Pick A Side Stupid: A Comedy Debate Show

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A comedy debate show based out of Boston Massachusetts. Hosted by Shawn Carter.

Shawn Carter


    • Jun 19, 2022 LATEST EPISODE
    • infrequent NEW EPISODES
    • 49m AVG DURATION
    • 109 EPISODES

    4.8 from 85 ratings Listeners of Pick A Side Stupid: A Comedy Debate Show that love the show mention: debate podcast, debating, absurd, debates, boston, improv, comics, comedians, really funny, stupid, talent, silly, original, local, concept, answers, laughter, creative, comedy, live.



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    Latest episodes from Pick A Side Stupid: A Comedy Debate Show

    Guilty Pleasures Bristol

    Play Episode Listen Later Jun 19, 2022 51:11


    On this episode of the Pick a Side Stupid Podcast we ask our comedians the important questions like "What's the better scented candle: gasoline or fishing bait?" and "Would you rather date someone who whistles all the time or shoplifts sometimes?" Hosted by Shawn Carter and recorded in Bristol Tennessee.

    Comic Books with Travis Stevenson

    Play Episode Listen Later Feb 19, 2022 38:57


    Spiderman or Squirrel Girl, Batman or Arm Fall Off Boy.  This week on the podcast we ask the truly difficult questions.

    The Belated Christmas Episode

    Play Episode Listen Later Feb 2, 2022 56:30


    Host Shawn Carter talks with John Murphy about Christmas trivia, their favorite Christmas movies and why you shouldn't buy an Ostrich.

    It‘s Bristol Baby - Wild Life. 1st Episode in TN

    Play Episode Listen Later Dec 16, 2021 55:37


    If you had to have a pet bat would you rather have the kitti's hog-nosed bat (only 30 millimeters) OR a giant golden-crowned flying fox (6 foot wingspan)   Would you rather be in a swimming pool with one great white shark or 100 candiru fish?   Would you rather a partner that mates for life or one that bites your head off immediately after? All these questions and more will be answered this week on the podcast.

    Dolly Parton, The Last Unicorn and the American Rabbit

    Play Episode Listen Later Mar 30, 2021 34:21


    On this week's episode Shawn Carter and Sarah Morgan talk about Dolly Parton movies 9 to 5, Best Little Whorehouse in Texas and Wild Texas Wind as well as their childhood favorites The Last Unicorn and The American Rabbit.

    Sylvester Stallone

    Play Episode Listen Later Jan 21, 2021 23:47


    Shawn Carter and Sarah Morgan talk about blockbuster superstar Sylvester Stallone, after watching three of his films.  Oscar, Tango and Cash, and Demolition Man.

    Sleepovers

    Play Episode Listen Later Jan 14, 2021 29:47


    Shawn and Sarah talk about their childhood memories of sleepovers and slumber parties.  Pillow fights are supposed to hurt.

    90 Day Fiancee Talk

    Play Episode Listen Later Jan 7, 2021 34:02


    Shawn Carter and Sarah Morgan hash out some feelings about the most binge-worthy "reality" show on TV.

    Day Jobs 2

    Play Episode Listen Later Jun 18, 2020 55:41


    Boston Comedians Debate Day Jobs.  Hosted by Shawn Carter.

    Award Winning

    Play Episode Listen Later May 19, 2020 53:07


    Would you rather win an award for WORST movie or BEST ADULT movie?Who would you rather have as a running mate, a world renowned physicist or People Magazine's Sexiest Person Alive?What's more surprising that Ghandi was never offered the Nobel Peace Prize or that Henry Kissinger was?

    Favorite Movies

    Play Episode Listen Later Apr 22, 2020 54:27


    This week we debate our favorite movies, including: Jaws, Office Space, Labyrinth, and There Will Be Blood.

    Sports (Overtime)

    Play Episode Listen Later Mar 26, 2020 47:00


    This week we talk sports.  Everything from wrestling to swimming and more.

