Most Hilariously Failed Attempts By Prisoners To Break Free

Nobody wants to be in prison — if they do, then the prison's doing it wrong. Plenty of prisoners have dreamed of escaping and living out their lives in freedom, but rarely do they get very far. In cases like the following, their failures weren't due to the eagle-eyed guards doing their jobs perfectly. Instead, it was because their escape plans were more hilariously flawed than anything Wile E. Coyote could draw up:

The worst Shawshank Redemption reenactment ever

As you probably know from watching The Shawshank Redemption, or even hearing about it, the movie's hero, Andy, escaped from Shawshank Penitentiary by crawling through "500 yards of s***-smelling foulness" — in short, he escaped prison via 1500 feet of a very well-used sewage system. But despite sludging through something so putrid you're probably gagging just reading about it, Andy broke free, and remained free for the rest of his days.

A prisoner in Brazil, meanwhile, clearly forgot movies are made up. According to The Telegraph (and based on a LiveLeak video of the incident), he decided to escape his predicament in the exact same way, wearing only a pair of shorts. He ... wasn't as successful as Andy. In fact, he wasn't even close, almost immediately getting stuck in the sewer. While he didn't make it more than a few feet from the hole in his cell, he was certainly successful in getting completely covered in human waste, which had to have been both putrid and humiliating. Though the part where he had to be pulled out by two other men, while totally naked, might have actually been a worse fate.

No word on how much more time he got for his bungled escape, but probably it was "a bunch."

Banging on the prison guard's door looking for a phone

So you made it out of prison, good for you. Now comes the hard part: not running into a prison guard while you're still dressed like a prisoner. And if you don't think that sounds hard, you're clearly not James Russell.

In June 2011, Russell escaped from the Olympic Correction Center in Washington. He actually made a pretty clean getaway, finding himself alone in the woods and mostly home-free. He eventually found himself a cabin at the nearby Hoh River Resort, and decided to go in and see if whoever lived there had a phone he could use. That sounds like a decent plan, and if anything happened in that cabin — aside from its occupant being a guard of the prison Russell just escaped from — he probably would've been okay. 

But, alas, when Russell knocked on the door, he discovered that a guard from the prison just so happened to be staying there — and Russell was still wearing his prison outfit, naturally.

After a brief scuffle, Russell managed to escape the guard's grasp, but since the guard did, in fact, have a phone, he alerted all the other nearby guards of the escapee, and Russell was quickly caught and brought back to prison. 

A white man poses as a black man he didn't know was black

If you're white, pretending to be black isn't typically the easiest way to make friends. It is also, unsurprisingly, a pretty bad way to try and escape from prison, as prisoner Kenneth Burnum discovered. 

As the Hamilton County, Tennessee Sheriff's Office reports, Burnum — a white prisoner of the Hamilton County Jail — decided in August of 2013 that it was time to escape. But rather than run away, use a cake-saw, or cut a hole in the wall, he waited until officers arrived to collect an inmate named Glenn Taylor, who was about to be released on bond. Burnum stood up when Taylor's name was called, despite it not being his, and despite the officer immediately wondering why he looked so different from his picture. 

Obviously, Burnum's ruse was discovered real, real fast. After filling out multiple sheets under the wrong name, Burnum was sent for final identity verification, where officers finally confronted him on how the guy scheduled for freedom was black — and how Burnum was, well, not. When asked why he did it, Burnum simply replied that he wanted to escape and he was "being dumb." No argument here.

Burnum was immediately taken back to jail and charged with both Criminal Impersonation and Attempted Escape. 

Reporting being attacked ... by officers trying to stop you from escaping

In May of 2016 in Wilkes-Barre, Pennsylvania, prisoner Alexander Scaramastro was being moved from his cell to a treatment facility elsewhere. Out of nowhere, according to The Citizens Voice, came his buddy Luciano Ramos, complete with getaway car. Scaramastro broke free of the officers and jumped into Ramos' car — the two sped off and even ran down a guard in the process. 

So far, so good (or bad, because they're bad guys). But escape wasn't enough for them — they wanted to get those pesky officers in deep trouble for ... being officers. Ramos stopped the car, ran into the police station across the street from where he'd grabbed his escaping friend, and started yelling about how he and his buddy were attacked by a group of men trying to steal their car. 

