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Cup to Cup | The Comedy Podcast

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Rating
★★★★★
5
from
84 reviews
Categories
Country
United States
This podcast has
624 episodes
Language
English
Publisher
Cup to Cup
Explicit
Yes
Date created
2018/11/05
Latest episode
2026/10/15
Average duration
87 min.
Release period
5 days

Description

Enjoy this naughty blend of hilarious Florida man adventures, dad jokes and a dash of 'Irresistible' charm in this sexy adult comedy podcast

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THREE HOURS OF PORN FOR TWO SECONDS
2026/10/15
Jose admits he can spend three hours hunting for two seconds of porn, which somehow isn't even the most questionable confession of the night. Vanderpump Rules and Gilmore Girls addictions come out, Kevin's birthday recovery turns into a conversation about daily masturbation, and Rapid Fire gets way too personal about sex toys, lube, bedroom hard-nos and how much money it would take to let someone professionally tickle you. Florida Man shows up with a forehead tattoo and a serious 911 problem, Kevin gives himself some credit for showing up as a dad, and Chase proves you can apparently upgrade from an iPhone 11 to… another iPhone 11.
The Pack is Back?!
2026/10/13
The Pack is back, the Jags survive another ridiculous ending, and somehow a backup defensive tackle becomes a long snapper hero in London. The boys argue over whether NFL refs are just consistently inconsistent, relive another Florida State collapse that felt over long before the scoreboard admitted it, and debate whether Mike Norvell's real problem is coaching, money, or both. There's also way too much faith being placed in Luke Loucks before he's coached a meaningful game, MLB is floating playoff changes nobody asked for, and Chase's "new" iPhone is somehow still an iPhone 11. PACK IS BACK transcript
FREE BALLING FOR BETTER SLEEP
2026/10/08
Kevin's birthday celebration starts with grown men debating whether husbands deserve to feel pretty, somehow leads to free-balling as a sleep aid, and eventually uncovers the dangerous world of pink noise, brown noise and adults who have known someone far too long to ask their name anymore. Pasted text Pasted text Pasted text Florida Man tries unloading peyote on Facebook Marketplace, Kevin wonders whether he's giving both daughters enough attention as youth sports slowly takes over family life, and a childhood-snack ranking turns Gushers way more sexual than General Mills probably intended. Pasted text Pasted text Pasted text Then four Cutwaters deep and minutes from turning 44, Kevin declares war on Walmart pickup carts for destroying the carefully planned grocery-shopping operation he apparently approaches like a military assault. Pasted text Pasted text
7MIH - Is NORVELL saved?!
2026/10/06
NFC Teams Fast Food -NFL: -Week 4 Recap -Pick Em -Contender or Pretender -FSU: -FSU v UVA -TN offering Happy Hour for every game -MLB Playoff update Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) Jim The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces)
COSPLAYING AS A STRAIGHT MAN
2026/10/01
It's a raw-dog episode, and somehow the night ends with a serious discussion about whether a new pillow is also a sex pillow. Before that, Jason's internet company tries to book a technician weeks out before attempting the fix that actually works, Kevin learns that taking a teenager to Halloween Horror Nights mostly means riding The Mummy, and a tire track through the lawn becomes an ongoing marital crisis. Then somebody introduces a flaming drink contraption that looks like Mousetrap for alcoholics, a suspiciously handsome woodchopper takes over the conversation, Hocus Pocus gets its annual beating, and a top-100 TV list threatens to consume the rest of the night. Pasted text
FIFTEEN MILLIGRAMS AND A TOENAIL
2026/09/24
Jason starts the night waiting for a 15-milligram edible to kick in while a mystery toenail appears under his desk, which somehow sets the tone perfectly. The boys get nostalgic over old-school radio stations, song requests, Linkin Park dedications and the impossible task of deciding whether Gorillaz counts as rock or rap, before Florida Man brings a blade-wielding mystery, Random Twitter Finds determines what can truly ruin a grown man's day, and Kevin admits Packers highlights sometimes join him in the shower. Dad Tip becomes relationship advice, Name That Sound turns ordinary household noises into psychological warfare, a kids' pool party raises the question of whether parents need a warning before alcohol appears, and the night ends with blueberries, potential cannibalism, and way too much confidence about how good somebody might taste.
7MIH - DUMBEST CFB FAN CuptoCupLife.com
2026/09/22
Its sports... Cuptocuplife.com
GET THE COLD OFF MY EARS
2026/09/17
The boys start by debating whether they could land a commercial airplane, survive nearly a month in the Florida wilderness, or somehow avoid getting their faces removed by a chimpanzee. Florida Man brings another hotel-room nightmare, She's Always Right puts phone silence, video-game screaming, dishwasher loading, and one extremely strange ear habit on trial, and Dad Tip turns into a proud softball-dad moment. Then Movie Time gets taken over by Breaking Bad, Supergirl, Spider-Man, questionable ratings, falling asleep during movies, and a search for the correct level of Superman thickness before Name That Show puts more points on the board.
FSU REBUILD BEGINS?
2026/09/15
The NFL is fully back, which means the boys are already questioning stadium rankings, officiating, coaching, fantasy decisions, and why they allow football to control their emotional health. Week one brings Jags optimism, Dolphins growing pains, another painful Packers finish, roughing-the-passer rage, and the realization that some of these games are apparently bad enough to watch twice. Then Florida State enters the therapy session with an athletic department shakeup, Mike Norvell getting booed in his own stadium, NIL questions, Alabama looming, and the crew trying to figure out just how bad things have to get before something really changes. Meanwhile, Kevin's daughter offers the healthiest sports take of the entire episode: "It's just football."
Raw Doggin' The Robot Olympics
2026/09/03
*]:pointer-events-auto R6Vx5W_threadScrollVars scroll-mb-[calc(var(--scroll-root-safe-area-inset-bottom,0px)+var(--thread-response-height))] scroll-mt-[calc(var(--header-height)+min(200px,max(70px,20svh)))]" dir="auto" data-turn-id= "request-694369b7-f3ac-832a-af0c-af1fb75c4b5d-1" data-turn-id-container= "request-694369b7-f3ac-832a-af0c-af1fb75c4b5d-1" data-testid= "conversation-turn-14" data-turn="assistant"> It's a raw dog episode, which means the boys ditch the rundown and let Cutwater make every decision. This week gets into banana mudslides, pumpkin spice White Russians, Sonic saving a marriage for one night, fast food sticker shock, meatball sub anxiety, college bar coin-flip shots, and the terrifying possibility that robot Olympics are just the pregame show for our extinction. Kevin tries to explain AI daily briefings without turning the show into a tech podcast, the crew argues over Marvel homework, Top Gun callbacks, FSU's sad sideline face, Packers schedule math, fantasy football drama, and whether Cutwater is just Four Loko wearing a fake mustache. _:empty]:hidden">
RON BURGUNDY'S BACHELOR PARTY
2026/08/27
Cutwater night gets dangerously creamy as the boys debate sex pillows, hated small-talk questions, bank customers asking for free samples, and whether "what's up" even deserves an answer. The 2000s comedy bracket hits the finals with Anchorman and The Hangover, Florida Man brings a Central Florida chase, Rapid Fire somehow turns into tacos, bad breath, body parts, and unread texts, while Dad Tip focuses on school-night prep before everyone gets distracted by bus schedules and Kevin's alleged rich-guy garage. Add in Chuck E. Cheese animatronics, small batch mustard, mint-and-camo fashion court, a candy bracket pitch, and a very firm stance that Laffy Taffy is not worth two dollars.
7MIH - Build Your Dream NFL Team
2026/08/25
Its sports... Build an NFL Team -NFL: -W & Ls Part 1 Chase and Chris -Pick Em Group is live! - Desaun Watson -FSU: -And So It Begins…. -NFL Players going back to college? Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) Jim The CTC Onlyfans on FB Visit our site at Cuptocuplife.com (nospaces)
"YOU CAN ATTACK MY KIDSBEFORE YOU ATTACK MY SALADS"
2026/08/20
Cutwater night hits hard as the boys spiral from childhood restaurants into Pizza Hut Classic nostalgia, cheap salad bar rules, Joann Fabrics foot races, ShowBiz Pizza memories, and a Polynesian grill in New Jersey with a fire-powered pu pu platter. The 2000s comedy bracket rolls on with The Hangover and Forgetting Sarah Marshall, Florida Man brings a Cocoa Beach speeding excuse, Spot the Fake tests celebrity side hustles, and Kevin's dad tip turns into a full softball dad origin story. Somewhere in the middle, cottage cheese gets labeled white people science, Buc-ee's catches legal heat, Jason's mint shirt gets put on trial, and Kevin makes it very clear that you can come for a lot of things — just not his salads.
7MIH - FSU W's & L's
2026/08/18
Its sports... FSU W s & Ls - more Ls than Ws.... Cuptocuplife.com
FSU DOUBTERS LOOK AWAY
2026/08/13
Cutwater shows up, Jason returns, and kindergarten prep somehow turns into a full-blown sandwich investigation with twelve glue sticks and a pencil sharpener death machine. The crew gets into meet-the-teacher hours made for rich people, dating anniversaries after marriage, Colombian coffee confusion, "groin" sounding way too Southern, the 2000s comedy bracket with Superbad and Anchorman, and whether Paul Rudd needs a wellness check. Chase tries to talk himself into Florida State surprising people, Kevin demands actual standards, and a North Carolina mountain trip ends with freezing water slides, shirtless bug traps, and the kind of dad moment that almost makes everyone forget the podcast is still hanging on.

