Cup to Cup | The Comedy Podcast

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.

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.

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.

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 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.

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

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

-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)

We start this one off hot—Kevin’s having a meltdown, Jason’s picking fights, and SOMEONE is locked out of their own damn computer. Meanwhile, Chris is pretending to be organized while secretly rigging the the BIG BOARD. We dive into the shady world of dealership oil changes, how to blow $10 million (with zero tax planning), and what exactly a meth-fueled Oregon man was doing when the cops showed up (spoiler: it’s NSFW). There’s also planning drama, New Year’s chaos, Jose maybe moving, and Kevin catching stray bullets for his hatred of fun. We wrap it up with DAD TIP and some hands-on history, VR war trauma, and a sobering realization that Snoop Dogg still hasn’t replied. Also—major shoutout to our first-time listener Brian… buddy, we’re sorry.

This week’s episode starts like a normal podcast... and then quickly nosedives into peak chaos. The guys dive into hot takes, donation drama, and whether Kevin is a “supreme leader” or just loud. One minute we're talking Pride Month merch, the next we’re debating Twitch follow etiquette, and somewhere in between, someone gets roasted for drinking alone. Again. There’s arguing, there’s laughter, and there’s at least one moment where someone tries to be deep—and gets immediately mocked for it. Also: tailgating stories, podcast shoutouts, and the weekly tradition of saying “Yeah” 93 times. Highlights include:     •    🍻 Beers and loneliness: a love story     •    🧔 Beards, shirts, and possibly gender identity confusion     •    🎮 Twitch follow rage     •    🏳️‍🌈 Pride Month... and why it somehow made things worse     •    🎤 Kevin getting absolutely torched     •    🔥 The worst ranking take of all time (again) It’s all here, wrapped in sarcasm, swear words, and enough inside jokes to alienate new listeners. Classic. Chris's Moments 7:30-8:14 Thanks Dad 29:05-29:43 Florida Man Debates 39:00-39:35 Jose’s Hibernation  1:08:25-1:09:13 Disappointed Dad 1:17:50-1:18:43 Those Types of Books  1:25:15-1:25:53 America’s Favorite State   CuptoCupLife.com

Its sports...   MLB: -Fantasy Studs & Duds -Better chance to win the HR Derby: Acuna or Raleigh?  NFL: -Which 2024 Playoff Team will miss the playoffs? 🏈 American Football Conference (AFC) Kansas City Chiefs – AFC West Champions (15‑2) Buffalo Bills – AFC East Champions (13‑4) Baltimore Ravens – AFC North Champions (12‑5) Houston Texans – AFC South Champions (10‑7) Los Angeles Chargers – Wild Card (11‑6) Pittsburgh Steelers – Wild Card (10‑7) Denver Broncos – Wild Card (10‑7)     🌟 National Football Conference (NFC) Detroit Lions – NFC North Champions (15‑2) Philadelphia Eagles – NFC East Champions (14‑3) Tampa Bay Buccaneers – NFC South Champions (10‑7) Los Angeles Rams – NFC West Champions (10‑7) Minnesota Vikings – Wild Card (14‑3) Washington Commanders – Wild Card (12‑5) Green Bay Packers – Wild Card (11‑6)   -Jalen Ramsey to the Steelers for minkah Fitzpatrick and a 5th -Is Mahomes a douche for refusing an autograph? Play video  FSU: -TC’s comments about Alabama….cocky or confident?  FSU QB Thomas Castellanos calls out Bama: "They don't have Nick Saban to save them. I just don't see them stopping me."   -Jamir Watkins drafted   Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces)    The CTC Onlyfans on FB     Visit our site at Cuptocuplife.com (nospaces)

t’s been a minute but the full squad is back together (including Jason from Texas!) We open up the episode talking about a good song if you are caught in a bar fight. Florida Man takes us to Gulf Breeze involving a dude and some cooking oil. Chris has the latest Random Twitter Finds involving C items.    Kevin has his weekly Dad Tip and Jose holds us accountable with WWFU. Chase wraps up the episode with Trivia for the Big Board. Special thanks to Antonio and Henderbeard for the voice nuggets. Grab a Twisted Tea or Brisk and enjoy!       13:15-3:38 North Face Jason  25:30-26:45 We Measure Up 27:33-28:20 Who is Taller? 32:20-33:23 More 5’9 Debating  47:30-48:35 Sandwich Debates  57:20-58:05 I Just Wanna….   CuptoCuplife.com

We still have members of the crew missing as it’s a trio squad for this episode. They open up the episode talking about more traumatizing than they realize. Florida Man takes us to Kentucky involving “Cowboy Cody”. Kevin has the latest Picture Time for us with some help from his new best friend.   Kevin also has his weekly Dad Tip and Jose is back for WWFU. Chris isn’t here but does have a Would You Rather and Chase has Spot the Fake for a spot on the Big Board. Grab your favorite drink (maybe a whiskey drink like Kevin) and enjoy. Cheers!

NFL: -Give me a reason why your NFL team will win the Super Bowl this year and give me one reason why they won’t win it this year.  MLB: -Fantasy Studs & Duds -Who would you rather have for a full career: Derek Jeter or Chipper Jones?    FSU: -College Gameday not coming to FSU for Corso’s final show; Which game should he be back to be honored for? -Is this the angriest the FSU fan base has ever been?

Some of the crew is still dragging after the Big 300 so it’s only a trio squad tonight. We open up the episode talking about which cars are driven by a**holes. Florida Man actually takes us back to Delray Beach. Chris has the latest Movie Time showing Chase’s obsession with Natalie Portman. Kevin has his weekly Dad Tip and Chris has the latest Random Twitter Finds mixing hot and cold. Mayor Andy steps in this week for WWFU from the Big 300. We wrap it up with Correct Me If I’m Wrong. Special thanks to Henderbeard and Blair for the voice nuggets. Cheers!