Podcasts by Cup to Cup | The Comedy Podcast

Kevin & Friends : Ball Play or Tongue Tricks from 2022-02-22T05:30

There are no rules for this weirdly average episode of Kevin and Friends! Jason finally sat one out and let the rest of the boys steer the ship for once. Kev brought...

Kevin has Crabs from 2022-02-15T05:30

The OG trio is back for the first time in about a month and it’s glorious. Chris drops an alcohol-related opening item to the shock of no one. Jason drops one of the funniest Floridamans yet can...

7 Minutes in Heaven - Ice Dancing with Prop Bets from 2022-02-13T11:00

You know, the usual...Dancing, Football, Ice Fishing, and sexy Canadians.

• switch out one Winter Olympics sport for a sport you’d crush at (can be fake af)
• Make Super Bowl p...
  Listen

Engaged In Erotic Activity from 2022-02-08T05:20

Sign Up for our Premium Subscription Here

The crew is back and are joined by producer/podcas...

7 Minutes in Heaven - Rocky Balboa vs Jake Paul from 2022-02-06T12:00

We're back with another "sports" talk episode. 

• Worst incoming hall of Fame class ever?

• If you could take any fictional sports movie character ...
  Listen

How Hairy Do You Like Your Kiwis? from 2022-02-01T05:23

Premium, sexy, beautiful. After Dark. Sign Up!

You’re getting an extra idiot for this one folk! Jose joins the guys and they...

7 Minutes in Heaven - The Packers Hurt Kevin from 2022-01-30T12:00

Premium, sexy, beautiful. All here. 

We are taking our sports talk and making it, its own series! Let us know what you think, if we...

Our Pet Birds w/ Comedian Scott Whatley from 2022-01-25T05:30

Episode 153 is here and with it is a special guest, hilarious comedian Scott Whatley. Scott has the guys cracking up as he tells them all about being a new comedian as dad, where he gets his conten...

Blessed With a Strawberry Kiss from 2022-01-18T05:30

Premium, sexy, beautiful. All here. 

The boys are back together as the “Colorado Kid” Chase makes his return from his new st...

Dirty Talk Apology from 2022-01-11T13:00

Premium, sexy, beautiful. All here. 

Happy New Year folks! It’s season 4 and the boys are back! Well, most of them. The Colo...

Season 4 Trailer from 2022-01-07T10:00

What if a podcast produced by 5 life long friends, came back for their 4th season and disrupted the entire podcast nation? 

It could happen and it could be this podcast. 

Enjoy ano...

Tipsy Under the Mistletoe - Twas The Night Before Christmas from 2021-12-23T14:10:44

We're back, well Chris is. Enjoy a beautifully choatic drunken read of Twas The Night Before Christmas... and trust me, a lot of shit was stirring tonight. 

Listen

Tipsy Under the Mistletoe - The Grinch from 2021-12-21T10:30

Kev and Jason decided to pound a few pints and read you "How the Grinch Stole Christmas" with some soothy Christmas tones. Yep, its that simple but its damn good. Let us know what you think!

The 2021 Christmas Episode (Live) from 2021-12-14T05:30

Merry Christmas and Happy Holidays you filthy animals! We're back with another live christmas episode, featuring...EVERYONE. So if you've heard a live episode before, its a bit chaotic but its a...

Jason Plays with Barbies from 2021-12-07T05:30

Episode 150 is here and with it comes some surprising details about the guys. Chris starts it off with an opening item that has the guys debating the 10 words they would say to their past selves...

"You Have to Sh*t on the Top Floor” from 2021-11-30T05:30

It’s not a jam-packed episode this week but we have almost the entire crew (minus Jose) as they open talking about if a comet was coming to end the world and you had one week left to live. Flori...

MOIST Turkey from 2021-11-23T05:30

Hang on to your giblets folks because we have a jaaaamed packed one for you all this week! The Mayor causes chaos when he introduces “Password”, a new weekly game the guys will play with big imp...

Sausage or Cock? from 2021-11-16T05:30

Episode 147 is here and while Chase isn’t Chris fills in and makes sure to bring the shots. Jason starts it off with an opening item which somehow leads to a disc...

