Worst Cringe Moments + Guinness Record NIPPLE Guy 😂 I Ep. 96

Wake Up!! with the Sleeper Boys Podcast · Mar 30, 2026 · 58m

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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.

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On This week's Episode/Intro

Into the Manosphere

Guinness World Record…