20 Cringeworthy Moments So Embarrassing That You Just Have To Laugh

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Image: Harris County Sheriff’s Office

In 2017 police apprehended 24-year-old Ross Lebeau after they suspected him of possessing meth. Three days after the arrest, however, they let him go after realizing that the “drug” in question was cat litter. Yeah, we’re not sure how the officers responsible are ever going to live that one down. In fact, we wouldn’t be surprised if they’ve all since taken early retirement.

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Image: GoFundMe

As cringeworthy moments go, Milan Schipper’s example takes the cake. What he wanted was a flight to Sydney, Australia; instead, however, he somehow booked a ticket to Sydney in the Canadian province of Nova Scotia. But that wasn’t even the most embarrassing part of his sorry tale. That’s because the 18-year-old didn’t even realize his mistake until he was aboard a plane traveling from Toronto.

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