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The Hardest Freakin' Boss Battles

Some bosses are fluffy, bundles of love that stroll through the park and buy you chocolate. Then, there's these guys.


The Hardest Boss Battles - Mike Tyson
The Hardest Boss Battles - Mike Tyson

Mike Tyson - Punch Out

Mike Tyson can knock you out with one punch. Some say he’s unbeatable, but you just have to know the secret – all you have to do is hug the ropes for eight years and watch as Mike Tyson destroys himself.

The Hardest Boss Battles - Ultimate Alma
The Hardest Boss Battles - Ultimate Alma

Ultimate Alma - Ninja Gaiden

Ultimate Alma is huge, but not nearly as huge as Lady Gaga. That being said, Ultimate Alma came first, and I bet she totally would have sued Lada Gaga for stealing her “look” if she hadn’t melted in that lava pit first.

The Hardest Boss Battles - Abominable Snow Monster
The Hardest Boss Battles - Abominable Snow Monster

The Abominable Snow Monster – Skifree

What a beautiful day to go skiing! The fresh air, a new coat of tightly packed snow, and... wait a second... what the fuck is that? WHAT THE HECK IS THAT? EVERYONE HOLD DOWN F, WE’RE GONNA HAVE TO OUTRUN THIS BITCH.

The Hardest Boss Battles - Sinistar
The Hardest Boss Battles - Sinistar

Sinistar – Sinistar

Sinistar talks a big game, saying stuff like “Run! Run! Run!” and “I hunger!” and “Die, coward!” when he shows up. It’s really smart to intimidate your opponent in a do-or-die situation, which is why I got Dolph Lundgren’s face tattooed on my chest.

The Hardest Boss Battles - Emperor Sardius
The Hardest Boss Battles - Emperor Sardius

Emperor Sardius - Super Ghouls and Ghosts

Sardius pulls one of the biggest dick moves in all of video games when you defeat him: he makes you play the entire game over again. He’s just like my eighth grade guidance counselor, only wearing a golden codpiece that shoots platforms.

The Hardest Boss Battles - Emerald Weapon
The Hardest Boss Battles - Emerald Weapon

Emerald Weapon - Final Fantasy VII

When the world of Gaia is threatened by a giant meteor, it releases several gigantic biomechanical weapons to protect it. All Earth gets is Al Gore.

The Hardest Boss Battles - Vergil
The Hardest Boss Battles - Vergil

Vergil - Devil May Cry 3

If you think fighting your evil twin brother is hard, you should try convincing your evil twin brother to pretend to be you so you can trick your parents into getting back together. Man, what a zany summer that was!

The Hardest Boss Battles - General Ramm
The Hardest Boss Battles - General Ramm

General Ramm - Gears of War

General Ramm is one of the only Locusts able to take control of Kryll, which are like the bats of the Gears of War universe. Which makes General Ramm the Batman of the Locusts. That’s right, you killed Batman. (Probably with that glitch, too, you cheat.)

The Hardest Boss Battles - Macgruder
The Hardest Boss Battles - Macgruder

Magruder – Gun

To kill Magruder, you have to shoot a stick of dynamite out of the air so that the roof collapses on his head. And that, ladies and gentlemen, is why you always wear proper head protection when you’re having a firefight in an abandoned gold mine.

The Hardest Boss Battles - Lu Bu
The Hardest Boss Battles - Lu Bu

Lu Bu - Dynasty Warriors

Lu Bu never seems to get the memo that says what level you’re at and how difficult he’s supposed to be. I’d say he’s an a-hole, but maybe it’s just that his 2nd century Chinese fax machine doesn’t work.

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