“Choking the Chicken” from 2021-11-09T05:30

It’s a jam-packed episode as Jose joins the crew this week. The guys open up talking about escaping a snail and Florida Man takes us down south to Lake County to see if anyone can add to their B...

Sex with a gator while on drugs from 2021-11-02T04:30

This week the boys life’s most pressing questions, Like if you could go back to one decade of your life, which would it be? Is a Florida man from Arizona still a ...

Halloween w/ Ghost Biker Explorations from 2021-10-26T04:30

Episode 144 gets extra spooky as Miranda from ghost biker explorations joins the show again for the first time since episo...

“A Booty Call That Calls You” from 2021-10-19T04:00

The crew is back together after another Chase vacation and the guys open up the show placing bets for Squid Game. Florida Man takes us to Gulf Breeze with one creative individual. Chase gets to ...

Kevin & Friends - Episode 1 from 2021-10-12T11:48:18

We took a week off from our regular scheduled episode and gave you this bad boy and gave you what you wished for. Kevin & friends. A full episode directed and written by yours truly, Kevin. A lo...

Unlawful Exposure of Sexual Organs from 2021-10-05T11:17:15

Supp...

Asshole Canadian Geese from New Jersey from 2021-09-28T10:00

Supp...

“How Did It Feel in Your Mouth?” from 2021-09-21T04:30

Supp...

The worlds biggest dick from 2021-09-14T04:30

The guys are back after their brief hiatus and they are coming in hot with the sex, dicks and puke talk. Chris starts them off with an opening item about things w...

When Kangaroos & Birds Attack - (An After Dark Special) from 2021-09-08T16:39:56

Enjoy the return of Whiskey Kev with two special After Dark episodes combined that ONLY our premium subscribers have listened to...until now that is.

The first part of Listen

One Large Booty Call Fries, Please? from 2021-08-31T04:30

Strap in because this one is a trip or should we say bootylicious! Chris joins the guys this week to dive into real hard pressing issues, like why an Arizona woma...

Limp Like a Wet Noodle from 2021-08-24T04:30

The crew opens up on a different note discussing memorable moments with their fathers. Florida Man takes us down south to Monroe County just looking for some respect. We continue the Best French...

Bee Keeper Rebecca Diederick - Confessions of a Bee Keeper from 2021-08-17T04:30

Episode 136 is here and the crew is joined by Deeds Bees bee keeper extraordinaire Rebecca Diederick. Rebecca drops bee knowledge bombs and stories all over...

 The Best “Thrown Out of a Bar” Stories from 2021-08-10T04:30

The full squad loaded up and gave you exactly what you all want…a wild episode with bold claims, angry debates, dirty butt holes and Kev getting Lawyered.

The episod...

What We WOULDN'T do for $1 Million from 2021-08-03T04:30

The crew is back this week after a cursed episode that is lost forever. The guys open up the episode discussing which villain actually had it right and we recap Name That Sound. We get plenty of...

Breaking News : Bracket Announcement from 2021-07-29T19:00

We did it. We finally chose our next bracket. All we can say is...it'll be delicious. Check out this very quick announcement and tap the link below to rank the list we have now. 

Listen

Deadly Balloons - Story Time from 2021-07-27T04:30

We fucked up. We had an audio malfunction with episode 133, its cursed and we are skipping it. But, we do have a dope Story Time episode about DEADLY BALLOONS!

If yo...

Trophy Wife Dayna - The Fire Vagina (not hers) from 2021-07-20T05:00

The boys are back from vacation and they brought a guest with them to kick start everything back up! Host of Listen

***The Vaca Update*** from 2021-07-15T11:00

We're coming back in full force Tuesday the 20th from our mini vacations, well not Kevin, he insists it was not a vacation for him...

We're also going to start addin...

Snoop Minnis - An FSU Football Special from 2021-07-12T17:21:46

FSU legend and former NFL wide receiver Marvin “Snoop” Minnis joins the boys and absolutely kills it despite a few technical difficulties. He drops FSU knowledge bombs all over the pl...

Who is the Martin Scorsese of porn? from 2021-06-29T04:00

The crew is going on a short break so they made sure to load episode 131 with a ton of great content you aren’t gonna want to miss. Porn is discussed many times t...

