevin demands actual standards, and a North Carolina mountain trip ends with freezing water slides, shirtless bug traps, and the kind of dad moment that almost makes everyone forget the podcast is still hanging on. /episode/index/show/cuptocup/id/42416835

CUTWATER MONDAY GOES SIDEWAYS 08/06/2026

CUTWATER MONDAY GOES SIDEWAYS A sneeze, a mountain photo, and a fish sandwich coupon somehow become evidence that everyone on this show is falling apart. The boys get into the dumbest ways they’ve been injured, Florida Man at a restaurant, the 2000s comedy bracket with The Hangover, Super Troopers, Step Brothers, and Forgetting Sarah Marshall, international movie titles, menthol shaving cream burns, and a very serious debate about Will Ferrell’s equipment. Kevin tries to give a wholesome dad tip about keeping kids sharp over the summer, but it turns into gas prices, tax-free outlet mall disease clouds, Filet-O-Fish slander, timeshare math, car washes, and a $15 party food draft where pigs in a blanket get way more respect than vegetables. /episode/index/show/cuptocup/id/42341770

IS JAKE PAUL RIGHT? 08/04/2026

IS JAKE PAUL RIGHT? Jake Paul thinks he can catch a touchdown from Patrick Mahomes, and the boys immediately treat it like a federal sports crime. Kevin spills Cutwater all over his keyboard, the crew argues whether Jake Paul is faster than actual NFL players, and Wes Welker somehow gets dragged into the mess. Chris brings a Super Bowl pressure-tier list that makes everyone angry, Will Levis tries to count quarterbacks, Mitchell Trubisky rises from the dead, and FSU football optimism turns into a group therapy session about Mike Norvell, Tommy Castellanos, and being emotionally prepared to get hurt again. /episode/index/show/cuptocup/id/42310240

A PELVIC FLOOR EMERGENCY 07/30/2026

A PELVIC FLOOR EMERGENCY Vacation Kev returns from North Carolina with bear sightings, golf-course wildlife, and the first animal he admits he cannot beat up. The guys debate a 12-hour bro challenge involving sweet tea, pushups, pizza, video games, and one horrible day, then dive into the comedy bracket without letting Jason’s video rant go quietly. Plus: Chase’s pickleball debut gets immortalized, Bucky’s defenders storm the comments, Little Debbie snacks get judged way too seriously, and one very fake personal trainer emergency makes Dad Tip feel wildly misplaced. /episode/index/show/cuptocup/id/42262320

Buc ee's suck for this 07/23/2026

Buc ee's suck for this RAW DOG EPISODE! If you don't know, a raw dug episode involves zero produced or scheduled content. Everything is random and off the cuff. That said we do crap on some Buc ee's at the end. We do talk Big Brother, dumb action movie repeats, some of the best comedy movies just left the bracket with an upset squeezed in and jason is loud. Enjoy, scream, shout or just hit the like button and move on. Cuptocuplife.com /episode/index/show/cuptocup/id/42189120

I CAN BUY MY OWN C*CK RING 07/16/2026

I CAN BUY MY OWN C*CK RING The boys hit episode 350-ish with Chris on vacation, Jason drinking beer out of the dick glass, and Jose defending his right to root for both Colombia and the USA like he’s arguing sports law in court. The 2000s comedy bracket rolls on with Old School, Grandma’s Boy, Role Models, and Anchorman, while the crew gets into cock ring science, childhood summer freedom, Boy Scout camp, neighborhood flirting, Florida water that looks like sweet tea, Reddit mods killing bracket posts, safety patrol badges, awkward family photos, forgotten Blockbuster DVDs, and Kevin’s dad tip about not forcing your kids into pool friendships they didn’t ask for. /episode/index/show/cuptocup/id/42109600

7MIH - Worst Sports Meltdowns 07/14/2026

7MIH - Worst Sports Meltdowns What is the worst meltdown in your team's history? -World Cup Update: -Sorry Jose -Chase still going through it? -Where will LeBron go next? Do we care? -MLB: -Fantasy Studs & Duds -One thing that pisses you off about your team right now -MVP of your team so far this season Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) Jim The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces) /episode/index/show/cuptocup/id/42065085

FAKE ASSES AND FATHER’S DAY PIZZA 07/02/2026

FAKE ASSES AND FATHER’S DAY PIZZA The boys are back for a World Cup-heavy episode that starts with Colombian accents, “Papa Zito,” fake ass debates, and Michael getting fully adopted by a Colombian restaurant during a soccer match. Kevin gets put on trial for not showing his kids Jurassic Park, the 2000s comedy bracket hits Superbad, Knocked Up, Talladega Nights, and Wedding Crashers, and somehow the crew ends up fighting over cold pizza at the beach, AI six-packs killing blackberries, pickleball’s stupid DUPR system, whether Odie could help take down a grizzly bear, and the most shame-filled place to hide dirty underwear as a kid. /episode/index/show/cuptocup/id/41928775

