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
27episodes
Episodes
Newest firstAll episodes
Sydney Sweeney vs. Cameron Diaz
Apr 1601:56:23Tap to summarizeThe OG crew is back (mostly because everyone else canceled), and they're starting the day with hot toddies and a deep dive into why your favorite childhood dog is actually a flight risk and an emotional manipulator. We weigh in on the internet's latest "bombshell" debate: Prime Cameron Diaz versus Sydney Sweeney—specifically whether "boob bias" is clouding the judgment of the American male and if a Charlie's Angels dancing scene is the ultimate tiebreaker. The guys also look back at the legendary 1994 Jim Carrey run that reset the Hollywood salary cap, the specific late-night music videos that "made men" out of suburban boys, and why the sandwich world is currently in a heated standoff over height versus width. Grab a drink (even if it looks like dehydrated piss) and join the circle.
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KEV FALLS OFF MOUNTAIN MID-PHOTO
Apr 901:53:30Tap to summarizeKevin starts things off with a story that immediately derails into chaos, which pretty much sets the tone for the entire episode. The guys get into what everyday task they'd gladly outsource, and somehow that turns into a full-on breakdown of decision-making, ordering food, and the absolute worst corporate phrases people keep pretending are normal. There's also a Florida Man headline that makes zero sense on paper—and only gets worse the more it's read. From there it's rapid-fire nonsense: questionable drink choices, a debate about whether ordering certain foods as an adult should get you judged, and one of those arguments that starts small and ends way more serious than it should. Then the Colorado story… What should've been a simple group photo turns into perfect-timing disaster when Kevin loses his footing mid-shot—and somehow takes Chase down with him. One of those episodes where everything escalates for no reason… and nobody helps.
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HE ONLY SNEEZES WHEN HE'S HORNY
Mar 2601:49:29Tap to summarizeThe full crew is back and we immediately get stuck on one of the dumbest—and funniest—things we've ever tried to explain: a guy who claims he only sneezes when he's horny. From there it somehow turns into a real debate instead of being shut down immediately, which tells you everything you need to know about how this episode goes. We also get into overrated weekend activities that people swear by, a nostalgia spiral about stores that don't exist anymore, and a blind ranking of some absolutely ridiculous ballpark food that goes exactly how you'd expect. At multiple points, someone thinks they're making a great argument… and they are not.
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7MIH - Top 10 MLB Players in 2026!
Mar 2400:51:21Tap to summarizeTop 10 current popular MLB Players -March Madness: -Tournament Challenge update -Top of the screen score ticker -MLB: -Opening Day this week! -One early prediction for your team -FSU: -Baseball vs NC State -Kicker arrested; Are we back? -WWE update w/Jose 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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PUBLIX FREE COOKIES FOR GROWN MEN
Mar 1901:47:54Tap to summarizeJason is out, but the chaos doesn't take a week off. The guys get into cheap vodka rankings, extinct store nostalgia, and a surprisingly heated defense of Kmart layaway that turns into a full-blown argument. There's bracket drama, a brutal "correct me if I'm wrong" moment, and a spring break reality check that goes sideways fast. Jose somehow turns things into a deep dive on toilet plumes and pizza roll injuries, Kevin's girls take over rapid fire, and Chase unloads on the absolute war zone that is daycare pickup.
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BURGER KING GOT RATS
Dec 11Tap to summarizeFive 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.
Transcribe →"Big Dick Energy"
May 24, 2022Tap to summarizeDonate to our Island Boy Happy Birthday Wish for Chase Join the Premium Edition, its on the cheap cheap! The crew is having a great day (minus Kevin being bloated). The crew opens up talking how shocked they are Chris just took his first flight and they describe their ultimate nightmare situation. Florida Man takes us to St. Pete involving an angry Florida Woman. We get some awesome voice nuggets from loyal listeners Henderbeard, Josh Phares and Jaime. The latest Chase Rant deals with more traffic issues. Fill in the Blank involves sex, moving and being bad. The guys avoid finding up their miscues from last week and we have a new Name That Show for a chance at a point on the big board. Grab a drink and enjoy the new episode! Cheers! Chris's Favorite Moments - 4:00-4:30 Kevin's Liquid Meth 655-7:10 "I Rooted Myself" 10:05-10:25 Chase Living First Class 14:40-14:59 It's Science Kevin 23:07-23:32 Something Deep with Chase 44:00-44:43 Island Boys On the Pod?? 58:57-59:28 Chase Did What? 63:10-6:28 Is Beach Sex Real? 81:10-82:00 The Jason Experience CuptoCupLife.com Facebook Instagram Twitter Youtube Email the podcast if you want to be a guest or sponsor an episode!
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