To Be a Fly on Aaron Rodger's Dick from 2021-06-22T04:00

The episode opens with the guys talking about sayings that work in multiple scenarios and lead to some classic banter. Florida Man takes us to Providence, Massach...

Mad Man Greg Taylor - Soggy Things the Boys Like from 2021-06-15T04:00

It’s back to the OG three. The boys share where the last place in the world they would eat is and a Florida Man pepper sprays his mom for the strangest reason. Our buddy from USA Cancer Cycle, G...

Kev Goes Gay But Won’t Suck a Dick from 2021-06-08T04:00

Support the boys and get naughty by joining our Premium subscription!

Listen

Naturdays & The Best 90s Video Game (Live) from 2021-06-01T04:00

Time to crack open the Naturdays as the entire crew jumps on this live episode. They open the episode drafting their celebrity flip cup teams before Florida Man s...

Resilience Coach James Elliott - “Get to the door!” from 2021-05-25T04:00

Get ready to be inspired as special guest from across the pond, James Elliott, joins the show to talk about jumping out of planes, m...

Comedian Dave Hill - A Murder in his Garage from 2021-05-18T04:00

We have an hilarious special guest join the show, comedian, actor, writer, fashionista, Mr. Dave Hill. He has every...

Kev Can Deep Throat 5.3 Inches from 2021-05-11T04:00

The episode opens with the crew discussi...

The Wives : A Mother's Day Special from 2021-05-04T04:00

We have a special one this week as the Cup to Cup wives join us for a special Mother’s Day episode. Before the ladies joined us the guys talked about underrated a...

Axe Champs Dennis Cejvanovic - the Bosnian Boy Scout from 2021-04-27T04:00

Chris opens with a sexual opening item that scrambles the group but its gets even better when Axe throwing Dennis Cejvanovic ...

“Confessions of an Alien Stewardess” - LIVE in Harlem from 2021-04-20T04:00

The episode begins with chaos and maybe a fire in Jose’s Harlem apartment but Jose is able to join the crew. The crew talk aliens and movies before Florida Man which takes us to Tampa. The crew ...

Livin' off Waffles, Red Bull & Life (Vaca Kev) from 2021-04-13T04:00

Nothing can ruin Vacay Kev’s vibe on this episode, not even some really passive aggressive notes left by an petty neighbor or a very loco Florida “doctor”. We lis...

Bukake, Butt Cakes, & Jason giving HJs from 2021-04-06T04:00

We did a thing. We created a membership page. Sign up to become a CTC Premium Member, hand us a couple of dollars and we give you a ton of content and hugs.

Listen

Streamer SuperNin10Bros - Nintendo Lab Nostalgia from 2021-03-30T04:00

The crew relive their early drinking days and then welcome special guest Twitch streamer Raji aka SuperNin10Bros. Florida Man takes us to Orange County. Raji educates us on the world of Twitch a...

Double Dicked Kev, Part 2 from 2021-03-23T04:00

The boys are back solo for episode 117 and one of our co-host is having a rough day...cough it’s Kevin... but we’re sure you already knew that. After a tasty open...

What's on Tap : Ology Brewing from 2021-03-19T04:00

Ology Brewing likes to describe their brewery as an experimental brewery and they aren't joking. Nick Walker, the head brewer and owner of Listen

Storm Chaser Mike Obinski - Dust Storms, Hail & Tornados from 2021-03-16T04:00

Episode 116 welcomes another amazing guest, storm chaser and photographer Mike Obinski joins the crew. Mike tells the...

Ice Climber Will Gadd | Being a Red Bull Athlete from 2021-03-09T11:00

The crew welcomes Will Gadd to the show. Will is a Red Bull athlete, climber and overall badass. Florida Man takes us down to the Wendy’s in Jupiter and Will ...

Things in Porn That Piss Kev Off from 2021-02-23T11:00

Alcohol was flowing in this episode and it made for some truly wild side convos.  Florida man doesn’t disappoint in what may be the most petty segment yet. The gu...

Cyclist Greg Taylor | Cycling the United States from 2021-02-16T11:00

The crew welcomes Cyclist Greg Taylor to the podcast. Greg is cycling around the country for six months from Jackso...