WORLD CUP FANS DISCOVER WAFFLE HOUSE 06/18/2026

WORLD CUP FANS DISCOVER WAFFLE HOUSE The boys are back with Jose, a mason jar full of questionable Trader Joe’s vodka science, and a deep concern over whether crack can be liquor. This week gets into dive bars that smell like ashtray crotch, surprise house guests that should be illegal, shirtless driving, barefoot Jeep dreams, and the World Cup making Europeans lose their minds over Walmart, Waffle House, free refills, giant trucks, and American weather. The 2000s comedy bracket wraps up its first round with Forgetting Sarah Marshall, 50 First Dates, Dodgeball, and The Longest Yard, Kevin tries to reassure dads they’re not completely screwing up summer, Chris brings back movie time, Jose calls out last week’s fuckups, and somehow Nelly’s acting career catches a stray. /episode/index/show/cuptocup/id/41674480

MMMBOP SEX PLAYLIST 06/11/2026

MMMBOP SEX PLAYLIST Jose is out, so the boys assemble as the discount podcast Avengers and immediately start arguing over Marvel names, summer songs, Florida Man beer, and whether adults should know how to walk through an airport without doing the awkward sidewalk tango. The 2000s comedy bracket rolls on with Pineapple Express, Role Models, Anchorman, and Scary Movie on the chopping block, rapid fire gets way too personal with MmmBop sex music, tramp stamps, strip club buffets, movie theater hookups, fake boobs, and morning wood, and Kevin’s dad tip somehow turns into teaching your kids life skills, mowing the lawn, air fryer chicken thighs, and the birth of the Air Fryer Boys. /episode/index/show/cuptocup/id/41607875

7MIH - Worst Live Sports Experience Ever 06/09/2026

7MIH - Worst Live Sports Experience Ever What's the coldest, hottest, wettest, or most miserable game you've ever attended? -MLB: -signature food items at all-star game -how is your team doing at the moment? -NFL: -blockbuster trades - Myles Garrett to Rams -Packers overpay Christian Watson? -World Cup starts this week. Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) Jim The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces) /episode/index/show/cuptocup/id/41590970

RAW DOG'N THE SUNDAY SCARIES 06/04/2026

RAW DOG'N THE SUNDAY SCARIES It’s a raw dog episode, which means no safety rails and barely a plan. The boys get into Sunday Scaries, couples going to bed together, Kevin surviving on I-4 micro naps, Jason accidentally walking into a Charlotte club in sandals for chicken wings, and a neighborhood pool party that somehow ends with cops, swim tests, and a water cannon. The 2000s comedy bracket rolls on with I Love You, Man, Tropic Thunder, Step Brothers, and Without a Paddle, while the crew debates fake Tom Cruise hands, hot sake, Billabong shirts, music taste, Pride Month landmines, and Kevin finishing the Infinity Saga with his girls. /episode/index/show/cuptocup/id/41530380

FLORIDA MAN IN _____ ONESIE! 05/21/2026

FLORIDA MAN IN _____ ONESIE! A beach debate turns into a full courtroom defense for ocean sex, and somehow that’s only the beginning. The boys get into Jason’s glass dick punishment cup, Kevin’s questionable croquet ranking, wedding invite politics, Florida beaches, superhero onesies, Old School quote wars, Grandma’s Boy nostalgia, Zoolander line flubs, Kevin letting his daughters settle a gummy snack dispute, Jose explaining that college does not include a laundry maid, and a cake-and-punch wedding that may or may not require emergency pretzel cups. /episode/index/show/cuptocup/id/41374130

7MIH : KEV PAYS UP ON BET! 05/19/2026

7MIH : KEV PAYS UP ON BET! Its sports... Possible MLB expansion? -MLB: -Fantasy Studs & Duds -When those pushups coming Kevin? -NFL: -Schedule Release -Taking over the holidays -FSU: -Baseball vs Miami -Softball Regionals; -Big Cat wants the hoops Banner Seriously…stop UGA players from driving Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) Jim /episode/index/show/cuptocup/id/41343985

GOLDENEYE SCREEN WATCHERS 05/14/2026

GOLDENEYE SCREEN WATCHERS A dry wedding somehow turns into a Venmo invoice, which should already tell you where this episode is headed. The boys get into Jose’s return from podcast exile, Chase’s suspicious vodka-water status, Jason doing Vegas “for the gram,” cold draft sake, GoldenEye screen-watching allegations, Civilization all-nighters, Kevin being one Minecraft download away from inner peace, and a shocking amount of plant talk thanks to Jose’s North Florida Flora shirt. Plus, the 2000s comedy bracket brings The 40-Year-Old Virgin, Bruce Almighty, Super Troopers, and Borat into the ring without spoiling who moves on. /episode/index/show/cuptocup/id/41289925