Podcast reviews

Read Cup to Cup | The Comedy Podcast podcast reviews


5 out of 5
84 reviews
★★★★★
B-Money312 2021/03/20
Tatted
Malson sent me here. 😬
★★★★★
goobielance 2021/03/20
Tatted
Malson sent me here
★★★★★
AundraS. 2021/03/11
My kind of people
Great show! Hilarious and fun banter between these three friends. I wouldn’t change a thing about it. Perfect show. Three out of five stars!!!
★★★★★
laybeauty 2021/03/05
Great job boys
Great show and hosts. Always keeps me laughing and wanting more
★★★★★
Jasi319 2021/03/05
Love
I always take a nice shower after listening.
★★★★★
LifgerS 2021/03/04
Worth every minute!
I have been listening since day one. Love these guys, love the show. Can’t recommend this show enough!
★★★★★
D122tu 2021/03/04
Love it.
Definitely my favorite podcast out there. I drive a lot for work and look forward to trips just so I can catch up with the episode. Cool crew and awe...
★★★★★
Mr.Firm 2021/03/03
Wrist limpness
Maybe bluechew as the next sponsor for the limp wrist problem.
★★★★★
AmazonBear 2021/02/27
Best Bro-Man Pod EVA
Okay legit I freaking LOVE this podcast. It’s funny. It wacky. They have guests from all walks of life and share local love! Also, imma need Jason to ...
★★★★★
MousePawGirl 2021/02/25
Dope boy fresh
These guys are genuinely hilarious and Florida Man gives them so much to work with. Get in on the bracket action!! 80s action movie bracket was my abs...
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