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Video Hangover: The Fat Boys – “Jailhouse Rap”

Every week, we dig in the archives for videos that we find noteworthy, memorable, or just unbelievably stupid. And then, Jon McMillan breaks 'em down for you. This week: The Fat Boys eat themselves into, out of, trouble with the law.

"Jailhouse Rap"
The Fat Boys, 1985

My big, fat gangsta lament.

Is this technically considered a sample of Monopoly?
My favorite moment in "Jailhouse Rap" has to be when the Fat Boys pull the "Get out of jail free" card out of the cake. This after they ate the tiny thimble, all the Chance cards, and sixteen red plastic hotels that Prince Markee Dee mistook for maraschino cherries.

Who's to blame for all these bad decisions? I'm looking at you, white devil.
I don't know which is more impressive: that Cool Rock tried to chew and screw after eating thirty hamburgers, or that he managed to find a Burger King in Brooklyn with table service. Sure he gets busted, but at least he makes out better than Prince Markee Dee, who needs a 12-gauge just to get some nasty leftovers from a pizza place that's been closed for hours.

R.I.P., big fella -- I hope they buried you in vertical stripes.
From the moment he busts down the prison fence (what, you thought he was going to jump it?), Darren "Buff the Human Beat Box" Robinson steals the video. Robinson died of a heart attack in 1995, but this performance lives on as testament to the noises that one very large man, dressed in monogrammed, Three-Stooges-era prison garb, can make with his mouth.

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