7MIH- Trevor Bauer VS MLB 05/12/2026

7MIH- Trevor Bauer VS MLB Its sports.... -MLB: -Fantasy Studs & Duds -Crunchwrap > Mets -Trevor Bauer -FSU: -Baseball update -Softball -Has the logo truly cursed FSU? -No FSU v UGA in FB -March Madness getting worse? -One month until World Cip: FIFA BuzzBalls Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) Jim The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces) /episode/index/show/cuptocup/id/41263635

RAW DOGGIN A HOCKEY FUNERAL 05/07/2026

RAW DOGGIN A HOCKEY FUNERAL A raw dog episode after a brutal Game 7 loss means no Florida Man, no normal structure, and absolutely no emotional stability. The boys get into Tampa Bay playoff pain, Jason’s Vegas trip with free old fashioneds and a creepy Sphere, World War II dogfighting planes, terrible action movies, Marvel rewatches, a gas station robbery that makes no sense, Pizza Hut Book It nostalgia, the 2000s Comedy Bracket, and Kevin accidentally treating the wrong Sunday like Mother’s Day. /episode/index/show/cuptocup/id/41199380

THE LEGEND OF THE BABY CARROT THUMBS 04/30/2026

THE LEGEND OF THE BABY CARROT THUMBS Jose is finally back to help the crew break down a high-stakes bracket featuring a Vegas blackout and the rules of the zombie apocalypse. While Chase double-fists "buttery shards" out of leather-wrapped glassware, Kevin reveals his "tiny baby carrot thumbs" to the world, resulting in a visual that cannot be unseen. The guys dive into the horrors of middle school body odor and a Florida man’s questionable driving tactics on the highway. Between the $15 debts and the 6:20 AM wake-up calls, the 2000s comedy bracket heats up with a showdown between the ultimate in-laws and the chaos of the kitchen staff. /episode/index/show/cuptocup/id/41071610

TOP 10 MLB STADIUMS 04/28/2026

TOP 10 MLB STADIUMS 7 MINUTES IN HEAVEN Top 10 MLB Stadiums -MLB: -Fantasy Studs & Duds -Red Sox clean house -NFL: -NFL Draft -FSU players drafted -FSU: -Baseball on the west coast -Stupid formula for FSU QBs -NHL Playoffs; Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) Jim The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces) /episode/index/show/cuptocup/id/41048395

WE HAVE A HUGE ANNOUNCEMENT! 04/23/2026

WE HAVE A HUGE ANNOUNCEMENT! The crew is back for Episode 341 with a massive life update—someone is officially off the market! We kick things off with a high-stakes bedtime debate before diving into a truly bizarre Florida Man story involving a local restaurant parking lot. Plus, the 2000s Comedy Movie Bracket reaches a breaking point as we pit legendary cult classics against box office giants. Who survives the cut? We also share a game-changing AI hack for parents, settle some movie trivia, and rank the absolute best PS2 games ever made. /episode/index/show/cuptocup/id/40986235

7MIH - Shut these Commentators Up 04/21/2026

7MIH - Shut these Commentators Up Its sports... -MLB: -Fantasy Studs & Duds -Ever seen a baseball as a weapon in a fight? -Which team has been the biggest surprise so far? -FSU: -Baseball update; -Second straight year with no Spring Game. Do you care? Should it come back? -Luke Has Got Us -NHL Playoffs; Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) Jim The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces) /episode/index/show/cuptocup/id/40949985

Sydney Sweeney vs. Cameron Diaz 04/16/2026

Sydney Sweeney vs. Cameron Diaz The OG crew is back (mostly because everyone else canceled), and they’re starting the day with hot toddies and a deep dive into why your favorite childhood dog is actually a flight risk and an emotional manipulator. We weigh in on the internet's latest "bombshell" debate: Prime Cameron Diaz versus Sydney Sweeney—specifically whether "boob bias" is clouding the judgment of the American male and if a Charlie's Angels dancing scene is the ultimate tiebreaker. The guys also look back at the legendary 1994 Jim Carrey run that reset the Hollywood salary cap, the specific late-night music videos that "made men" out of suburban boys, and why the sandwich world is currently in a heated standoff over height versus width. Grab a drink (even if it looks like dehydrated piss) and join the circle. /episode/index/show/cuptocup/id/40894915