Kev Gets Controversial from 2021-02-09T11:00

The guys go through some of your Florida man birthdays before another edition of Florida Man and they are GREAT. We power up another round of our Best 90s Video G...

Shark Expert Dickie Chivell | Fighting Off Great Whites with a Broomstick from 2021-02-02T11:00

The legend and risk taking shark expert Dickie Chivell joins the crew and Jason and Kev get giddy like a bunch of school girls.

Kn...

Olympian Kareem Maddox | Tokyo 2020 Olympics? - Ep. 109 from 2021-01-26T11:00

Chase decided to come back from Montana and rejoin the show as the crew welcomes Olympic basketball player Kareem Maddox to the show. Florida Man takes us to Jason’s backyard in Duval and we fin...

My Wife Shows Off Pepperoni Nipples at Yoga - Ep. 108 from 2021-01-19T11:00

Chase goes on yet another vacation forcing the guys to call Chris in from the bullpen. The boys tackle some pressing questions like, should you invite friends to ...

Shower Sex or Shower Shits? - Ep. 107 from 2021-01-12T11:00

Happy New Years everyone! Cup to Cup is back after a brief break to prepare for season 3 and they are back with a bang. Opening items drop a scary statistic that is truly mind blowing. The new n...

Season 3 Trailer from 2021-01-08T16:35:02

In 2018  the community was hit with a bombshell. 3 white guys, a brown dude and Chris…. created Cup to Cup, the comedy podcast.

Listen

What's on Tap | Main and Six Brewing from 2020-12-23T11:00

The award winning head brewer and Co-founder of Main and Six Brewing, Dennis Espinosa joins the crew to discuss recent awards, why h...

The 2020 Christmas Episode (Live) from 2020-12-21T15:30

It’s the holiday season which means the crew decided to go live for our third annual Christmas episode. A packed episode with plenty of holiday spirit (especially Chase who yelled the entire epi...

Tell Your Wife Her Downstairs Carpet is Gross - Ep. 105 from 2020-12-15T11:00

The guys play rotating host again as Chris sits in for Chase. The guys remember their wildest Christmas parties and Florida man teaches us a fool proof way to evade the police. What If is back t...

Is it Racist? - Ep. 104 from 2020-12-08T11:00

Christmas season is finally here according to Kevin and with it comes more ridiculousness from the cup to cup crew. Chris drops a 100 million dollar question to s...

Trainer Patrick Henigan | Holiday Diets “F*ck Monday, Plan on Sunday” - Ep. 103 from 2020-12-01T11:00

We made it to December and Jason is hyped that Christmas is 24 days away. Jose fills in for Chase since he is on vacation traveling in the mountains as the crew w...

BYOG: Bring Your Own Gravy - Ep. 102 from 2020-11-24T11:00

Is Turkey overrated? Is gravy on the top of the Thanksgiving food chain? These are the questions that got the boys going on this Pre-Thanksgiving episode.<...

Kevin (Snakeaholic) Pavlidis | Snakes on a Podcast - Ep. 101 from 2020-11-17T11:00

Get these motherfucking snakes out of these motherfucking Everglades….and onto the podcast. Legendary snake catcher Kevin Pavlidis aka Listen

The Crew Goes Live for the Big 100 from 2020-11-09T16:30

Almost two years to the day the crew hit a major milestone. We dropped Episode 100 and decided to go live on Facebook and YouTube for this milestone moment. Kevin...

American Ninja Warrior RJ Roman | Flying Squirrels & Ninjas - Ep. 99 from 2020-11-03T11:00

With one episode to go until the big 100, they guys invited a real (America) Ninja Warrior to the podcast. RJ R...

Blow Jobs & Halloween - Ep. 98 from 2020-10-27T10:00

Halloween is coming up so of course the crew had to give us a spooky weird episode. The crew starts by giving us an answer to what memory they would want to reliv...

The Best 80s Action Movie is... - Ep. 97 from 2020-10-20T10:00

It took all summer and part of the fall but we made it to the FINALS of our Best 80s Action Movie Bracket. Our movie expert and producer Chris joins the crew for this episode. Florida Man takes ...

