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 - Football Breaks Hearts 11/18/2025

7MIH - Football Breaks Hearts 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) /episode/index/show/cuptocup/id/39073285

TIMESHARES ARE FOR IDIOTS 11/13/2025

TIMESHARES ARE FOR IDIOTS 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. /episode/index/show/cuptocup/id/39018140

7MIH - Permanent Rebuild 11/11/2025

7MIH - Permanent Rebuild 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) /episode/index/show/cuptocup/id/38988730

TRUNK-OR-TREAT RUINED AMERICA 11/06/2025

TRUNK-OR-TREAT RUINED AMERICA 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. 🎃 /episode/index/show/cuptocup/id/38933475

SCARED STUPID 10/30/2025

SCARED STUPID 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. /episode/index/show/cuptocup/id/38840630

7MIH - CFB Blind Rankings 10/28/2025

7MIH - CFB Blind Rankings 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 /episode/index/show/cuptocup/id/38804005

THE VEGAS NON GAMBLER AND THE TAILGATE NO SHOW 10/23/2025

THE VEGAS NON GAMBLER AND THE TAILGATE NO SHOW The whole crew is finally back — and it only takes about 30 seconds for chaos to kick in. Jason talks about not gambling in Vegas (a crime in itself), Chris breaks down his Tallahassee “tailgate,” and everyone unleashes their inner rage on society’s dumbest social habits — from plane standers to people who back into parking spots. We dive into wedding group dances, cruise life, and one wild Florida Man headline that’ll leave you speechless. Plus: October horror picks, Marvel’s latest comeback, and the first-ever negative bone rating in Cup to Cup history. /episode/index/show/cuptocup/id/38738540

YOU’RE NOT THE GIRL BUT YOU’RE DEFINITELY THE B*TCH 10/16/2025

YOU’RE NOT THE GIRL BUT YOU’RE DEFINITELY THE B*TCH Kevin’s still celebrating his birthday, Andy’s back behind the mic, and somehow the guys end up debating Hallmark movies, Wi-Fi, and whether Joe Rogan controls their lives. Add in dad tips, relationship burns, and a classic Florida headline mystery, and you’ve got a vintage Cup to Cup episode—loud, dumb, and perfect. /episode/index/show/cuptocup/id/38587045

7MIH - Who is on your Mt. Rushmore of most disliked athletes? 10/14/2025

7MIH - Who is on your Mt. Rushmore of most disliked athletes? Its sports... Who is on your Mt. Rushmore of most disliked athletes? NFL: -Overreaction with your team after Week 6 -Pick Em Update -Don’t talk about your team -Why the hell are the Browns paying EIGHT QBs?!?! FSU: -FSU v Pittsburgh -Are we finally at the end of the Norvell Era MLB: -RIP Yankees -RIP Cubs CuptoCuplife.com /episode/index/show/cuptocup/id/38574170

BIRTHDAY SHOTS & BAD DECISIONS 10/09/2025

BIRTHDAY SHOTS & BAD DECISIONS It’s Kevin’s birthday, and the guys come in hot with one of the wildest Florida Man stories yet. Chris takes over Movie Time with horror picks that spark way too much debate, Kevin defends his burrito honor, and Chase finds himself stuck in the middle of the chaos. Throw in a solid Dad Tip, a few Voice Nuggets, and “This Is Where We Fucked Up,” and you’ve got a birthday episode packed with bad decisions, great laughs, and just the right amount of whiskey-fueled wisdom. 🎂 Birthday Shots & Chaos 🧠 Florida Man Madness 🎬 Movie Time with Chris 👨‍👧 Dad Tip: iPad Sanity Edition 🌯 The Great Chipotle Debate 📢 Voice Nuggets + Where We Fucked Up /episode/index/show/cuptocup/id/38508405

7MIH : Time To Panic 10/07/2025

7MIH : Time To Panic Time To Panic? (NFL) NFL: -Overreaction with your team after Week 5 -Pick Em Update -Don’t talk about your team -Uh…Mark Sanchez? -FSU: -FSU v Miami -Bigger fraud so far this year: Penn State or Texas? MLB: -Cubs/Yankees getting smoked early Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces) /episode/index/show/cuptocup/id/38491670