KEV FALLS OFF MOUNTAIN MID-PHOTO 04/09/2026

KEV FALLS OFF MOUNTAIN MID-PHOTO Kevin starts things off with a story that immediately derails into chaos, which pretty much sets the tone for the entire episode. The guys get into what everyday task they’d gladly outsource, and somehow that turns into a full-on breakdown of decision-making, ordering food, and the absolute worst corporate phrases people keep pretending are normal. There’s also a Florida Man headline that makes zero sense on paper—and only gets worse the more it’s read. From there it’s rapid-fire nonsense: questionable drink choices, a debate about whether ordering certain foods as an adult should get you judged, and one of those arguments that starts small and ends way more serious than it should. Then the Colorado story… What should’ve been a simple group photo turns into perfect-timing disaster when Kevin loses his footing mid-shot—and somehow takes Chase down with him. One of those episodes where everything escalates for no reason… and nobody helps. /episode/index/show/cuptocup/id/40781900

HE ONLY SNEEZES WHEN HE'S HORNY 03/26/2026

HE ONLY SNEEZES WHEN HE'S HORNY The full crew is back and we immediately get stuck on one of the dumbest—and funniest—things we’ve ever tried to explain: a guy who claims he only sneezes when he’s horny. From there it somehow turns into a real debate instead of being shut down immediately, which tells you everything you need to know about how this episode goes. We also get into overrated weekend activities that people swear by, a nostalgia spiral about stores that don’t exist anymore, and a blind ranking of some absolutely ridiculous ballpark food that goes exactly how you’d expect. At multiple points, someone thinks they’re making a great argument… and they are not. /episode/index/show/cuptocup/id/40615320

7MIH - Top 10 MLB Players in 2026! 03/24/2026

7MIH - Top 10 MLB Players in 2026! Top 10 current popular MLB Players -March Madness: -Tournament Challenge update -Top of the screen score ticker -MLB: -Opening Day this week! -One early prediction for your team -FSU: -Baseball vs NC State -Kicker arrested; Are we back? -WWE update w/Jose Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) Jim The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces) /episode/index/show/cuptocup/id/40600040

PUBLIX FREE COOKIES FOR GROWN MEN 03/19/2026

PUBLIX FREE COOKIES FOR GROWN MEN Jason is out, but the chaos doesn’t take a week off. The guys get into cheap vodka rankings, extinct store nostalgia, and a surprisingly heated defense of Kmart layaway that turns into a full-blown argument. There’s bracket drama, a brutal “correct me if I’m wrong” moment, and a spring break reality check that goes sideways fast. Jose somehow turns things into a deep dive on toilet plumes and pizza roll injuries, Kevin’s girls take over rapid fire, and Chase unloads on the absolute war zone that is daycare pickup. /episode/index/show/cuptocup/id/40539585

7MIH - GREATEST RIVALRIES IN SPORTS! 03/17/2026

7MIH - GREATEST RIVALRIES IN SPORTS! -FSU: -#OneMagicalWeek comes up short -Tournament Challenge -NIT -kevin’s bracket -Baseball vs UF/WF -MLB: -World Baseball Classic update -Sorry Travis Etienne -NFL going to Thanksgiving Eve games? -WWE Update (Jose?) Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) Jim The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces) /episode/index/show/cuptocup/id/40508900

THE GREAT 90’S SNACK WAR 03/12/2026

THE GREAT 90’S SNACK WAR Jose disappears to spring break in Panama City, leaving the rest of the guys to spiral into a heated debate over the greatest 90s snacks of all time. Dunkaroos, Pizza Rolls, Shark Bites, and Lunchables all get thrown into the ring — and somehow it gets way more intense than it should. Along the way the guys argue about drinking choices, nostalgia, and the questionable food decisions that shaped an entire generation. Florida Man returns, Dad Tip makes an appearance, and the usual chaos unfolds with Name That Quote, Random Twitter Fans, and another round of Name That Show. /episode/index/show/cuptocup/id/40408905

7mih - Introducing the Green Bay Dolphins!! 03/10/2026

7mih - Introducing the Green Bay Dolphins!! (Everyone grab a drink, take a shot and get ready!) GO LIVE FOR 7 MINS PLAY COUNTDOWN 7 MINUTES IN HEAVEN -FSU: -FSU Hoops (they did what?) -FSU Baseball - still 20 after 5 wins and 3 run rules -MLB: -St. Louis Cardinals food package -World Baseball Classic -NFL: -Crosby heading to the Ravens - fins dump Tua and sign Malik Willis!! Officially the Green Bay Dolphins -so long ETN - Packers get a 4th for someone they were gonna release? Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) Jim The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces) /episode/index/show/cuptocup/id/40377260

Cup to Cup | The Comedy Podcast

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