Cup to Cup | The Comedy Podcast

Chester joins the sports talk! Sorry? From the top young qb's in the NFL to the top 4 sports movies, its an episode that makes no sense... CuptoCupLife.com

Join the Premium Edition, its on the cheap cheap! A busy episode with the crew tonight as they open up talking shots and sex. Florida Man takes us outside Florida to Washington state involving a lady that just needs some rescuing. We start the Final Four of our Most Annoying Celebrity Bracket between The Island Boys and Skip Bayless. The booze kicks in during the second half of the episode as Andy...

The first round of the NFL Draft happened last night and we had some fun with it. We called up some special guests to get their predictions and reactions. The crew did some Football Movie Drafting and Kevin got emo quick after the Packer picks... Cuptocuplife.com

Join the Premium Edition, its on the cheap cheap! Episode 164 is here and the Colorado kid is back giving us the OG 3 back together again. The boys jump right in with a discussion that leads to a talk about getting the clap. Chris drops an opening item about spending 30 minutes in a room with a giant spider for 10k. The bracket is here and we choose the last of the final four between Cardi B and M...

Freddie Freeman talks about Braves Country and let's just say Chase and Kev become sad... We also talk about a Deebo, why there are so many top WRs and who we'd play for if we got drafted. CuptoCupLife.com

We interrupt your weekly scheduled episode with some Kevin & Friends. This time, Chase decided to visit wine country for his 19th scheduled vacation in 2022. Become a premium subscriber! Every dollar supports the crew! This week it's all about educating you, the listener, with information YOU didn't think you needed. Like, lights on or off during sex? What it's like playing games with Kevin, water...

Join the Premium Edition, its on the cheap cheap! The crew opens up hot debating tank tops and discuss one thing they could relive for the first time which gives us some quality content. The crew reads a couple premium notes and Florida Man takes us to Miami and a rowdy Burger King. We continue our Most Annoying Celebrity Alive Bracket between #2 6ix9ine vs. #10 Snooki for a spot in the Final Four...

Sports Baby! Opening day in baseball NFL is pushing for flag football to be in the Summer Olympics. Some thoughts from Mayor Adamson: Do you dare agree with The Mayor? Which sport would you like to see added to the Summer Olympics? Also…someone take a peek at the Tournament Challenge and see who ended up winning Cuptocuplife.com

Beer is BACK! We are stoked to bring back Whats on Tap and we did it with a bang with the first brewery thats not in Florida, Wynkoop Brewing out of Denver, Colorado. Todd Bellmyer, the head brewer joins the dudes and KILLED IT. One of the funniest and tech-savvy guys we've had on the podcast. And the episode opens up with an "explosion" Follow them, love them, drink them! Cuptocuplife.com/whatson...

Join the Premium Edition, its on the cheap cheap! The guys are back with a hilarious one that ranges from people getting stabbed with squirrels to what celebrity Jason would not be okay getting pink eye from. Have you ever gotten an email demanding money to not release your nudes? Jason did and Kev is hoping he doesn't pay up. The Most Annoying Celebrity Alive Bracket continues with #1 Jake Paul v...

The Sports talk you've come to love... -If you could party with one sports team in history…which team would it be? FSU WOULD YOU RATHER NFL Draft Best Case Scenario Cuptocuplife.com - Live it, Love it, Be it?

Join the Premium Edition, its on the cheap cheap! Episode 161 is here and the Colorado kid is not. But fear not because the true person who runs cup to cup fills in Chris! The guys break the ice with a possible haunted house opening item before diving into whether pillows are considered boobs or butt cheeks. This week's bracket match-up leads to heated arguments. Who will move on? Jose drops a thi...

Sports! NCAA Sweet 16 Golfing with Athletes and Celebs FSU Football Now go checkout cuptocuplife.com

Be a premium member, your mom likes it! The crew is joined by a close friend and lover of shrimp JC. The crew opens up debating what has divided the internet over the past week. Florida Man takes us to Hernando County with a man just needing some help. The next matchup of our Most Annoying Celebrity Alive Bracket is between #5 Skip Bayless and #12 Bono. Jose reminds the crew where they messed up l...

The Sports talk you've come to hate... Throw Back Logos (Click to View) Davante Adams traded Fsu player Jarvis Brownlee is currently not with the team because of an NIL deal issue Cuptocuplife.com - Live it, Love it, Be it?

Be a premium member, your mom likes it! The Tahiti kid is back from his extended vacation. The guys chat about what kind of restaurant concept they would open and what they'd name it. The Most Annoying Celebrity Bracket continues with this week's matchup between #3 Machine Gun Kelly vs #14 Jackson Mahomes. We go through your voice nugget, more chances for Chase to maybe catch up on the big board c...

The most heated we've gotten over sports, ever... Get stoked….The tournament Challenge is coming back! Group will be CUPTOCUPSHOW2022 on ESPN; the group will be live tonight after Selection Sunday (the day you are listening to this) NFL Talk: Calvin Ridley is a dumbass; Rodgers Last Dance sequels; Russell Wilson to the Broncos; MOUNT RUSHMORE IS BACK YOU BITCHE Which four players from your favorit...

Be a premium member, your mom likes it! Episode 158 is here and the Tahiti kid Is not. That leaves Chris to fill in as the host which leads to what everyone would expect….a hilarious clusterfuck. The boys start off with an opening item about the most embarrassing way to die. Florida man gives the boys a chance to get on the big board can they guess what fucked up thing was done? The bracket become...

Its sports, BABY! Here's some topics we hit on today! Get stoked….The tournament Challenge is coming back! -You get one shot on the basketball court: -Make a Layup: get $50k -Make a Free Throw: get $100k -Top of the Key: get $500k -Wing 3 Pointer: get $750k -Corner 3 Pointer: get $1 million Which one you taking? NFL FA: Where will Saquon Barkley and Jameis Winston play next year? Cuptocuplife.com...

Be a premium member, your mom likes it! Jason returns to the show this week as well as "Apple Kevin." The crew opens up talking about what they would like their wives to wear during sex. Giggity. Our loyal listener Henderbeard gives us some pictures and makes us wonder What Would We Do? Florida Man takes a special visit to Beijing involving the Olympics. The next matchup of our Most Annoying Celeb...

Sports is back...sorta. What is the weirdest thing in American sports (ex. Why after the SB does the team owner get handed the trophy first?) What athlete meant the most to you as a kid(which athlete did you follow the most and had the biggest impact on you as a kid) If you could take any college player from any previous FSU team and add them to this years team who would it be? Follow up: add one...

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 all his special segments like Rapid Fire, Picture Time, and The Real 7 Minutes in Heaven. Yes, we looked at pictures in a podcast. Not to worry, there was bracket time featuring the next matchup on the Most Annoying Celebrity Alive br...

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 the guys get it? The bracket brings two of the shittiest people in America head to head. Who will move on between Urban Meyer and 6ix9ine. Be a premium member, please! The guys suck at name that sound but...

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 predictions; Talk about some of Mike's Prop Bets Thanks for listening and always check out CuptoCupLife.com and follow us @cuptocupshow on all the socials! Consider signing up to be a premium member here

Sign Up for our Premium Subscription Here The crew is back and are joined by producer/podcast master Chris. The guys open up discussing how they would spend their magic tokens and Florida Man takes us to Polk County for quite the unique drug bust. We open up our Most Annoying Celebrity Bracket with #1 Jake Paul vs. #16 Nicki Minaj. Embrace the chaos! The crew gets a sneak peek of Kevin's photoshoo...