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Dustin LindenSmith

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The 13 Most Embarrassing Web Moments, by PC World (+ YTMND extravaganza)

This article lays them all out, and several of them are pretty funny. There's even some interesting nudity in there. resulting from a sort of sexy tech journalist named Cat Schwartz who unfortunately didn't understand that when Photoshop creates thumbnails, it does so based on the original image and not the crop, meaning that some relatively harmless shots she took actually turned out to be, uh, full topless nude photos when decompressed from the thumbnails. A Google search for these photos reveals them pretty quickly.

Another highlight is this list of remixes made from Howard Dean's famous yell in the 2004 Presidential campaign, along with this remarkable video of DEA agent Lee Paige accidentally shooting himself in the foot with a Glock .40-caliber handgun during a talk he was giving to a class full of students.

Actually, the #1 Embarrassing Web Moment is really quite hilarious. It's this video of Microsoft chairman Steve Ballmer trying to rally the troops at a 2001 Microsoft staff event. His "Monkey Boy" dance to Gloria Estefan's Get Off Your Feet is really, really something to behold.

By the way, you all know about YTMND, right? It's utterly mesmerizing. One of the earliest ones featured Patrick Stewart as Jean-Luc Picard. Also check out Cosby Spells, Three Of These Things, Lindsay Lohan Doesn't Change Facial Expressions (is it just me, or is that girl actually kinda hot?), Geordi's Slip 'N' Slide, Kramer's "I'm Not A Racist" Rap (for you, grammardog), Luke, We're Gonna Have Company, Bush Loves It Bald, A History Of Scientology (this has its own topic), Tom Cruise Kills Oprah, and the uproarious How To Prank A Telemarketer. For history on YTMND, read this wiki piece.
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