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

7 Minutes in Heaven - Superbowl Winning Teams that Annoy You 10.02.2023

Its sports... -Rodgers Watch (WTF is going on with him? What will his decision be? Would you do it?) -Over Reaction: (Super Bowl Overraction/ Predictions) -Superbowl winning teams that annoy you -Predict next year's Super Bowl -If you could pick one team to not win a Super Bowl for the next 50 years, who would it be? CuptoCuplife.com

Drop My Di*k on a Piece of Paper 07.02.2023

This episode starts off banging as Jason is recording live from Vegas. They open up talking about what they wouldn't want to be found if they were on the old show Room Raiders. Florida Man takes us to Miami involving an injury as Kevin and Chase looks to take a lead on the Big Board challenge. Chris gives the guys an interesting Would You Rather. Andy fills in for Jose this week reminding the crew...

7 Minutes in Heaven - Robots vs Humans 03.02.2023

Its sports... -Tom Brady actually retired for good? -Over Reaction: NFL Playoff talk (OR from the entire NFL playoffs so far) -Which 2022 non-playoff team will make the postseason in 2023? - Robots vs Humans -FSU Update: 2023 Football schedule dropped Monday; early thoughts? CuptoCuplife.com

Cousin Lovers 31.01.2023

The OG 3 are back and going off on some wild tangents. Chris has an opening item about the last 3 items you bought. We have a new Florida Man involving a weird burglar can anyone get on the board? Chris drops an Am I an Asshole which leads to one of the most absurd conversations ever had any questions about fucking cousins. Jose tells the guys where they fucked up and the Chris episode continues a...

7 Minutes in Heaven - Sports & Conspiracy 27.01.2023

Its Sports... -NFL Playoff talk - Over Reaction: Championship Weekend & Super Bowl predictions; -Is Josh Allen the new Phillip Rivers? -Who are the two most annoying players in the NFL - Worst Fantasy Football Punishments CuptoCuplife.com

Omgitswicks | The Ultimate Florida Man 24.01.2023

The OG crew is back together for the first time this season and also welcomes our first guest of the new season Omgitswicks. Check out his TikToks here. We break the ice with our Florida Man segment from Miami involving a situation at Publix. Wicks gives us some backstory on how he got started, his sketch comedy content (which you can find across all social media), and his love of Publix and Flip...

7 Minutes in Heaven - It was Always the Jags (BS) 20.01.2023

Its Sports NFL Playoff talk: Wildcard Weekend reactions/Division Weekend preview What's a sports moment people forget about? If MLB were to ever expand to 32 teams, which two cities should they go to? FSU update: Since Basketball sucks, Baseball is back on February 17th! CuptoCupLife.com

Cock Block Nachos 17.01.2023

Aye! It's a brand new year and with it comes a brand new season of your favorite podcast! This week the boys discuss Jason's near-death experience and the resulting dry spell. We also talk sex tapes and really stupid Florida burglars. We catch up on your voice nuggets, Jose delivers a cringy Where We Fucked Up and we break down if a really horny wife is an asshole. A little Fill in the Blank here...

7 Minutes in Heaven - The Packers didn't need Rodgers this Year 13.01.2023

Fantasy 90 (seconds-I have the clock); Who was your stud/bust this season? The best player you drafted? Worst player you drafted? Overreaction with your team after the NFL season; quick postseason predictions; FSU update: Noles finish the season 10-3! Way too early thoughts for next year? Pick Em Update:WINNER= [Dadurday'sHB (184-85) Final Crew Rankings: 1-Jose (167-101) 2-Jason (162-105) 3-Chase...

4th Annual Live Christmas Special 20.12.2022

Go Premium and get Naughty! The 4th annual Christmas episode from your favorite podcast. The entire crew gets rowdy as usual with some Christmas cheer and plenty of booze! Your favorite segments plus some Christmas favorites. Sit back, grab a drink and enjoy! The Lineup! Opening Item Name That Sound Florida Man Bracket Finals Password Kevins Christmas She's Always Right Would You Rather Christmas...

A Christmas Tree Falls on Emily 13.12.2022

Episode 191 is here and we have Jose subbing in for Chase as Chase plays in his all star basketball game. They start with an opening item about the best gas station snacks. Florida man is here and it's one of the most fucked up yet. Can anyone get on the big board? Go Premium! Jason leaves in the middle of the show for an emergency Christmas tree incident. Jose tells the guys where they fucked up...

7 Minutes in Heaven - $360 Million Dollars 09.12.2022

It's Sports... Fantasy 90 (seconds-I have the clock): Who was a bust for you last week/who was your stud/who will go off for you in the playoffs? Overreaction with your team after Week 13 FSU update: Fuck the Gators! Noles finish 9-3; heading to the Cheez it Bowl; thoughts on the season Pick Em Update: 1st place: Dadurday'sHB (127-66) [Crew Rankings: Jose (115-77); Jason (115-76); Chase (106-86);...

"I Know That Ass" 06.12.2022

The crew opens up this week talking about their facial hair, movies and what word would make a good baby name with a twist. Florida Man deals with an obsessive wife involving a Christmas sale for the item she must have. We have our second Final Four matchup of our Best Chips Bracket between #7 Ruffles Cheddar & Sour Cream vs. #6 Doritos Cool Ranch. Go Premium! Jose reminds the crew where they mess...

