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Aw, you remember me. I'm touched. Your family destroyed mine, Wayne. This... well, let's just call this good, old-fashioned revenge.
~ The Penguin to Bruce Wayne upon his incarceration to Arkham City.
I only take the best.
~ Penguin's motto about how he runs his criminal empire.
Oswald Chesterfield Cobblepot, better known as the Penguin, is a major antagonist in the Batman: Arkham video game series.
He is a heinous crime lord and black market racketeer, as well as one of Batman's oldest foes. Throughout the series, he is mostly maintaining his weapons business while engaging in conflict with other fellow gangland figures such as the Joker and Two-Face.
He serves as a cameo antagonist in Batman: Arkham Asylum, the secondary antagonist of Batman: Arkham City, a minor antagonist in Batman: Arkham Origins, a major antagonist in the latter's sequel DLC episode Cold, Cold Heart and a supporting antagonist in Batman: Arkham Knight, as well as the main antagonist of the latter's sequel DLC episode GCPD Lockdown. He will appear again in Suicide Squad: Kill the Justice League in some capacity.
Oswald Cobblepot was a brutal, malicious, psychotic, gluttonous, cruel, and utterly sadistic crime lord who funded most of the Gotham City underworld's criminal operations as one of its biggest black market manufacturers. Directing his affairs from the Iceberg Lounge, Oswald was seen as a reputable business man to the people of Gotham.
But in reality he was a conniving, mass-murdering gang boss and terroristic leader who can be at his most gleeful when it comes to getting things done at his own way. When he refused to leave his base of operations as Arkham City was getting constructed around it, Oswald stayed within the prison compound and built up his forces to become one of the ruling elites on the streets - thus showing off his determination to keep anyone from taking over his turf and claim the rest of Arkham City for his own.
As such, Oswald is also an intimidating figure to go along with his sadism, This is proven as he is gladly willing to resort to exploitative and manipulative methods to get his way, even if it means betrayal, manipulation, intimidation, torture, and even murder. All this makes him a rather repulsive character, to go along with his faux sophistication. Not only that, he is also misogynistic, racist, and probably homophobic, regularly insulting Harley Quinn and Catwoman and sometimes calling his men "Girls". Calling a black cop "Boy". And calling his own men "Ponces" and Nightwing a "Fairy". At one point, though, Osward also revealed himself to be a coward when he Catwoman temporarily managed to stop his insults by threatening him to the point where he fearfully backed down at her demands.
Even though The Penguin is known to be a terrible employer, there are those that prefer working for him above Two-Face - as the latter can be rather unpredictable. Therefore, some might argue that he still has followers despite his sadistic nature because they know what to expect. Overall, Oswald retains none of the redeemable traits he had in the comics. He is nothing more than a monster who would do anything to keep his empire afloat no matter what even if it means committing treason funding an army of terrorists. Furthermore, his level of sadism is on-par with those like the Joker.
Victims killed by Penguin
Bud and Lou
Multiple GCPD officers
Multiple citizens of Gotham
Multiple Blackgate staff
Multiple Arkham Asylum staff
Multiple Arkham City staff
Multiple Two-Face thugs
Multiple Joker thugs
Multiple Black Mask thugs
Multiple Bane thugs
Multiple Harley Quinn thugs
Multiple TYGER guards
Many of his own thugs
Multiple Blackgate inmates
Multiple Arkham Asylum inmates
Multiple Arkham City inmates
Black Mask (formerly)
Howard Branden (formerly)
Gillian Loeb (formerly)
Blackgate staff (formerly)
Hugo Strange (formerly)
Lady Shiva (formerly)
Solomon Grundy (formerly)
Arkham Knight (formerly)
His own henchmen
League of Assassins
Ra's al Ghul
Arkham Asylum staff
Arkham City staff
"Lets have a little chat about respect."
"The Batman? You expect me to believe that? Listen, I happen to know that the Batman's got way more important things to do tonight then mess with our shipment, and that's saving his own ass. So next time you wanna make up a story, you'd better hope the person you're telling it to ain't dumber than you are! Oh, wait. That's right... THERE AIN'T NO ONE DUMBER THAN YOU!"
