Cup to Cup | The Comedy Podcast

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.

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.

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.

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

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.

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)

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.

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.

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.

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 SOCIAL (no-spaces) Jim The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces)

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.

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.

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 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.

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 Bracket, and Kevin accidentally treating the wrong Sunday like Mother's Day.

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.

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 share a game-changing AI hack for parents, settle some movie trivia, and rank the absolute best PS2 games ever made.

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 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.

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.

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.

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 pizza roll injuries, Kevin's girls take over rapid fire, and Chase unloads on the absolute war zone that is daycare pickup.

-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 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.

(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)

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 memorable, while Jose keeps building an absurd Florida Man streak. Meanwhile someone may or may not be experimenting with fasting, the internet continues to archive people's worst decisions, and Name That Sound returns with another round of audio chaos.

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 — and every segment finds a way to drift back into chaos. Somehow box wine, power tools, and childhood logic all end up in the same conversation.

Its sports... Top 10 Sports Movies (follow-up from last week) -Winter Olympics; USA USA -Mike Tirico closing remarks -Big 12 using ASB Glass Floors for conference tournaments -NFL: -The Indiana Bears? -FSU: -FSU Hoops; -FSU Baseball; Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces)

A casual conversation turns into runway complaints, sports movie debates delivered with dangerous confidence, and a Big Board that refuses to stay calm. We hit Rapid Fire, Florida Man, Dad Tip, and more — none of which go quietly. There are bold rankings, questionable logic, and at least one take that probably should've been left in the group chat. Somehow Miami, movie nostalgia, and absolute chaos all end up in the same episode.

Its sports... Toughest places to play in... FSU: -FSU Hoops (back to only 30 seconds) -FSU Baseball is back -Tiger Woods son coming to FSU -Winter Olympics -Guess The Year - CHRIS HAS IT Cuptocuplife.com

A quick stop turns into a way-too-serious debate about lines, wait times, and why grown men take small inconveniences personally. From there, we run through Florida Man, Name That Sound, and She's Always Right — none of which go the way anyone expects. There are food arguments, intro-skipping drama, childhood rules that don't hold up, and more confidence than the situation deserves. Nobody agrees. Nobody backs down.

NFL: -Super Bowl -2026 NFL Hall of Famers FSU: -FSU Hoops - Coach's message to FSU fans -Baseball this week! -Winter Olympics update PENIS INJECTIONS? -NHL Stadium Series Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces)

A simple conversation turns into a full argument about measurements, routines, and why grown men confidently do math that absolutely cannot be trusted. From there, it's travel habits, food takes that start fights for no reason, and debates that spiral way past the point of being productive. There are strong opinions, bad logic, repeated callbacks, and multiple moments where someone probably should've stopped talking but didn't. Nobody agrees, nothing gets settled, and everyone leaves more confident than when they started.

NFL: -Belichick not a Hall of Famer? -Is it finally time to move the Super Bowl to a Saturday? -Super Bowl Predictions; Best Prop Bets? FSU: -FSU Hoops in 30 seconds (2 straight wins!) -Gus Retiring; Bah -Only 16 Days until Baseball season -Winter Olympics start this week; Which sports are you always locked in on?

A punishment idea spirals immediately, forcing everyone to seriously debate airports, travel rules, and what absolutely should not be carried onto a plane. From there it's wine choices getting defended way too hard, questionable underwear spending, relationship logic that sounds suspiciously like roommate behavior, and arguments that escalate for no reason. Add in blind rankings, bizarre inventions, and a few moments that should've ended sooner, and you get exactly the kind of chaos this show specializes in. Nobody learns anything. Everyone doubles down.

Its sports... NFL: -Playoffs -Coaching Updates; -Keon Coleman Drama FSU: -FSU Hoops always beats Miami -FB schedule reveal -Thank God Miami lost the national title -College Football Playoff staying at only 12 teams next year Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces)

A simple punishment idea somehow turns into a full argument about flying with a glass dick, TSA logistics, and who's absolutely not taking one through an airport. From there, things spiral into Taco Bell habits getting judged, fake answers wrecking She's Always Right, food takes nobody asked for, and one truly unhinged beverage choice that should've been stopped immediately. Bad decisions, loud confidence, and zero chance of agreement — exactly how this episode was always going to go.