Jason is an As*hole 10/02/2025

Jason is an As*hole Lets be real - We all know Jason's a dick but we finally have video and audio proof outside of the podcast.... Along with Am I an Asshole, we got the squad minus Chris, Florida Man, Spot the Fake and an unhinged 30 question Rapid Fire segment from our boy Kev. Listen. Like. Subscribe. Thats all. Cheers! Cuptocuplife.com 20:00-20:45 The Real LA 44:57-45:39 Too Weird Kevin 1:00:03-1:01:13 Stupid Trucks 1:13:30-1:14:03 Warrior King Jason 1:22:08-1:22:37 Geese v Cats 1:23:00-1:24:00 Chris’ Fingers /episode/index/show/cuptocup/id/38435075

7MIH - NFL Facts You Didn't Know 09/30/2025

7MIH - NFL Facts You Didn't Know NFL: -Overreaction with your team after Week 4 -Pick Em Update -Don’t talk about your team -Ties are fucking dumb FSU: -FSU v UVA -Who have been your favorite players so far this year? MLB: -Chances the Yankees/Cubs can actually win it all? -Why Cal Raleigh is the MVP Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces) /episode/index/show/cuptocup/id/38403620

THE ROLLER BAG INCIDENT 09/25/2025

THE ROLLER BAG INCIDENT The Cup to Cup crew is back and somehow dumber than ever. This week we tackle life’s most important questions: Is there actually an age limit on backwards hats or is that just internet nonsense? What school lessons were a complete waste of time (spoiler: square dancing) Who’s the worst of the worst in our Fictional Villain Bracket—Joker, Joffrey, Ramsay Bolton, and more get put to the test Why roller bags might secretly be the end of civilization Plus, another completely unhinged Florida Man story that proves he’s still undefeated Expect hot takes, dad tips, way too many callbacks to floral couches, and the kind of chaotic comedy you’ve come to expect from four guys who should never be given microphones. /episode/index/show/cuptocup/id/38349170

FSU is better than your team!! 09/23/2025

FSU is better than your team!! What is your favorite piece of merch for each of your teams? (clothing or not) NFL: -Overreaction with your team after Week 3 -Pick Em Update FSU: -FSU v Kent State -Jameis into FSU HOF -FSU Hoops #1 in the Country (recruiting) MLB: -Postseason almost here -Kershaw calling it a career Cuptocuplife.com /episode/index/show/cuptocup/id/38320105

Ravioli Out Of The Can 09/18/2025

Ravioli Out Of The Can This week the guys spiral into chaos after Jason casually admits he eats ravioli straight out of the can (yes, cold). From there it only gets dumber: Is writing checks or listening to Pandora the bigger “boomer move”? Twin bed prison vs. sleep divorce — which would you rather? Parenting fails, iPads, and kids literally Googling “bad words.” Plus: Would You Rather, Dad Tips, Blind Rankings, and a Florida Man story you won’t believe. It’s everything you love: the roast, the ridiculous debates, and the questionable life choices that somehow make sense when you hear them out loud. /episode/index/show/cuptocup/id/38248100

7MIH - YOUR TEAM IS OVERRATED! 09/16/2025

7MIH - YOUR TEAM IS OVERRATED! GUESS THE YEAR NFL: -Overreaction with your team after Week 2 -Pick Em Update - Don’t talk about your team -FSU/College Football -Clemson got the KOD from Chase -Texas way overrated -UGA owns Tenn; Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces) /episode/index/show/cuptocup/id/38237040

CARROTS, BONER PILLS, AND BAD MOVIE REMAKES 09/11/2025

CARROTS, BONER PILLS, AND BAD MOVIE REMAKES From carrots ruining an entire day to refusing to wait five minutes at Chili’s, the guys are back with another round of hilarious chaos. This week we cover: Jason’s restaurant meltdowns and backup plan strategy Kevin’s irrational carrot rage and cheese-stick vs shredded-cheese parenting battle A wild Florida Man headline straight out of The Villages 👀 Chris ripping The Crow remake to shreds while Jason defends Disney’s Lilo & Stitch live-action The crew’s latest TV and movie picks — from Wednesday to Companion Packed with laughs, petty inconveniences, and questionable movie reviews, this episode proves that nothing is too small to trigger a full-blown rant. /episode/index/show/cuptocup/id/38153925