    Life Events w/ Guest Holly Perkins

    Play Episode Listen Later Mar 11, 2020 60:51


    While on your death bed what are you more concerned with: making sure your will is up to date or making sure your browser history is clear? As a couple which is worse: having to move back in with your parents OR moving in with your significant other's parents? Worst part of moving day: carrying a couch up a 3 story walk up or crashing your U-Haul truck on Storrow Drive?

    Etiquette

    Play Episode Listen Later Mar 3, 2020 49:05


    A friend invites you over for a dinner party and tells you not to bring anything.  Do you bring something anyway, or do you follow their instructions and risk looking rude? Which is the more troublesome thing to have on the table: your elbows or your cat? Boston's funniest people debate etiquette in this hilarious episode.

    LOVE - Valentine's Day Show.

    Play Episode Listen Later Feb 20, 2020 52:50


    At a wedding: Do you speak now and make a scene or forever hold your peace and let them learn a valuable lesson? If Love is a battlefield than what are the real landmines: Truth or Lies? What is the more important outfit: First date outfit or breakup outfit? Boston's funniest comedians debate all this and more in this week's episode.

    Ben Stiller

    Play Episode Listen Later Feb 13, 2020 48:31


    Zoolander, Dodgeball, Heavyweights and more we talk all the hits.

    Shakespeare

    Play Episode Listen Later Feb 6, 2020 48:27


    Alan Richardson vs Rachel Dunbar Question: Iago brings up two possible reasons why he is looking to exact revenge on Othello, which one is more justified: Othello passed him up for a promotion or he thinks Othello might be screwing his wife? (Zach Jones) Shelley Gruenberg vs Craig Bidiman Question: Would you rather be Anne Hathaway of contemporary times or William Shakespeares wife Anne Hathaway? (Liz Estey) John Farrell vs Chloe Cunha Question: Do you think Shakespeare would be a good boyfriend or would he constantly be hitting on other people in front of you in bars via poems. (Emily Mame Ford) Tricia D'Onofrio vs Hal Ley Griffin Question: Which is the better euphamism: Making the beast with 2 backs or grazing lower "where the pleasant fountains lie"? (May Keith) May Keith vs Ben Federln Question: Would you rather be a blind witch or a c-section baby? (Mike Giordano) May Keith vs Tricia D'Onofrio Question: Which is the sadder death: being killed by your nephew or dying on your own birthday? Shelley Gruenberg vs Alan Richardson Question: What's the bigger tragedy: Romeo and Juliet or Pete Rose being banned from the Baseball Hall of Fame for gambling? (James Sheehan) May Keith vs John Farrell Question: How would you rather help a king: avenging his murder like in Hamlet or fixing his butt-hole like in "All's Well That Ends Well"? (May Keith) John Farrell vs Shelley Gruenberg Question: Smashmouth said "All that glitters is gold" Shakespeares said "All that glisters is NOT gold".  Who is right?  (May Keith)  

    Norse Mythology

    Play Episode Listen Later Jan 30, 2020 50:52


    Boston comedians debate Norse Mythology.

    Live from The Comedy Studio: Guilty Pleasures

    Play Episode Listen Later Jan 23, 2020 58:24


    Which Yankee candle scent would you actually buy: Gasoline or your Old Elementary School?Would you rather spend the weekend at a Ren Faire or an Anime Convention?If you were going to be on a reality TV show would you rather be on Age Gap Love or My Hotter Half? All these questions and more are answered by Boston's funniest young comedians.

    Embarrassing Moments

    Play Episode Listen Later Jan 16, 2020 53:44


    Have you ever waved back to someone that wasn't actually waving at you, hugged a coworker that you had mistaken for a friend, or clogged a toilet at a party??  Well then this is the podcast for you.  Boston's best young comics debate the finer points of escaping these situations with your dignity intact.

    Wild West

    Play Episode Listen Later Jan 9, 2020 30:02


    This week we talk about life in the old wild west while Boston's best comedians debate some absurd questions.

