Podcast
Cup to Cup | The Comedy Podcast
Hosted by Cup to Cup · EN
Enjoy this naughty blend of hilarious Florida man adventures, dad jokes and a dash of 'Irresistible' charm in this sexy adult comedy podcast
21episodes
Episodes
Newest firstAll episodes
FAKE ASSES AND FATHER'S DAY PIZZA
2w ago01:22:42Tap to summarizeThe 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.
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WORLD CUP FANS DISCOVER WAFFLE HOUSE
4w ago01:58:30Tap to summarizeThe 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.
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MMMBOP SEX PLAYLIST
Jun 1101:37:22Tap to summarizeJose 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.
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7MIH - Worst Live Sports Experience Ever
Jun 901:04:23Tap to summarizeWhat'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)
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RAW DOG'N THE SUNDAY SCARIES
Jun 401:46:53Tap to summarizeIt'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.
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FLORIDA MAN IN _____ ONESIE!
May 2101:47:27Tap to summarizeA 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.
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7MIH : KEV PAYS UP ON BET!
May 1900:56:00Tap to summarizeIts 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
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GOLDENEYE SCREEN WATCHERS
May 1401:45:41Tap to summarizeA 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.
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7MIH- Trevor Bauer VS MLB
May 1201:02:36Tap to summarizeIts 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)
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RAW DOGGIN A HOCKEY FUNERAL
May 701:30:56Tap to summarizeA 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.
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