7MIH - Most Miserable Fanbases 09/09/2025

7MIH - Most Miserable Fanbases NFL: -Overreaction with your team after Week 1 -Pick Em Update - Don’t talk about your team -FSU: -FSU v East Texas A&M (Noles in Top 10) -FSU Hoops recruiting is on fire Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces) /episode/index/show/cuptocup/id/38137655

7MIH - FSU BEATS BAMA!!!! 08/31/2025

7MIH - FSU BEATS BAMA!!!! We went live right after the game!! /episode/index/show/cuptocup/id/38034235

FLORIDA MAN VS LAWN MOWER JUSTICE 08/28/2025

FLORIDA MAN VS LAWN MOWER JUSTICE From vibrating fitness boards and poop-in-the-pants confessions to Florida tornado nightmares and a Florida Man lawnmower DUI, this week’s episode is absolute chaos. The guys debate which everyday disasters ruin your day the fastest (spoiler: wet socks are pure evil), relive the scariest weather they’ve survived, and roast Kevin’s “caffeine journey” before diving into a wild Florida Man headline out of Polk County. Add in random Twitter finds, national park dreams, and a dad tip about documenting everything — and you’ve got an episode that’s equal parts unhinged, hilarious, and weirdly wholesome. /episode/index/show/cuptocup/id/37994495

7MIH - Jags vs Fins 08/26/2025

7MIH - Jags vs Fins Which two NFL 2024 Division champs will repeat? NFL: -Jags/Dolphins W&Ls -FSU/College Football -5 Days until kickoff! --Tenn/Ole Miss 2021 Game Stats -MLB: -Fantasy Studs & Duds/Fantasy Update Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces) /episode/index/show/cuptocup/id/37955995

TOO MUCH SAND, NOT ENOUGH BEACH 08/21/2025

TOO MUCH SAND, NOT ENOUGH BEACH This week the guys are all over the place — from a Florida Man who broke into a house just to cook dinner and take a bubble bath, to debating which U.S. cities are actually overrated. Chase rants about Disney prices, Chris suffers through bad horror movies, and Jason ends up with sand in places sand should never be. Also inside: Sweet tea and grits get dragged (southerners, brace yourselves) A review of way-too-many bad movies Halloween Horror Nights lineups that might kill us for real Kids vs. Avengers: the battle for attention spans It’s messy, it’s funny, and it’s exactly what you expect from Episode 310. /episode/index/show/cuptocup/id/37900060

Hulk vs. Vader: The Ultimate Smackdown 08/14/2025

Hulk vs. Vader: The Ultimate Smackdown The gang debates a galaxy-shaking matchup — The Incredible Hulk vs. Darth Vader — and things get weird fast. Along the way, we argue about the glory (or disgrace) of grits, uncover the Florida couple selling “tickets to ????,” moan our way through a “What Feels Better?” segment, and roast each other’s questionable fashion choices. Oh, and there’s plenty of Florida Man chaos, red-light rants, and friendship trust trees getting burned to the ground. This one’s unhinged in all the right ways. /episode/index/show/cuptocup/id/37811875

COLLEGE WITH A Z 08/07/2025

COLLEGE WITH A Z From glizzies to GoldenEye, this episode is pure chaos. Kevin, Jose, Chase, and Chris go all in on the most important debate of our time—what video game deserves a remaster—and somehow detour into Chuck E. Cheese credit card fraud, Florida Man headlines, and the mystery of why “Sorry” is a terrible answer. You’ll also get the “She’s Always Right” relationship test, fast food rankings that will make you question your friendships, and a deep dive into Civilization vs. Civilization Revolution (yes, there’s a difference… apparently). It’s equal parts nostalgia, trash talk, and absolute nonsense—exactly how we like it. 🎮 Topics You’ll Hear: The ultimate video game remaster bracket Florida Man in a mouse suit Glizzy etiquette 101 Why the Crunchwrap Supreme reigns supreme College days, Larry’s subs, and dangerous group chats If you like your podcasts funny, unpredictable, and slightly unhinged—you’re in the right place. /episode/index/show/cuptocup/id/37714540

