Cup to Cup | The Comedy Podcast

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!

The guys drink, rant about old tech, get nostalgic for dumb childhood gadgets, and question their parenting choices along the way. Florida Man makes a messy appearance, Spot the Fake wrecks everyone's confidence, and Picture Time gets weird fast. It's chaos, comfort, and comedy — in the most dad-brain way possible.

Its sports... NFL: -Overreaction with your team after Week 13 -Pick Em Update -Don't Talk About Your Team For One Minute FSU: -Football vs UF (Thank God It's Over) -Hoops Recap; Bad loss vs Texas A&M Georgia on deck tomorrow night ; -FSU Soccer Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces)

Kevin and Jason roll up to Jose's house for a "simple" Thanksgiving-themed episode… and of course it immediately turns into chaos. The crew breaks down their Thanksgiving plans, derails into food debates, and nearly comes to blows over cranberry sauce and pumpkin pie. Chris announces he'll be spending Thanksgiving alone (which nobody handles well), Chase explains his family's legendary Turkey Bowl, and the boys stumble through Name That Sound like their brains were cooked at 350°. Plus: a dad tip that accidentally turns into NFL commentary, helium voices, random audio failures, and the kind of dysfunctional holiday energy every family knows too well. A Very Dysfunctional Thanksgiving indeed.

What's the WORST play of the NFL season so far? NFL: -Week 12 Recap; How are you feeling about your team? -Pick Em Update FSU: -Norvell back for 2026; Are we actually shocked? -Football vs NC State; Another terrible loss -Hoops recap -Contender or Pretender Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces)

Chris shows up wearing a beanie and a tank top, which sends the entire show into a spiral before the intro even starts. Chase boots up his brand-new "Hewlett Packard" like he's time-traveling, and somehow ends up in the future. J defends the honor of his million-dollar closet. The guys battle over Amazon addictions, argue about discontinued foods like it's life or death, and roast each other nonstop while bouncing between Taco Bell nostalgia, movie reviews, and pure nonsense. Thunderbolts gets love, Jurassic World gets torched, and someone probably lies about their thermostat settings. It's unfiltered Cup to Cup energy: chaotic, dumb, and weirdly wholesome in its own way.

Guess The Year NFL: -Overreaction with your team after Week 11 -Pick Em Update -What is the worst play of the NFL season so far? FSU: -Football vs VT -Reality that Norvell could come back? -Hoops impresses so far -Hoops bringing in the recruits Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces)

Kevin's new setup is fighting for its life, Jason's roasting anything that breathes, and Jose's out here explaining timeshares like a TED Talk nobody asked for. The guys spiral into a debate on the dumbest ways people waste money—cars they can't afford, $10 coffees, lifted trucks, and every financial red flag known to mankind. Then a simple question about hats vs. makeup turns into a full-blown "who's the real asshole?" showdown. Add in tech chaos, ego bruises, and Kevin stressing over the Packers mid-episode, and it's pure Cup to Cup chaos from start to finish.

Name some franchises that live in a permanent rebuild NFL: -Overreaction with your team after Week 10 -Pick Em Update - Jason's disaster -Don't talk about any of your teams for one minute FSU Update: -FSU v Clemson (only 3 games left…) -FSU Hoops good start; -First test Tuesday night against UF Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces)

Halloween's over but the chaos isn't. Kevin declares war on trunk-or-treaters, Jose survives his first Halloween Horror Nights, and Chase learns the hard way that "picture time" means no one's safe — not even his vacation selfies. Meanwhile, a Florida Man headline derails everything, the Big Board goes nuclear, and somehow Sublime with Rome ends up in the crossfire. It's spooky season, bad decisions, and pure Cup to Cup energy.

It's Halloween and chaos is in the air. Chris celebrates his birthday, Kevin drops life advice for the under-25 costume crowd, and Chase somehow turns Thanksgiving into a Hallmark pitch. The guys share their childhood terrors, debate which holiday actually deserves a "season," and dive into a Florida Man story that could only happen on Halloween night.

CFB Blind Rankinga FSU/College Football: -FSU couldn't hurt us this week -Make a bold FSU prediction for the final 5 games -Any chance Nick Saban would ever come back to coaching? -Would Lane Kiffin actually go to UF? NFL: -Overreaction with your team after Week 7 -Pick Em Update -Don't talk about your team for 2 minutes -WTF is happening in the NBA? -World Series