Drinking the Kool-Aid - Ep. 96 from 2020-10-13T10:30

Kevin is back! The little guy is back with the crew for some classic cup to cup tomfoolery. We kick it off with a Florida man story that doesn’t include Florida o...

Derrick Levasseur | Big Brother - Ep. 95 from 2020-10-06T10:30

This week’s episode has a very special guest as Big Brother season 16 winner Derrick Levasseur joins the show. ...

Riding Alligators & Cypress Knees - Ep. 94 from 2020-09-29T10:30

We are getting closer and closer to the episode century mark. The crew brings the energy to kick off the episode (it must be Kevin’s shirt). We visit Miami for Florida Man and either Chase or Ke...

WWE "Writer" Danny Solo | Allegedly - Ep. 93 from 2020-09-22T10:30

Get excited for a weird one, folks. Alleged guest, “Danny Solo”... or “Polo”.. who may or may not “write for WWE” and his creepy but mesmerizing  EDM glow mask joined the boys. We get a not so F...

Sexual Fetishes - Ep. 92 from 2020-09-15T10:30

The guys are back together again after Kevin’s brief hiatus and they make up for lost time.  A wide variety of topics is covered including an Ambassador to Aliens...

Artist Josh Phares | The Return of the Artist - Episode 91 from 2020-09-08T10:30

The bad ass artist and low key motivator returns to the podcast. The best artist in the 904 Josh Phares joins the show for a second ...

Comedian Joe Underwood | Laughing at the Disabled - Ep. 90 from 2020-09-01T10:30

Not only will you laugh during this episode, but you'll been inspired listening to our boy, Joe Underwood. Joe was born with Spi...

What's on Tap | Wicked Barley Brewing from 2020-08-27T10:30

The Brewmaster and Co-founder of Wicked Barley Brewing, Philip Maple, joins the boys for a wild time. Philip explains how they ended up with the only...

Sex Songs, Explosions, & Chocolate Relapses - Ep. 89 from 2020-08-25T10:30

Kevin comes in hot with his fun fact involving an unusual celebrity addiction. The guys pick their post sex song they would play and the bracket stays heated and ...

Phil Esposito & “Chief” Bobby Taylor | Hockey Legends - Ep. 88 from 2020-08-18T10:30

The crew is back after a couple weeks off and they aren’t alone. We welcome two hockey legends “Chief” Bobby Taylor and Phil Esposito to the show. These guys are ...

Story Time | New Atlantis from 2020-08-04T10:30

Did you know the younger brother of the famous novelist Ernest Hemingway, Leicester Hemingway, "founded" his own island nation? Yea, neither did the crew, well besides Chase who...

Elephant School Graduate - Ep. 87 from 2020-07-28T10:30

No Guests, all shenanigans! Episode 87 welcomes back our girl Siri and her dirty mouth with her sexual innuendos. We have a Florida Man that features a very good ...

What's on Tap | Dadurdays Brewing from 2020-07-23T11:30

Have you ever wonder what it would take to brew in your garage? Do you also have kids? Then get a pen and take notes because Mike Long from Listen

Writer Sam Wagstaff | Drunken Rewind - Ep. 86 from 2020-07-21T10:30

Special guest Sam Wagstaff, the writer for Drunken Rewind comes on the show and educates the guys on drinking in the funni...

My Dingaling Has Never Been In The Living Room | Ep. 85 from 2020-07-14T10:30

Get comfy because we are bringing you some bonus minutes in this week’s episode! The guys talked about what freaky fetishes women have, a Florida man needs an eme...

The Hairy Hawk and Chester Stevenson - Ep. 84 from 2020-07-07T10:30

Episode 84 has arrived and Kevin continues with his newly found fun facts. Jason swears he isn’t plugging Manscaped with his audio clip and Florida Man takes a visit down to Daytona. Our boy Mik...

Pro Eater Leah Shutkever | Guinness World Records - Ep. 83 from 2020-06-30T10:30

World records are meant to be broken as are stereotypes. On this very special episode we are blessed to have 10 time Guinness World Record holder Listen

80s Forever & The Roaring Jennifer Lawrence's - Ep. 82 from 2020-06-23T10:30

The crew welcomes Paul (PJ), the owner of the 80s Forever and Ever Page. We introduce Paul to Florida M...