"I see ya lips flapping Bertie! But they ain't making the sound I wanna hear!"
"Have a Merry Christmas and piss off."
"Nice seeing ya Batman. Feel free to let yourself out."
"All those assassins and he still ain't dead. It's like a bad joke."
"Batman! Welcome to my arena!"
"Enough gabbing! TO THE DEATH!!!"
"I'm sure you can be reasonable about this, Batman."
"Much more entertaining than the usual exercise hour in the yard, I think you'll agree."
"AH! Hurt him! I think he's broken my bloody hand!"
"Wakey, wakey, Wayne."
"I hope Batman broke every bone in your stupid bodies. I hope you're lying there, desperately trying to breathe through fractured ribs and punctured lungs. If you're not, you'd better summon up whatever strength you've got left and run, 'cause after I'm done with the Bat, you're all next!"
"Enjoy the copsicle."
"Sorry, Batman. Did I forget to mention my little friend down there? Meet Tiny. Who'd thought a big fish could be so useful? Not me, that's for sure. He's like a mobile garbage truck, whatever I drop in that tank just vanishes. Poof. Problem gone."
"So Batman: you 'ere for the cops, the ice man? Or me?"
"Lights out, rich boy!"
"Look around you. These horrible bunch of psychopaths are all begging to join out with me. But unfortunately for them, I only take the best. And today, the best means whoever kills you. Come out lads! It's initiation time!"
"You can't win, Batman!"
"My family used to own Gotham. It will again."
"You're going in my collection, Batman. I always get want I want."
"I'll take this all back. Just wait and see."
"I've lost one of you idiots! Lets end it there."
"I'm one man down. That's not good, is it? Still, I hope that the rest of you do your best not to disappoint me."
"I'm running out of patience, you're running out of people. Let's see what runs out first."
"Are you mucking me about? Find him!"
"I'm paying you to protect that thing! Don't let me down."
"Don't disappoint me. Stop...Batman...NOW!"
"I want him stopped quick! Pundle him up and stump on display."
"You're supposed to be good at this."
"His making you look like fools."
"All alone, son? You better not piss me off by dying. I need to have to wake you up and kill you again."
"Right. Right. Come in."
Welcome to the Iceberg Lounge. I'm just finishing my supper."
"Lawton? I never pegged Deadshot for a team player."
"(Laugh), That's a good one."
"Yeah, This man is the best assassin I've ever seen and I only work with the best."
"I can, indeed."
"I've made arrangements to sneak you into the crazy farm. Follow them to..."
"Anyone want a slightly used Batsuit? I'm sure the the blood'll wash off."
"And there was me thinking it was going to be difficult... get him out of here!"
"Having a little lie-down, aren't ya? Enjoy it. It's your last."
"Someone cut that mask off his face. No need to be gentle."
"And that's why I'm the boss! Now, if you'll excuse me, I've got business to attend to. Piss off!"
"Boys, get him out of here! And don't ding up any of the gear! That's worth some money."
"Look at you! Just as useless as the Joker. My only regret is I didn't kill 'em myself!"
"You see that, Batman? That's loyalty!"
"I could've told Scarecrow a long time ago getting you involve in all of this was a big mistake!"
"Aw, don't be so sad, Batman. Gotham's in good hands now. I'll take REAL good care of it."
It's revealed in GCPD Lockdown that Penguin is both nyctophobic (fear of the dark) and claustrophobic (fear of confined spaces) because it brought back bad memories of when his parents locked him in a closet when he was young due to having financial issues.
This heavily implies that being regularly locked in a closet by his parents as a child is what led to Penguin to turning evil, considering that it presumably traumatized him. However, it doesn't justify all the brutal actions and crimes he's committed for the sake of business.
In the Arkham series, the Penguin's distinctive monocle is actually a broken bottle stuffed into his left eye socket. It appears at some point between his appearances in Arkham Origins and Arkham City.
This version of the Penguin is notably less tragic and insecure than other versions, and far more sadistic, cruel and vicious. It can be argued that he is the most evil version of the Penguin, but while this version is unambiguously depraved, the alternate Mayor Oswald Cobblepot is technically far worse.