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
Episodes
January 8, 2026 • 77 mins
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.
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January 6, 2026 • 60 mins
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 Cupt...
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December 22, 2025 • 152 mins
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!
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December 18, 2025 • 73 mins
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, rand...
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December 16, 2025 • 62 mins
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?!
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December 11, 2025 • 89 mins
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.
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December 8, 2025 • 64 mins
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!
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December 4, 2025 • 67 mins
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.
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December 2, 2025 • 63 mins
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)
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November 27, 2025 • 75 mins
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...
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November 25, 2025 • 65 mins
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)
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November 20, 2025 • 92 mins
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...
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November 18, 2025 • 60 mins
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)
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November 13, 2025 • 72 mins
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. A...
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November 11, 2025 • 63 mins
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)
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November 6, 2025 • 88 mins
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. 🎃
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October 30, 2025 • 83 mins
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.
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October 28, 2025 • 69 mins
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
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October 23, 2025 • 107 mins
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 sp...
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October 16, 2025 • 98 mins
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.
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