Somewhere Between Period and Butt 22.11.2022

Jason, Kevin, and Chase got just what you need for drown out your Aunt Susan's voice at Thanksgiving this week. The guys jump into the future and talk things that will be obsolete in 20 years to start the show. Chase gets a few shots to catch up in the Big Board Challenge with an Ohio woman Florida Man and his favorite, Name That Show. Go Premium! We inch a little closer to the final of the Best C...

7 Minutes in Heaven - Jags will win a Superbowl before the Lions 18.11.2022

It's sports... Fantasy 90 (seconds-I have the clock): Who was a bust for you last week/who was your stud/who will go off for you in Week 11 Overreaction with your team after Week 10 NFL: Don't talk about YOUR team for 60 seconds FSU update: Noles crush Syracuse 38-3; Pick Em Update: 1st place: Dadurday'sHB (93-56) Crew Rankings: [Jason (86-61); Jose (83-65); Chris (78-70); Chase (76-72); Kevin (74...

Kevin's Downstairs Mix-Up 15.11.2022

Episode 188 is here and so are the OG crew joined this week by Chris. The opening item has the crew playing a game where if they lose they die. Which game would you pick? There's a new Florida man involving hidden guns in weird places can anyone get on the big board? Go Premium! It's time for the last matchup of the elite 8 for the best chip bracket which chips move on to the final 4? Chris drops...

7 Minutes in Heaven - Jags are going undefeated in November 11.11.2022

It's Sports Fantasy 90 (seconds-I have the clock): Who was a bust for you last week/who was your stud/who will go off for you in Week 10 Overreaction with your team after Week 9 NFL: Don't talk about YOUR team for 60 seconds FSU update: Noles are going bowling after kicking Miami's ass! Pick Em Update: 1st place: Dadurday'sHB (85-50) Crew Rankings: [Jason (78-55); Jose (76-58); Chris (72-62); Chas...

The Awkward Handjob 08.11.2022

It's another rowdy episode as Jose joins the crew this week. They open up the show by talking about sharing an intimate moment with a crew member for a million dollars. Florida Man takes us to Miami with quite the spirited individual you could say. We start the Elite Eight of our Best Chips Bracket with #17 Zapp's Voodoo Chips vs. #8 Lay's Sour Cream and Onion and #15 Doritos Spicy Sweet Chili vs....

7 Minutes in Heaven - Chase is Fantasy God 04.11.2022

It's Sports.... - Fantasy 90 - Who was a bust for you last week/who was your stud/who will go off for you in Week 9 - Overreaction with your team after Week 8 - FSU update: Back in the win column after GT; 5-3 heading into the game with Miami; Noles make it two in a row? - Pick Em Update: 1st place: Dadurday'sHB (I see you Mike!) Crew Rankings: [Jason (69-51); Jose (66-55); Chris (64-57); Chase (6...

Grown men making animal sounds (poorly) 01.11.2022

This week Kevin takes you with him as he journeys deeper into vodka drunkness and what a ride it is. The boys kick it off talking ribs and what their Spice Girl names are. Chase gets another shot to catch up on the Big Board if he can guess what one Florida Man poured in his coworkers drink. The boys break down the final sweet sixteen matchups in our Best Cup Bracket with #4 Cheetos vs #13 Pringle...

7 Minutes in Heaven - High Knees on the Plane 28.10.2022

It's sports... -Fantasy 90 -Who was a bust for you last week/who was your stud/who will go off for you in Week 8 -Overreaction with your team after Week 7 -NFL: Don't talk about YOUR team for 60 seconds -FSU update: 4-3 Noles on a three game skid; how do you think they finish out the season? -Pick Em Update: 1st place [Dadurday's Brewing] Crew Rankings: [Jason/Jose/Chris/Chase/Kev] CuptoCupLife.co...

Should I start fingering my butthole? 25.10.2022

Go Premium here! Episode 185 is here? We honestly don't know if this is 185 or 186 but either way it's here and it's outrageous as always. Chris joins the guys this week and drops an opening item about what song you would play after every time you finish with sex. Florida man is back can anyone get on the big board? The guys vote on the best chip bracket and it has to be the most sexual discussion...

7 Minutes in Heaven : Tua is a Top 10 QB 21.10.2022

Its Sports... -Who was a bust for you last week/who was your stud/who will go off for you in Week 7 -Overreaction with your team after Week 6 - FSU update: 4-3 Noles on a three-game skid; how do you think they finish out the season? - Pick Em Update: 1st place [Dadurday's Brewing & @ryan_peoples] - Crew Rankings: [Jason/Chase/Chris/Jose/Kev] CuptoCupLife.com

Kevin And Friends Episode 4: You Know…The Finger 18.10.2022

Go Premium here! We can blame or thank Jason for the latest episode of Kevin and Friends. Kevin, Jason, and special guest Mike Long from Dadurday's Brewing kick off the episode by talking about artificial intelligence in the future. Florida Man with a twist takes us to Pensacola involving a crazy football dad. A quick bracket recap updating the bracket and discussing our thoughts as it stands curr...

This is 40 12.10.2022

We changed it up this week. Since all of us were together, we decided to record in Kevin's garage after 6 hours of drinking around the world. Enjoy the chaos and the the audio... We'll be back with Episode 185 next week! CuptoCupLife.com

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