Officers came out to investigate and found ... county probation officers, surrounding Scaramastro. He insisted he didn't know Scaramastro was in jail, but that went nowhere — Scaramastro snitched on his would-be getaway driver, showing the cops a text he sent to Ramos where he announced his plans to escape. 

Scaramastro, obviously, went right back to jail, while Ramos got three-to-six years for his role in the botched escape. 

Dr. Mudd, the Lincoln conspirator who forgot he was too famous to escape

Those who conspired to murder President Lincoln were very naughty indeed, and the law let them have it. Even Dr. Samuel Mudd, who simply fixed up John Wilkes Booth's broken leg (and lied to officers about knowing him), got life imprisonment for association. His attempt at escape proved that, while he might have been a doctor, he wasn't terribly smart otherwise. 

As told by (a very well-researched site all about the Lincoln Assassination Conspirators), Mudd was imprisoned at Fort Jefferson, on an island off of Florida. Since they were fully isolated from society, the guards let the prisoners wander basically wherever they wanted on the grounds. It was with that bit of freedom that inspired Mudd to make a getaway. He befriended Henry Kelly, a crew member on the Thomas A. Scott, a steamer that made regular prisoner drop-offs on the island. Kelly agreed to help Mudd escape, both because he was likely offered money for his help, and because he was 18 (and you know how teenagers are).

Mudd slept outside the fortress the night before, because this was a free-range prison and he could. He then woke up, changed into a nice suit, and escaped into the ship's bunker where he stayed ... but not for long. See, Dr. Mudd might have forgotten this, but he was kind of famous for that whole "helping the president's murderer escape" thing that sent him to prison in the first place.

Fort Jefferson's storekeeper recognized him immediately, noted he had boarded the ship and not returned, and reported him to authorities. Officers soon found and rearrested him, confining him to chains and hard labor for days, and also banning him from going near steamers again (or at least until his 1869 pardon by President Johnson). Oh, and he snitched on Kelly, who was arrested for helping Mudd escape. What a pal.

He didn't, however, snitch on the four prisoners who also escaped on the ship. They got away because officers were so laser-focused on the Lincoln guy. No one knows what happened to the successful escapees, except that they're probably dead now.

The prisoner who escaped and failed ... after three days in minimum security

As recounted by NBC Bay Area, Christopher Boscacci was held at Elmwood Correctional Facility in Milpitas, California. On August 28, 2016, Boscacci decided he had enough of life behind bars, and made a getaway. He scaled the fences at a ridiculous speed — so fast, in fact, that he left behind one of his sandals on the top of the barbed-wire. He was caught on camera and apprehended shortly thereafter, as he failed to scale all three security fences standing between him and freedom. It's like prisons want prisoners to stay there or something.

So far, it's a pretty standard failed-escape story, right? Nothing too crazy. Except Boscacci had been there, in minimum-security, on a misdemeanor charge of petty theft, for a whopping three days. According to Mercury News, he was arrested on August 26 for theft, and was set to be arraigned on the 29th, and possibly released on $10,000 bail. This guy couldn't wait one more night to very possibly be free — even if he didn't go free, he'd still be in minimum for the remainder of his presumably-short sentence. But nope, he just had to make the early getaway. As a result, he was re-booked into maximum security on a felony charge of attempted escape, according to KTVU

Escaping prison in trash bags is an even worse idea than you think

You might think nobody would be dumb enough to try escaping from prison in trash bags. Human bodies in big bags would be stupendously easy to catch, right? Well, down in Brazil, two prisoners were indeed dumb enough to try, and it worked out as well as you'd expect. 

In July of 2012, as reported by Brazilian site Gazeta Do Povo (and recounted in English by the Huffington Post), Sidney Neves da Cruz and Carlos Eduardo Barbosa Pereira were being held at the Delegacia de Furtos prison in Curitiba, Brazil, when they decided it was time to get to stepping. They did so by waiting until after lunch (as reported by Brazilian site Noticias Terra), stuffing themselves into trash bags, hiding among the other bags filled with real trash, and were hoping to be sent out of prison along with the paper plates and discarded food.

This, as should be obvious to anybody, was a terrible idea. And it didn't work at all. An investigator saw the bags moving around and initially thought it was a rat. Then, he apparently realized that would be one huge rat, and so he checked further and found two grown men squirming around, who they very quickly rearrested. So basically, unless your ability to be perfectly still trumps even the guards at Buckingham Palace, don't try to escape in trash bags.