Dad Tips | A Father's Day Special from 2020-06-19T10:30

You'll hear from over 9 dads, including our very own dads and from Chase and Kev! Each interview will be its own and each dad will be answering 4 simple questions...

1. Whats ...
   Listen

Comedian Ryan Long | Dicks Get Cut Off - Ep. 81 from 2020-06-16T10:30

The  comedian Ryan Long joins the guys and covers everything from his issues with Vice articles, like "Ge...

Baked Bean Haters, Tiebreakers & Penis Shakers - Ep. 80 from 2020-06-09T10:30

Florida man is crazy as always and Jose continues to show he’s never won anything before as he touts his controversial victory two episodes later. For the third w...

What's on Tap | Intuition Ale Works from 2020-06-04T10:30

Intuition Ale Works is one of the OG breweries out of Jacksonville, Florida. They started at a smaller location near the riverside area and moved to ...

Two labs & The Worst Movie Ever - Ep. 79 from 2020-06-02T10:30

This episode drops on the second day of June and Kevin drops some history knowledge and the guys have a rather interesting discussion with the opening topic. It’s...

Who's your chicken guy? - Ep. 78 from 2020-05-26T10:30

Brace your ear drums because the whole crew is on for Episode 78. It’s bracket time baby! You submitted your votes and now the guys will break down who their week one matchup winners are between...

“This Baby is Gonna Listen”- Ep.77 from 2020-05-19T10:30

Episode 77 was just another day in the world of Cup To Cup filled with porn, brackets, tea bagging, and skipping rocks.  We had our Florida Man segment, which had...

Sarah Fraser | Sexual Pineapples - Ep. 76 from 2020-05-12T10:30

We have an amazing special guest Sarah Fraser from Hey Frase Podcast.

She does a ...

A True Learning Experience - Ep. 75 from 2020-05-05T10:30

Get some tequila shots ready (or a martini if you’re Chase). Episode 75 drops on Cinco de Mayo which Kevin gives us a brief history on the “holiday” and we give s...

Story Time | The Craziest Sporting Event That Ever Happened - Part 2 from 2020-04-30T10:30

Discover why second place got the gold medal, dispite being high on rat poisoning? 

The Craziest Sporting Event That Ever Happened

Listen

“We’re Dick Guys” - Ep. 74 from 2020-04-28T10:30

The whiskey is flowing in episode 74 and it’s going right into Kevin’s belly. The boys talk about what they miss the most since being isolated, Jason’s answer pisses Chase off, but what doesn’t ...

Story Time | The Craziest Sporting Event That Ever Happened from 2020-04-24T10:30

From the start of the 1904 marathon to the end, it was a crazy spectacle of cheating, death defying actions, naps and even performance enhancing drugs? The outcome was so scandalous that the eve...

Mute Your Mic Brenda! - Ep. 73 from 2020-04-21T10:30

Florida man never lets us down as Chase goes absolutely off his ringer with his answer. Who knew so much preparation goes into him watching porn.  We try our damn...

What's on Tap | TLH Beer Society from 2020-04-16T10:00

If you are bored with your current beer selection and need to discover some good Florida Beer give this episode with TLH Beer Society a listen.

M...

Jason is a scared little b**** - Ep. 72 from 2020-04-14T10:30

Jason swears he’s not a bitch for being scared of this one thing...but is he alone? 

We find out who the wives think...

Shawn Bassett | Cars, Bikes & Deadly Races - Ep. 71 from 2020-04-07T10:30

The title of the episode says it all.  Do we need to say more?

Our friend, Shawn Bassett, owner, racer (bike & car) and the mechanic/designer of ...

Story Time | The Drunk Receiver from 2020-04-02T10:30

Discover the iconic story about a Green Bay Packer player that helps win his team a Super bowl, while hungover...

• Listen

Comedian Jud Danger | My Girl Left Me Because of Andy Dick - Ep. 70 from 2020-03-31T10:30

Would you believe me if I told you Andy Dick might have caused a breakup? Would you believe me if I told you it had to do with a dog, poop and alcohol?

Our friend an...

