Cup to Cup | The Comedy Podcast

We're back with another "sports" talk episode. Worst incoming hall of Fame class ever? If you could take any fictional sports movie character and add them to your favorite team in that respective sport who would it be? WAY too early Ws and Ls for FSU Football (Kev is hyped) Watch a Football game with any coach (dead or alive) who would you pick? Thanks for listening and always check out CuptoCupLi...

Premium, sexy, beautiful. After Dark. Sign Up! You're getting an extra idiot for this one folk! Jose joins the guys and they kick it off by talking about what song they would play for their partner's dads the first then they meet them (wrong answers only). Jason brings us a Florida woman who isn't messing around. We reveal the 16 members of the Most Annoying Celebrity bracket and talk about who re...

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 should keep doing it and what we should add! Thanks for listening and always check out CuptoCupLife.com and follow us @cuptocupshow on all the socials!

Premium, sexy, beautiful. All here. 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 content and some tips for Kevin's standup debut. The guys discuss what they would do if they could have a bird do anything in the world for them. Scott and the gang also try...

Premium, sexy, beautiful. All here. The boys are back together as the "Colorado Kid" Chase makes his return from his new state. The guys open up the show by talking which celebrity birthday party they are attending and we get Jason's latest random internet finds. The guys debate Kevin's punishments/bets he must complete for losing and Florida Man takes us to Clearwater with an angry woman. We get...

Premium, sexy, beautiful. All here. Happy New Year folks! It's season 4 and the boys are back! Well, most of them. The Colorado kid was out but Chris and Jose were in to preview the new bracket and provide the usual ridiculousness. The boys cover what moment of their life they wish they had footage of, where a Florida man hid his stash and of course, the new bracket! 7 Minutes in Heaven looks at A...

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 another season with Florida Man headlines, wild games and a bracket subject that will for sure bring controversy, chaos and content thats never been heard before...we think. Lets get weird together, so share with a friend and...

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. And always, enjoy our premium subscription for dirt cheap here! After Dark, Forgotten episodes and whatever else we want to give you! Merry Christmas, Happy Holidays and Happy New Year from the crew! Cheers! CuptoCupLife.com

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! And always, enjoy our premium subscription for dirt cheap here! After Dark, Forgotten episodes and whatever else we want to give you! Merry Christmas, Happy Holidays and Happy New Year - Is that all of them? C...

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 blast. Scouts honor. Check out the live video here! Everything is Christmas themed, starting with our "secret" word game by Mayor Andy, the opening item, Florida Man, Would You Rather, trivia, password (ne...

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. Jason drops a "Christmas" themed Florida man that stumps the guys. Everybody weighs in for the French fry bracket to decide who guys on to the championship 5 guys or Wendy's. Premium, sexy, beautiful. All...

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. Florida Man takes us to Collier County with a frisky couple. Jason has the latest I Don't Get It involving baby pics. A loaded 7 Minutes in Heaven deals with Chase's team allegiance and we find out if we are tea...

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 implications for the big board. A Florida Man tried to twerk out of trouble and don't tell Mike from Dadurdays Home Brewing when he can put up his lights! It's final four time in our Best French Fry bracket as...

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 discussion of Jason's grandmother having sex. Florida man stumps the boys per usual but leads to some interesting olympic discussions. The bracket match up is closer than normal will an upset happen between Chick-Fil-a and Wendy's? Premium, s...

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 Big Board totals. We continue the Elite Eight of our Best French Fries Bracket with #4 Arby's against #5 Checkers. Loyal listeners Naomi and Josh the Artist drop some voice nuggets. Premium, sexy, beautiful....

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 Florida man? And of course, who moves on in this weeks Best French Dry Bracket match up between #2 Five Guys vs #7 Popeyes. Jose throws gives us cheesy one liners and fuck ups before 7 Minutes in Heaven. Premium, sexy, beautiful. All here...

Episode 144 gets extra spooky as Miranda from ghost biker explorations joins the show again for the first time since episode 46. She brings all new spooky stories and shocking ghost encounters. Kevin has a full on ghost boner and Jason is just a little ghost curious. Premium, sexy, beautiful. All here. After Miranda hops off Chris hops on and the guys have a tough match up in the bracket with McDo...

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 go through Kevin's rapid fire questions from last week and we round out the opening round of the bracket between #6 Wendy's and #11 Burger King. Join the premium squad and get naughty with After Dark The gu...

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 lot of random sexy fun. With our boys Jose and Jason of course. If you thought this was good, join our premium subscription. Click here if you're kinda, a little interested. CuptoCupLife.com Facebook Instagra...

Support the boys, even a dollar bro! Join the dark and premium side of things Episode 142 is here and it brings the heat. The guys start off on a tangent about song rip offs leading down a weird rabbit hole. Chris drops an opening item about what movie prop you'd most want to own. Florida man doesn't disappoint with one of the weirdest charges you've ever heard. The bracket continues with Checkers...

Support the boys, even a dollar bro! Join the dark and premium side of things Get excited because Chris is joining the OG crew for this one, then get sad at his morbid opening item. It's spooky season and this weeks Florida man wants you to keep your fake fangs away from his house. The Best French Fry Bracket continues with #3 Chick-fil-A vs #14 Hardee's and then they guys tackle what was the best...

Support the boys, even a dollar bro! Join the dark and premium side of things The crew comes in hot to start the episode as we talk about theme parks with a certain twist. Florida Man takes us to Gainesville to visit an apartment and the guys end up chatting about nature. Loyal listeners Jaime and Josh the Artist drop some voice nuggets. We continue the opening round of the Best French Fries Brack...

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 we still do from college. Florida man drops an impressive airplane themed feat. The bracket is heated as always who will move on Zaxbys or Popeyes? 7 minutes in heaven brings the football talk and chase has a sex themed she's always right....

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 this video is what Kevin is narrating btw. Consider supporting the boys by joining our Premium subscription! Click to find out more! CuptoCupLife.com Facebook Instagram Twitter Youtube Email the podcast if you want to be a guest or...

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 woman set her boyfriend on fire and are mom jeans really back? #8 Whataburger takes on #9 Steak N Shake in the Best French Fry Bracket match up this week! The guys breakdown FSU's upcoming season … sort of. We got voice nuggets, and fuck ups,...