Its sports... NFL: -Playoffs - figure your shit on the catch no catch rule, FUUUUCK -NFL Coaches: 10 fired this year; Next for Dolphins? Buffalo? FSU: -FSU Hoops in 30 seconds; -Desir twins back for FSU; -Hey it's almost baseball season College Football: -National Championship -Does 2026 have the worst QB class? MLB: -Kyler Tucker to the Dodgers; Just Fuck It Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces)

Somehow a fast-food argument turns into a full meltdown about waiting too long, paying too much, and why certain things stop being worth it way faster than people want to admit. Food opinions get aggressive, patience disappears, and everyone is way more confident than they should be. Dad Tip tries to keep it from completely falling apart, This Is Where We F**ed Up* hands out consequences, Name That Show goes sideways, and the Big Board quietly tracks the damage while nobody learns a damn thing. Nothing gets settled. Everyone doubles down.

The guys run through a brutal NFL postseason reality check as every team they care about gets eliminated. There's Dolphins coaching chaos, Packers frustration, Jaguars heartbreak, and a shared realization that kickers might be the real enemy. They break down bad coaching decisions, playoff momentum swings, announcers everyone hates, and why some quarterbacks seem more interested in clip farming than winning. Florida State basketball misery makes an appearance, college football playoff expansion gets dragged, and somehow the episode still finds time to argue about mascots, press conferences, and why sports fandom feels especially exhausting right now. Seven minutes in heaven. All pain. No solutions.

Dry January lasts about five minutes before TikTok reminds us who's really in charge. That spiral leads to water influencers, attention spans, and immediate regret. The Big Board is back, the glass dick gets passed, Florida Man delivers in red lingerie, and Movie Time, Dad Tip, and new segments kick off the year the only way this show knows how. New year. Same chaos.

What was one of your favorite moments from your NFL team this season? NFL: -NFL Playoff Picture -Pick Em Update -Which team was the biggest surprise this year? FSU: -Hoops showing signs of life starting ACC play -Football: -DUCE is back! -Who will be the next QB? -JT joining the coaching staff -College Football: -Please let anyone else win the natty other than Miami -Transfer Portal is unhinged; over 3300 players in the portal Cuptocuplife.com

FLORIDA MAN Who am I BLIND RANKINGS Xmas Password Xmas Fill in the Blank BRUTALLY HONEST CHRISTMAS SONGS Name that Xmas movie RAPID FIRE (Kevin) DECK THE POD - A FUCKED UP CHRISTMAS CAROL WRAP IT UP THANK EVERYONE FOR THE SUPPORT FOR 2025 SEASON 8 NEXT YEAR!

This week, the guys dive into how short-form content has wrecked attention spans — especially when it comes to kids, movies, and anything longer than a TikTok clip. That conversation somehow spirals into eggnog debates, a Christmas-themed Would You Rather, and the uncomfortable realization that none of us should be trusted with parenting advice. We also hit This Is Where We F*ed Up with listener call-outs, a fresh Florida Man, random Twitter chaos, and Big Board drama as we barrel toward the Christmas episode. Nothing stays on track. Everything gets questioned. Exactly the energy you'd expect.

Opening item: KevIN'S SPECIAL NFL: -Don't Talk About Your Team for Two Minutes -Playoff picture -Pick Em Update -Grandpa Rivers is back FSU: -Hoops Update -FB New Coaches -Switching up CFB Bowl Games - Lagway to the Noles?!

Five guys hop on the mic and immediately lose control of the episode. Fast food slander, relationship chaos, accidental confessions, and way too much confidence about things nobody should be confident about. The arguments go nowhere, the tangents get worse, and somehow the camera becomes its own character.

Opening Item: (JASON PLAY THE INTRO): What is the worst fast food restaurant? FLORIDA MAN MOVIE TIME DAD TIP THIS IS WHERE WE FUCKED UP CHASE NAME THAT SOUND WRAP IT UP Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) The CTC Onlyfans on FB Check out the merch store!