Cup to Cup | The Comedy Podcast

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

YOU’RE NOT THE GIRL BUT YOU’RE DEFINITELY THE B*TCH

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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7MIH - Who is on your Mt. Rushmore of most disliked athletes?

October 14, 2025 • 67 mins
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
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BIRTHDAY SHOTS & BAD DECISIONS

October 9, 2025 • 79 mins
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 ...
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7MIH : Time To Panic

October 7, 2025 • 67 mins
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)    
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Jason is an As*hole

October 2, 2025 • 95 mins
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  1:13:30-1:14:0...
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7MIH - NFL Facts You Didn't Know

September 30, 2025 • 72 mins
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)    
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THE ROLLER BAG INCIDENT

September 25, 2025 • 79 mins
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 ...
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FSU is better than your team!!

September 23, 2025 • 68 mins
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
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Ravioli Out Of The Can

September 18, 2025 • 63 mins
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 ...
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7MIH - YOUR TEAM IS OVERRATED!

September 16, 2025 • 62 mins
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) 
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CARROTS, BONER PILLS, AND BAD MOVIE REMAKES

September 11, 2025 • 96 mins
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 ...
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7MIH - Most Miserable Fanbases

September 9, 2025 • 68 mins
  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)   
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7MIH - FSU BEATS BAMA!!!!

August 31, 2025 • 68 mins
We went live right after the game!!
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FLORIDA MAN VS LAWN MOWER JUSTICE

August 28, 2025 • 82 mins
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 Tw...
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7MIH - Jags vs Fins

August 26, 2025 • 50 mins
  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) 
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TOO MUCH SAND, NOT ENOUGH BEACH

August 20, 2025 • 99 mins
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...
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Hulk vs. Vader: The Ultimate Smackdown

August 13, 2025 • 94 mins
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 burne...
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COLLEGE WITH A Z

August 6, 2025 • 106 mins
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, an...
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7MIH - FROM SWEET TEA TO SUPERBOWLS

August 6, 2025 • 64 mins
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.
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THE BRACKET THAT BROKE US

July 31, 2025 • 111 mins
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 cruci...
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