Cup to Cup

Cup to Cup | The Comedy Podcast

Comedy EN ↓ 603 episodes

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

Author

Cup to Cup

Category

Comedy

Podcast website

www.CuptoCuplife.com

Latest episode

Jul 2, 2026

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Episodes

You Sit on a Throne of Lies : Christmas Edition 23.12.2019

Discover the soothing sounds of Jazz, a fireplace and 5 idiots playing 2 epic games and diving into a not so illegal Florida Man segment. The entire crew start their magical adventure with... Guest that Christmas Movie - @4 Minute (we'll play a clip of a Christmas movie and have them answer) then off to Florida Man : Christmas Edition @18 Minute and our final stop will be Truth or Lie : Christmas...

Ep. 58 Are you a psychopath if you heat up your cereal? 17.12.2019

We aren't sure but it's not right. Oh, have you ever wondered what a "penis doctor' might do? We didn't but our buddy Jose decided to let us know and it's intense. Pay attention to our 90's show game at the start and see if you can beat chase...he's fast. *The Cup to Cup Rundown* Guess that Tune @ 4 minute Florida Man @ 8 minute Cereal Bracket @ 11 minute 7 Minutes in Heaven @ 27 minute This is Wh...

Artist Josh Phares - Ep. 57 10.12.2019

What happens when an incredible artist (Josh Phares) joins the podcast? You get insight into a mans emotional state after you insult his penis when he was 8 years old! Not cool, TOM! We also bring back some Christmas Trivia, discover a weird Florida Man story that involves mixing two items and how incredibly talented our boy Josh really is. Check his work out on IG or his site JoshPharesArt. Com *...

Ep. 56 "You're a fu**king idiot...I've been called worse" 03.12.2019

What happens when you ask the guys survival questions? Arguments happen, that's what. Not only is the Fill in the Blank segment epic but also we surprise the guys with a guest, go over a butt hole trend and discover they are terrible at Christmas Trivia. Cheers *The Cup to Cup Rundown* Florida Man @ 7 minute Bracket @ 11 minute 7 Minutes in Heaven @ 24 minute This is Where We Fucked Up @ 37 minute...

After Dark | Ep. 56 (Teaser) 30.11.2019

Whats up everyone! We're trying something new. Once in a while, we leave the record button on after an episode and shoot the shit about the episode or other random things. We now plan on turning these post episode conversations into teasers for upcoming episodes. And we did it this time after episode 56, which drops Tuesday the 3rd. We're going to call these teasers, After Dark followed by the epi...

Ep. 55 Little Black Bear, Windy Cocaine & Ezekiel Elliot 26.11.2019

Would you go celibate for sports? Kev breaks that down, while giving us an intriguing mystery…Are Honey Smacks supposed to look like bugs? Plus, all 3 agree with Chases Rant and both guys got our Florida Man segment right… *The Cup to Cup Rundown* Guess that Tune @ 6 minute Florida Man @ 7 minute Bracket @ 10 minute 7 Minutes in Heaven @ 25 minute This is Where We Fuc*ked Up @ 31 minute She's Alwa...

Ep. 54 The Shocker, Frosted Mini Wheats & Dating Red Flags 19.11.2019

Can you make it through our most RAUNCHY item we've ever played on the podcast without laughing or unsubscribing? If you make it through, you'll discover our Red Flags in dating, worst dinner dates and even a goat themed trivia question. Cheers! *The Cup to Cup Rundown* Florida Man @ 4 minute Bracket @ 11 minute 7 Minutes in Heaven @ 23 minute Fill in the Blank @ 33 minute This is Where We Fucked...

Whats on Tap | Southern Swells Brewing 14.11.2019

Two life long friends (Corey Adams and Jay Varney) started brewing in their garage one day. Flash forward to today and Southern Swells is now voted the number one brewery in Jacksonville, 3 years running. Corey Adams joins the crew for an awesome episode about their journey, why Hans Solo would be a dope Corn Hole Partner and why they add a New England style to their beers. Follow them @southernsw...

