Cup to Cup | The Comedy Podcast

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 col...

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,...

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 per...

What's the coldest, hottest, wettest, or most miserable game you've ever attended? -MLB: -signature food items at all-star game https://www.mlb.com/news/voting-for-food-at-2026-mlb-all-star-game -how is your team doing at the moment? MLB Standings -NFL: -blockbuster trades - Myles Garrett to Rams -Packers overpay Christian Watson? -World Cup starts this week. Follow us at Cuptocupshow ON ALL SOCIA...

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, Tro...

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...

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

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...

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)

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 Br...

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 quest...

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)

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 s...

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)

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...

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 ze...

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,...

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)

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 pizz...

-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)

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...

(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...

A vacuum cleaner somehow becomes the center of the conversation, Chase defends a pepper beer like it's a life choice, and Jason breaks down The Running Man like it's required viewing. The guys bounce between dream travel spots, shark diving debates, Pedro Pascal vs. Glen Powell arguments, and whether Austin really deserves its comedy reputation. Kevin brings a dad tip about making vacations memora...

Its sports... NFL Schedule.... -March Madness is here! -Tourney Challenge group coming soon -Is Miami(OH( being disrespected? -Is March the best sports month? --FSU: -FSU Hoops -FSU Baseball -WWE Update w/Jose (if he is caught up) Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces)

Jason arrives with four bottles of box wine and the confidence of a man who thinks that's completely normal. That somehow leads to a passionate defense of a goofy stance, a chainsaw discussion that escalates quickly, and a Facebook Marketplace situation that should probably come with a warning label. We run through Florida Man, Am I The Asshole?, Dad Tip, Blind Rankings, Picture Time, and more — a...