    Scams

    Play Episode Listen Later Jan 3, 2020 46:18


    Most of the people that thought they had purchased the Brooklyn Bridge discovered that they had been scammed when they were arrested while attempting to erect toll booths on the bridge.This week's debate is all about scams. Listen to Boston's funniest comedians debate some ridiculous questions.  Hosted by Shawn Carter.

    Game Shows Part 2

    Play Episode Listen Later Dec 17, 2019 46:37


    This week Boston's best comedians debate Game Shows?Which would you rather have played at your funeral: The Jeopardy theme song or The Price is Right theme song? What was the more inappropriate Game Show: $1.99 Beauty Pageant or 3's a Crowd?

    Game Show Part 1 w/ Tim McCarthy

    Play Episode Listen Later Dec 17, 2019 42:36


    Shawn Carter talks with Tim McCarthy about his experience being on a game show in Part One of our Game Shows Episode.

    Jingles and Slogans

    Play Episode Listen Later Dec 12, 2019 52:14


    Shawn Carter, Kendra Dawsey, Sean Rosa and more Boston Comedians take on the advertising industry in this week's episode.

    Happy Birthday

    Play Episode Listen Later Dec 6, 2019 41:49


    Regular Cake or Ice Cream Cake? Who had the better birthday celebration: The pharaohs of ancient Egypt or any 8 year old now? Which would you prefer on your Birthday: oral sex or a nice sweater? All these questions and more will be answered by Boston's best comedians on this week's episode.

    Nickelodeon

    Play Episode Listen Later Nov 27, 2019 42:09


    Boston Comedians debate Nickelodeon.

    Sitcoms

    Play Episode Listen Later Nov 19, 2019 63:58


    The Office or Parks and Rec? To boost ratings do you introduce a precocious child or write in a wedding? We ask the tough questions during our Sitcoms episode.

    Halloween at The Comedy Studio

    Play Episode Listen Later Nov 7, 2019 59:33


    Would you rather sit next to Freddy or Jason on a long flight?How do you feel about Pumpkin Spice flavored condoms?We'll talk about all that and more as Boston's funniest comedians fight it out for the top spot.And check out the costumes in the videos posted to our Patreon account.  Pick a Side.

    Elementary School (Picture Day)

    Play Episode Listen Later Oct 31, 2019 58:58


    Would you rather a bagged lunch from home or school lunch?Did more friendships end over cops and robbers or 4-square? Which parent is better the one that dressed you on picture day saving you from years of ridicule or the one that let you dress yourself for picture day?

    Sequels (Return to Oz)

    Play Episode Listen Later Oct 24, 2019 73:38


    This week Shawn Carter invites comedians Laura Clark, Sean Rosa, and Matt McArthur to talk about Return to Oz.  Followed by a debate that includes plenty of questions about all your favorite sequels.

    Cereal

    Play Episode Listen Later Oct 17, 2019 41:56


    Would you rather eat Yummy Mummy or Mr. Wonderfulls Surprize? If you were creating a new cereal what animal would you use as it's mascot: A snake or a sloth? Shawn Carter asks the tough questions this week as we discuss everyone's favorite breakfast treats.

    Fashion w/ Dylan Uscher

    Play Episode Listen Later Oct 9, 2019 62:18


    This week we talk about Fashion with our special guest Dylan Uscher followed by the best of our live debate show!

    Vacations

    Play Episode Listen Later Sep 24, 2019 52:18


    This week Shawn Carter, Bill McMorrow, Sean Rosa and Sarah Morgan talk about vacations.  Along with a terrific group of comedians debating.

    Cryptozoology

    Play Episode Listen Later Sep 17, 2019 56:40


    Big Foot or Nessie?Would you rather spit venom or be cover in toxic slime? This week we tackle the tough questions.