Ep. 53 Baywatch, Newspapers & Bad Motorcyclist 12.11.2019

Have you ever been stuck in traffic and a motorcycle just weaves in and out like of it, like it's no big deal? If you have, you know it pisses you off and it Chase has some choice words about it. Get ready for a bizarre Florida Man headline (as usual), a cereal argument that leads into a newspaper debate and one hell of a good episode! *The Cup to Cup Rundown* Music Fun (90s style) @ 5 minute Flor...

Ep. 52 Albert Einstein, Frozen & Saquan's Ass 05.11.2019

Who do you think is more widely known at this moment, Einstein or Kanye West? Really think about it. And while you're doing that, what movie has the biggest twist at the end? *The Cup to Cup Rundown* Florida Man @ 10 minute Bracket @ 12 minute 7 Minutes in Heaven @ 28 minute This is Where We Fucked Up @ 36 minute Fill in the Blank @ 43 minute Trivia @ 58 minute Thanks for listening and supporting...

2 Truths & A Lie | Halloween Edition 31.10.2019

3 haunting stories, 2 are true and 1 is a lie. We've all played the game but this time our friend Miranda Young from Ghost Biker Exploration teamed up with us and provided 3 awesome stories. Can you guess which one is false before we reveal it? Thanks for listening and supporting the little guys! Please subscribe, drop us a review and share us to a friend. As always, check out CuptoCupLife.com for...

Ep. 51 Feeding Alligators, Raisin Bran & Dulce De Leche 29.10.2019

Our Florida Man segment opens up the show and makes us all wonder what other weird things people are feeding these alligators. Jose and Chris from the podcast, joins this episode and as usual, it gets wild and insane. Also, do you know what Duce De Leche is? Kev doesn't... *The Cup to Cup Rundown* Florida Man @ 7 minute Bracket @ 11 minute 7 Minutes in Heaven @ 25 minute This is Where We Fucked Up...

Ep. 50 Manscaping, Mixing Cereals & Cutting in Line 22.10.2019

Do you enjoy mixing your cereals or is Jason the only odd ball out there that does it? We also start the episode off with some fun manscaping confessions - like one of us being bashful and hiding from his wife when he does it...can you guess who'd that be? Don't forget to make it to the end, Chase got cut in line by some Grandmoms! HAHA The Power Play Podcast Help us grow and tell a friend about t...

Whats on Tap | Crooked Can Brewery 17.10.2019

The award winning, Crooked Can Brewery from Winter Garden, Florida, joins the podcast and threw down some award winning knowledge. Robert Scott, the co founder of the brewery, tells us how this little brewery started from an idea on a napkin to taking home Silver at the Great American Beer Festival... oh, and how they almost missed the award because of shipping issues. Check out their October fest...

Ep. 49 Tailgating Challenge, New Party Games & Scared Boners 15.10.2019

If you like to tailgate, party or just have a good time, this is a must listen, because we talk all about the new toys that you need for your next party! Luke from Tailgating Challenge drops in and gives us the best tailgating accessories, games and gear you need for tailgates or any type of party you throw - Plus he has a few holidays he's officially created that you NEED to know about. Enjoy! *T...

FSU Special - Filling Up the Bandwagon 10.10.2019

Chase drops some serious FSU football knowledge but he takes a whole new approach than you normally see this year, a positive take. Chase compares Clemson and FSU on paper with a game he calls - Name that team. Chase also drops his bold but honest prediction and lets you know he's taking in all the bandwagon fans, join the club. Go Noles! Thanks for listening and supporting the little guys! Please...

Ep. 48 The 3rd Genie Wish, El Camino & A Tickle Bug 08.10.2019

Would you let the genie free with your 3rd wish? One of us wouldn't and all 3 of us disagree on the most anticipated movie for the rest of 2019. Is it The Joker, El Camino, Star Wars or something even cooler? And make sure to stick around to an epic Trivia story about tickling… Help us grow and tell a friend about us! *The Cup to Cup Rundown* Florida Man @ 4 minutes 7 Minutes in Heaven @ 10 minute...

