Wake Up!! with the Sleeper Boys Podcast

Wake Up!! with the Sleeper Boys Podcast

WAKE UP! with the Sleeper Boys Podcast – Your New Favorite Fun Podcast for commuting, relaxing or if you just need a good laugh. Join Bill, Eddie, and Dean as we break down our observations of the week, draft our top picks in “Build Your Big 3,” dive into Dean’s latest conspiracy theory, and just have a great time hanging out! No set theme or niche , just good vibes, great banter, and the kind of chemistry that only brothers can have that’ll have you cracking up. 💥 New episodes every week! 👉 Hit play, laugh, have fun, and Wake Up with the Sleeper Boys!

Episodes

May 18, 2026 75 mins

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On this week’s episode of Wake Up With the Sleeper Boys Podcast, we debate whether a woman got ripped off after paying $50 for a homemade birthday cheesecake 😳

We also break down the things men absolutely refuse to throw away, react to a man crashing an outdoor fashion show runway, discuss the internet roasting Chargers QB Justin Herbert for appearing in his fiancée’s music video, and uncover a Costco hot ...

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Dean had to do another disgusting punishment and somehow that STILL wasn’t the weirdest part of the episode.

The JP Morgan story gets absolutely insane, Eddie loses it over a comment, and we somehow end up talking about lucid dreaming, conspiracy theories, and whether people are just becoming more rude in general.

Also the bee hive story is unbelievable.

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In this week's episode we have a hilarious punishment for Dean where he combines 3 food items that do not go together, we also react to the news of the first ever Sperm Racing World Cup and the exact thing you thought would happen when giving Salmon cocaine! Add in a Dolphin Underwater City Conspiracy and this episode is full of fun and laughs!


0:00 - On This Week’s Episode / Intro
1:11 - Dean...

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Some didn't think we could do it but here we are Episode 100!!!!

To celebrate, Bill takes on a food punishment while the episode jumps between debates, wild stories, and conspiracy talk.

We ask how far you’d go for a World Cup trip, react to a headline involving someone with the last name Hittler (yes, spelled with two T’s), Dean talks Ancient Advanced Society Conspiracy and we break down a mi...

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This week’s episode goes all over the place — from ridiculous bets to wild real-life stories and conspiracy discussions.

Bill breaks down his week off disaster, the guys debate how far they’d go for the show (including a possible diaper test), and react to some of the strangest headlines we’ve seen — including a bizarre city park incident.

We also get into AI religion, moon conspiracy theories, and...

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This week’s episode covers one of the craziest stories we’ve seen — a man admitting to a serious crime during a job interview — plus a mix of hilarious and unpredictable topics.

We also break down useless superpowers, react to a world record story, and get into a conspiracy discussion before finishing with Blind Rank & Regret.

In this episode:

0:00 - On This Week's Episode/Intro

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Bill is out this week, so things get a little unhinged.

We get into the manosphere, react to one of the strangest Guinness World Record stories you’ll hear, and break down a series of wild real-life situations &personal cringe moments including one of Dean's most uncomfortable moments ever.

The episode wraps with a conspiracy discussion and a Rank & Regret game.
New episodes weekly...

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This week’s episode covers everything from a ridiculous bathroom situation to one of our best Family Feud speed rounds.

We also get into a real news story involving a store owner, deal with terrible drivers, shout out comments, and talk through a cashless society conspiracy.

If you like real conversations, dumb stories, and competitive games — this episode hits all of it.



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A man pulls a 2-ton car with his testicles… a basketball coach gets exposed as a pimp… and a woman says her AI boyfriend is bossing her around.

On this episode of Wake Up with the Sleeper Boys Podcast, the guys break down some of the craziest stories on the internet and draft the worst Guy Code Violations.

Perfect for your morning commute, office listening, or just hanging out.


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This week on Wake Up with the Sleeper Boys Podcast, Bill, Eddie, and Dean cover a mix of ridiculous news stories and some questionable life scenarios.

The fellas talk about the rude things people do that drive them crazy, the guys react to a strange arrest involving a broken headlight, and a crazy story regarding a paramedic who gets arrested for repeatedly urinating around his workplace.

Eddie als...

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This week’s episode gets wild.

We talk about a man who received chemotherapy for over four years after being incorrectly diagnosed with cancer — and was the settlement that followed an insult?

Then we dive into an AI conspiracy theory: are dating and companion apps being used in ways we don’t fully understand?

Along the way we debate weird in-person interactions, eye contact rules, a bizza...

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This week we get into some real moral debates.

We talk about what’s changed at Pizza Hut, argue over which first date story was worse, and ask the question: is Applebee’s really that bad of a first date spot?

Then we break down a wild story about a woman who accidentally received $900,000 and spent it — she had a choice of going to prison, or just paying it back, her decision may surprise you!
...

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This week’s episode covers some of the strangest stories we’ve come across in a while.

We talk about a bizarre situation involving a guy who made a questionable decision that didn’t end well, react to a strange “Reptilian Frog Man” video making the rounds online, and debate whether there’s anything to the theory that the Olympics are more than just sports.

We also break down Super Bowl halftime tal...

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This week’s episode starts with Bill’s coaching debut before we get into food reviews that took a turn, including Raising Cane’s, a chicken recommendation, and a restaurant that somehow thought iguana pizza was a good idea.

We talk about Eddie’s brutal Fazoli’s experience, break down a ski jumping scandal that raised more questions than answers, and answer last week’s ChatGPT trivia question. From there, we...

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In Episode 87, we start with our takes on top NFL players and classic American dishes before getting into a shocking story about a woman who was mistakenly declared dead and then woke up at a funeral home.

We end up discussing a story about self pleasuring gone wrong, including an incident involving a cat that went very badly and an awkward moment Eddie caught a guy at the worst possible time. We answer las...

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This week’s episode starts with a TikTok story that got way more attention than it should have — a girl dates a guy who never uses soap, and it somehow gets worse from there.

We get into a guy who wasn’t prepared for his date’s clown fetish, situations that immediately stopped us from hanging out with someone, and a woman who eats food through her nose. From there, we talk about the return of Hot n’ Now, ru...

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This week’s episode starts with a preshow blooper before we get into some very specific opinions on water taste and New Year’s resolutions.

We talk about a proposal that went wrong on the Boyne Mountain Sky Bridge, things we’ve randomly lost over the years, and a woman who lost her jewelry at a hospital. From there, things take a turn with a list of the worst items pulled from people’s bodies in 2025, follo...

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This week we get into the holiday mindset and talk about everything people actually deal with this time of year.

We start with what you’re supposed to say to people during the holidays, then get into a list of gifts nobody wants — including used candles, period pads, and ankle weights. Bill considers whether he should go ice fishing, and we ask the important question: are some pigeons actually drones?
<...

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This week we break down a rough week for Former Michigan Football Head Coach Sherrone Moore and react to how everything unfolded. We also circle back to last week’s ChatGPT trivia answer before getting into some bizarre stories, including a man who swallowed a stolen James Bond necklace inside the store and a Target employee who managed to take $26,000 over the course of a month — and was shocked when she got caught...

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This week we’re diving into everything from Eddie's terrible customer service experience to unbelievable good fortune — plus one of the strangest conspiracy theories we've talked about yet.

We kick things off by welcoming a special guest and breaking down the Taco Bell 50K race that nobody asked for. Eddie shares a story about his rough customer service experience at Buffalo Wild Wings — and we de...

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