    Phobias

    Play Episode Listen Later Sep 11, 2019 46:30


    Do you really have Catoptrophobia (Fear of mirrors) OR Do you just have Cacophobia (Fear of seeing an ugly person)?   Would snakes be less scary if they had legs? - John Farrell   Would you rather permanently lose all of your teeth at once OR temporarily suffer through bugs crawling under your skin? - Kelli Christine

    Charlize Theron

    Play Episode Listen Later Sep 3, 2019 47:06


    Would you rather drive the War Rig from Fury Road or the Mini Cooper from the Italian Job? Who was more of a feminist icon Imperator Furiosa or Aileen Wournos?

    PBS Programming

    Play Episode Listen Later Aug 28, 2019 49:29


    Would you go to a Kingdom in the Land of Make Believe or A factory in the real world? Was Oscar the Grouch homeless or was he a tiny home innovator? We'll answer these questions and more on this week's episode.

    The Internet

    Play Episode Listen Later Aug 20, 2019 45:39


    We talk about the all the craziest stuff on the internet and you'll hear some of the most adorable comments on Pornhub videos.

    Rom Coms

    Play Episode Listen Later Aug 14, 2019 47:02


    Would you rather be a Wedding Singer or a Wedding Crasher? A country girl living in the big city or a big business lady stuck in the country? How often do you break up your best friends wedding?   This week Boston's funniest comics talk about Rom Coms.

    U.S History

    Play Episode Listen Later Aug 7, 2019 40:44


    Would you rather have your face on the $1 bill or the $100,000 bill? What was the better way to indicate that the colonies would no longer be ruled by Great Britain: Signing the Declaration of Independence or tearing down a statue of King George and melting it to make 14,000 musket balls? Boston's best comedians argue the important questions about U.S History.

    Pop Stars

    Play Episode Listen Later Jul 31, 2019 55:09


    Who is going to drop a surprise album and who is up all night to get lucky? Boston comedians come together to talk about Pop Stars this week, from Aretha Franklin to Shawn Mendes. We cover every scenario from starting a pie company to leaking your own nudes.

    Jeff Goldblum

    Play Episode Listen Later Jul 23, 2019 48:42


    This week we talk about one of our favorites Jeff Goldblum.  Whether you love The Fly or Thor Ragnorak you can't deny the charm of this odd fellow.

    Comic Strips

    Play Episode Listen Later Jul 15, 2019 46:41


    Whether you like Calvin and Hobbes or Beatle Bailey, Charlie Brown or Mother Goose and Grim, we've got you covered this week.Boston's funniest people debate Comic Strips.

    Superstition

    Play Episode Listen Later Jul 8, 2019 52:57


    This week boston's funniest comedians debate superstitions. Best practice for an athlete: wearing the same socks everyday or drinking your own urine? Walking under ladders and breaking mirrors all while trying to avoid those black cats?  

    Summertime

    Play Episode Listen Later Jun 25, 2019 59:56


    This week Boston's funniest people argue Summertime.  We talk about camping, the beach, music, cookouts and more.

    Art Part: 2

    Play Episode Listen Later Jun 20, 2019 40:06


    Dogs playing poker, melting clocks and furries are just a few of the subject these Boston comedians get into this week as they discuss ART.

    Art w/ Chloe Cunha

    Play Episode Listen Later Jun 4, 2019 57:54


    This week Boston's funniest comedians answer the tough questions about Art.Could my 4 year old daughter have made this painting?  Are those vaginas or flowers? Is it more awkward to be a nude model for a community college art class or to be drawing the nude model in a community college art class?

    Pets w/ May Keith

    Play Episode Listen Later May 29, 2019 48:39


    Cats or Dogs is the classic but what about snakes and ferrets? What about cats with human faces or small children with dog names? This week's episode will have you rolling over.... with laughter.  

    North Shore vs South Shore

    Play Episode Listen Later May 21, 2019 52:07


    Bar Pizza or Roast Beef? Hooters or Mary Lou's?   Thanksgiving in Plymouth or Halloween in Salem? This week Boston's funniest people debate the north and south shore of Massachusetts.

    Family

    Play Episode Listen Later May 14, 2019 54:04


    Think your family was kind of weird?  Wanna talk about it?  This week Boston's best comedians debate family.

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