7MIH - FROM SWEET TEA TO SUPERBOWLS 08/06/2025

7MIH - FROM SWEET TEA TO SUPERBOWLS We start with Chris’ questionable drink choices, detour into Kevin’s Dunkin’ disaster, and then dive headfirst into the ultimate sports “what if” — picking a championship team that isn’t our own. NFL, college football, fantasy baseball trash talk, MLB bench-clearing nostalgia, and even a little wrestling chaos. It’s sports, sarcasm, and stupidity in equal measure — just the way we like it. /episode/index/show/cuptocup/id/37699135

THE BRACKET THAT BROKE US 07/31/2025

THE BRACKET THAT BROKE US Episode 307 is stacked with chaos. We welcome in new guest host Andy and immediately derail with Florida Man impersonations, emotional dad tips, wild 20s advice, and VHS home video nostalgia (complete with broom choreography). Then comes the bracket — action movie heroes go head-to-head and the debate nearly ends the show. Spoiler: Jason loses his mind over T2. Also inside: ⚡️$375 rent war stories ⚡️Why documenting grandma is crucial ⚡️Hookah flashbacks ⚡️Kevin’s actually good life advice (?!) Florida Man, fake prosecutors, and a lot of yelling. Let’s ride. /episode/index/show/cuptocup/id/37617765

7MIH - Whats a Canadian Football 07/29/2025

7MIH - Whats a Canadian Football WTF is the Canadian Football League doing? MLB: -Fantasy Studs & Duds NFL: -Preseason Starts Thursday -Jefferson already injured -Rough start for some QBs -ESPN might be acquiring NFL Network & Redzone? FSU: -FSU Hoops Non-Conference -Buying into Norvell/TC passion from ACC Kickoff? Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) The CTC Onlyfans on FB /episode/index/show/cuptocup/id/37593665

He Wore Lawn Shoes to the Aquarium 07/24/2025

He Wore Lawn Shoes to the Aquarium This week, the boys are back from vacation and full of hot takes, deep regrets, and even deeper shoe shame. Kevin opens up about the $200 aquarium mistake (and we mean mistake), Jose coughs his way into a 5-minute timeout, and Chase gets roasted from head to toe — mostly because both are covered in gear from 2005. We also dive into: Vacation beard compliments gone too far The Florida Man who stuffed what down his pants?! Our all-time favorite shows (drama, comedy, and sci-fi) Why “The Bear” might just be therapy for men with baggage And what happens when your wife doesn’t trust you behind the wheel Oh — and there's a “Would You Rather” that spirals into space (literally). If you’ve ever overpaid for a family outing, worn your mowing shoes to a public place, or just needed to hear your friends call you out — this episode’s for you. 26:03-27:07 Kevin’s Other Crew 39:11-39:41 Condoms Expensive 48:10-49:03 Old Man Chase 51:20-52:34 Let it Go Chase 52:50-53:48 Lawn Mowing Shoes CuptoCupLife.com /episode/index/show/cuptocup/id/37529400

7MIH - World Champions 07/22/2025

7MIH - World Champions -Would you rather be a fan of a team that nobody talks about or a team that everyone hates? NFL: -ChatGPT predicted the 2025 NFL Playoffs -Which NFL team is currently America’s team? - Where do you have the Steelers now? Additions of Ramsey and Jonu Smith (with Rodgers and DK Metcalf) MLB: -Fantasy Studs & Duds -Make one bold prediction about your team for the rest of the season -Acuna’s Amazing Throw FSU: -Recruiting Class improving 2026 class #11 on 247sports, #12 on On3 or Rivals, #12 ESPN - Odell Haggins new role after 31 years coaching…35 total -No shot FSU is a third tier coaching job? Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces) /episode/index/show/cuptocup/id/37503425

Cup to Cup | The Comedy Podcast

TOPICS