Story Time | Why We Call Them Hookers from 2020-03-26T10:30

Discover why we call prostitutes hookers and why one General is remembered not for his military skills but for his "parties".

• Listen

Introducing Story Time from 2020-03-25T10:30

For your entertainment pleasure,, we bring you an all new series from Cup to Cup, welcome to Story Time. 

A series a...

The Phrase Game - Ep. 69 from 2020-03-24T10:30

We drop a new game thats played during the entire episode and YOU COULD WIN FREE MERCH if you play along. We go over the rules in the beginning of the episode, so don't miss it!

What's on Tap | Oyster City Brewing from 2020-03-19T10:30

Have you ever visited Apalachicola, Florida or had a the iconic "Hooter Brown"? Well if you answered yes or no, listen to this awesome episode with Clayton Mathis from Oyster City Bre...

Steaks Dropping from Pants & Toilet Paper Rants - Ep. 68 from 2020-03-17T10:30

Are you looking for some deep & rich St. Patricks Day history? Would you like it to come from the 3 least qualified individuals on a podcast? You're welcome, because Kev gives a brief...

Comedian Daisy Tackett | We Only Offended Her 4 Times - Ep. 67 from 2020-03-10T12:57

What would you do if you were catfished by a handless man online? Comedian Daisy Tackett graciously explains this insane but hilarious exper...

Should Strippers Wear Helmets? - Ep. 66 from 2020-03-03T11:00

Have you ever wonder what the news would be like if we were the anchors? We bring you, “Cup to Cup, this week in news” Highlighting the many things the crew discusses behind the scene...

"This is a Weird Florida Man" - Ep. 65 from 2020-02-25T12:00

Can you guess the Florida Man Headline that gets both the guys grossed out and speechless? Hint, it includes a body part.

Siri is also back to teach us the many ways...

Eating Worms for Protein - Ep. 64 from 2020-02-18T12:00

Have you ever eaten insects or bugs before? Do you want to? We try a company called Crunchy Critters who provided us worms mixed in wit...

What's on Tap | Ancient City Brewing from 2020-02-06T12:00

From pairing beer to putting out a basil wheat that we all have to try, Ancient City Brewing in St. Augustine, Florida needs to be on your list.

Shane from Ancient C...

Is Sleeping Naked Weird? - Ep. 62 from 2020-02-04T12:00

An episode that should have 5 titles. The podcast starts off with a weak Florida Woman arrest, a David vs Goliath cereal matchup and a heated Name that Show. And I do mean heated...

It ge...

What Would You Ask Your Dog? - Ep. 61 from 2020-01-28T12:00

If you had one question to ask your pet and could get answer back, what would it be? We find out the guys all have different intentions with their questions.

Chase a...

What's on Tap | 3 Daughters Brewing & TLH Beer Fest from 2020-01-22T12:00

Our Craft Beer shenanigans are back with 2 interviews! First one with our buddy Bob from 3 Daughters Brewing and the second with our boy Ben from...

Are Balls Attractive to Anyone? - Ep. 60 from 2020-01-21T12:00

Are you ready for one estranged Florida Man story? It's not right and the guys had a hard time understanding why. Not to mention, we've finally got a  point on the board from "Name th...

What 8 Hours of Sleep Feels Like - Ep. 59 from 2020-01-14T12:00

Welcome back! A brand new year comes with a brand new season that includes a revamped sports segment and 3 new segments, 2 of which are on this episode.

Speaking of ...

Season 2 Trailer from 2020-01-12T23:14:32

Cup to Cup is back for a second season, with our first episode of the season dropping on January 14. (Preview of episode 59 at the end)

If you didn’t catch ...

You Sit on a Throne of Lies : Christmas Edition from 2019-12-23T12:00

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 wit...

Ep. 58 Are you a psychopath if you heat up your cereal? from 2019-12-17T12:00

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...

Artist Josh Phares - Ep. 57 from 2019-12-10T12:00

What happens when an incredible artist (Josh Phares) joins the podcast? You get insight into a mans emotional state after you i...

Ep. 56 "You're a fu**king idiot...I've been called worse" from 2019-12-03T12:00

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 ove...

After Dark | Ep. 56 (Teaser) from 2019-11-30T17:02:46

Whats up everyone! We’re trying something new.