Ep.47 Best Cereal Bracket, BOGOs & Teleporting 01.10.2019

The Cereal Bracket is out! Did your favorite cereal make the cut or did it get ranked towards the bottom? Let us know, drop us a voice nugget and let the anger out. Oh btw, QUISP is a weird word to say. Help us grow and tell a friend about us! *The Cup to Cup Rundown* Florida Man @ 7 minutes Bracket @ 11 minutes 7 Minutes in Heaven @ 22 minutes She's Always Right @ 32 minutes This is Where We Fuc*...

The Lost Episodes - Volume 1 27.09.2019

Welcome to The Lost Episodes. A new series of episodes where the crew pull clips from past episodes that didn't make the cut do to many factors. This episode covers episode 41 through episode 47. Check it and let us know what you think! Please subscribe, give us a review, share to a friend and most of all, thank you for the support! As always, check out CupToCupLife.com for updated brackets, dad t...

Ep. 46 Ghost Exploration & 2 Skeptics 24.09.2019

Are you a believer of the paranormal? The crew finds out quick that Kev is and Chase and Jason just aren't; BUT, Miranda from Ghost Biker Exploration joins the podcast and helps open our eyes up to her INSANE experiences with the paranormal. Ghost Biker Explorations is a web series about Miranda traveling the country on her Harley, investigating the paranormal and the history within the story. Che...

Ep. 45 Milk Before Cereal, Historical Mysteries & Jimbo Fisher Rides What? 17.09.2019

Do you pour your milk in the bowl before your cereal? WHY?! Please let us know because we just don't get it. The Cup to Cup crew finally announce our next bracket, we go over some awesome mysteries (besides Jason's, his sucks) and Chase drops a mini rant about Jimbo fisher. This and so much more on episode 45! P.S. Tell a friend about us. *The Cup to Cup Rundown* Bracket @ 9 minutes 7 Minutes in H...

Whats on Tap - SJ Brewing Co 12.09.2019

Shaun from SJ brewing company in Yulee, Florida joins us this week. The Cup to Cup crew dives into some creative ventures, like their use of the Randle(and what that is), a Dorito beer and where the hell Yulee actually is. We also have a brand new segment called "Haters Gonna Hate" where the brewer gets to read a bad review about their beer/brewery and gives their two cents about that review. We h...

Ep. 44 Strange Erections, Trampolines & Captain Planet 10.09.2019

Does your wife ask you WEIRD questions about your penis or better yet, about things that might arouse it? Either way, get ready to hear what Jason's wife asked him recently about it, some awesome terrible vacation starts and the rest of our sweet segments! P.S. Tell a friend about us. *The Cup to Cup Rundown* 7 Minutes in Heaven @ 10 minutes She's Always Right @ 19 minutes Would you Rather @ 28 mi...

Ep. 43 The Waffle House Theory, Being Vegan & Celine Dion 03.09.2019

Since Hurricane Dorian is the hot topic in Florida, we go over this Emergency Management theory based on Waffle House's. And its not a Cup to Cup episode without some bold claims by Kev. He swears he could go vegan and Jason apparently recommended a terrible workout song for group last episode. P.S. Tell a Friend about us ***The Cup to Cup Rundown*** 7 Minutes in Heaven @ 24 minutes She's Always R...

Whats on Tap - Fishweir Brewing Co. 29.08.2019

An incredible brewery that's less than a year old and prides itself on being part of their community. This awesome brewery is located in the middle of Murray Hill, in Jacksonville, Florida. Broc and his wife, Stacey renovated this night club into a thriving brewery. Broc joins us the crew, deemed the Mayor on the podcast, is a dentist with a chemistry degree, in the Navy and brews the beer. We go...

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