Overthink This!

Overthink This!

By Joan Chan & Nela CherejaComedySociety & Culture
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Overthink This! episodes

  • Episode #25: Biggest Secret on TV or One Year of Cringe

    This episode starts with a brutal choice: have your biggest secret exposed on national TV, or relive your most embarrassing moment every day for a year. It quickly turns into a full therapy session about bad jokes, awkward crushes, period horror stories, accidental fart scenarios, and why some embarrassing memories still attack years later for no reason.

    Basically: shame, but make it a podcast.

    20 min
  • Episode #24: Keep Coffee or Keep Your Dignity

    This episode starts with coffee and somehow turns into circadian rhythms, lemon peel tea, apple cider vinegar, office coffee quality, and the very serious question of whether superhero-style underwear could actually be pulled off.

    The dilemma: never drink coffee again, or wear your underwear on top of your clothes forever. One of them is ready to sacrifice caffeine. One of them is ready to sacrifice dignity. And one of them might genuinely make the outfit work.

    21 min
  • Episode #23: Have a Full Beard or Never Understand TV Again

    This episode starts with a ridiculous choice and somehow turns into a very serious discussion about beards, baby faces, eyebrows, beauty standards, and why apparently a beard can make someone instantly more attractive.

    The dilemma: would you rather grow a full-on beard… or never understand anything you watch ever again? Naturally, the conversation spirals into mustaches, unibrows, face shaving, historical beauty ideals, and one very bold conclusion: maybe the beard would actually work.

    22 min
  • Episode #22: Always Have Something in Your Teeth or a Sneeze That Never Comes

    This episode is pure everyday chaos: would you rather walk around with something stuck in your teeth forever… or live with a sneeze that never comes out?

    What starts as a simple dilemma turns into a deep (and very relatable) discussion about social awkwardness, why nobody tells you when you look stupid, and how trust in friendships might actually depend on who dares to say: “you have something in your teeth.”

    22 min
  • Episode #21: No Emotions or Non-Stop Flirting

    In this episode, the dilemma is socially chaotic: would you rather never show any emotion at all, or always talk to everyone as if you're flirting with them?

    What starts as a funny scenario quickly turns into a conversation about boundaries, awkward interactions, workplace dynamics, accidental flirting, and how easily tone and intention can be misunderstood. Also: how creepy would life get if everything you said sounded like flirting?

    19 min
  • Episode #20: Repeat the Same Day Forever or Wake Up With No Memory

    This episode brings a true lose-lose dilemma: would you rather relive the exact same day forever while being fully aware of it, or wake up every day with no memory of your life like in 50 First Dates?

    What starts as a movie-inspired question quickly turns into a deep (and slightly depressing) discussion about meaning, relationships, memory, identity, and whether ignorance might actually be better than awareness. Also: how long would it take before you'd go completely insane?

    20 min
  • Episode #19: Time Travel Without Return or Constant Shoe Stone

    In this episode, the dilemma sounds dramatic right away: would you rather travel to any moment in history and never return to the present, or live forever with the constant discomfort of a sharp stone in your shoe?

    That quickly turns into a funny but surprisingly deep conversation about time travel movies, changing history, rebirth, being born into a different era, whether any moment in the past was actually worth going back to, and how annoying a stone in your shoe would really be if you could never take it out.

    20 min
  • Episode #18: Photosynthesis or Super Sleep

    In this episode, the dilemma sounds almost too good to be true: would you rather live through photosynthesis and never need food again, or compress eight hours of sleep into just fifteen minutes while still getting all the benefits?

    That question quickly turns into a funny discussion about food, sleep, moms showing love through groceries, doomscrolling, Instagram limits, app notifications, and the strange way we all know something is wasting our time while still doing it anyway.

    24 min
  • Episode #17: Itchy Hands or Endless Rain

    In this episode, the dilemma gets uncomfortable very quickly: would you rather have itchy hands forever, or move to a country where it rains half the time?

    What follows is a funny but very real conversation about skin problems, sunscreen, tanning, weather, mental health, Dutch rain, and how even small physical discomforts can compete with the emotional impact of living without enough sun.

    22 min
  • Episode #16: Lose Taste or Lose Your Native Language

    In this episode, the dilemma is both emotional and practical: would you rather be able to speak and understand all languages fluently, but never speak your native language again, or lose the ability to taste any food or drink?

    What starts as a “this is easy” dilemma quickly turns into a conversation about family, identity, culture, parenting, growing up between languages, and how much taste really matters when food is tied to comfort and memory.

    24 min

About Overthink This!

From the publisher's feed

A weekly ‘Would You Rather’ podcast where two overthinking friends spiral into chaos, argue lovingly, go wildly off-topic, and still somehow have to choose.