O'Reilly is pretty f'd up. given he had plot armor and conspired to kill dozens of people. they tried to humanize him in the later seasons but damn. adabesi's tale is basically lord of the flies, in 4a as M-City goes from a panopticon essentially to the setting in that book. i'd go w/ o'reilly because everyone prob had 'reasons' why they did what they did, but he just did the most and didn't need to...
shareRyan was the most manipulative; even with his brother on occasion! He's the sorriest prisoner, that's for sure; truly pathetic! He would do it for amusement, to curry favor, or to make money! Schillinger has to be up there as well! He was willing to KILL children to get back at another prisoner; even allowed his own son to OD in solitary! Talk about mentally disturbed! ;-/
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Man, how to narrow it down? Timmy Kirk certainly deserves a mention.
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https://www.youtube.com/watch?v=u9Dg-g7t2l4
To this day, I never understood why the real tough guys allowed themselves to be coaxed into doing unspeakable things by Kirk! A BJ or good piece of arse can't be worth that much in prison! ;-/
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Kirk was straight up evil!
Adebisi was definitely the most repulsive. It's like they took every single racial stereotype and rolled them into one character. The low intelligence stereotype was the exception; Adebisi was very intelligent, he just applied it to all of the wrong things.
Adebisi was not as ruthless as many believe. I thought so too but he showed moments of humanity through the seasons. I just LOVED how he calculated that murder of the despicable Kenny Wangler by putting the gun in the french guys bed. That redeems him for me.
shareWangler was the most irritating character of all time in any series, The most evil would be a toss up between Schillinger and Keller ?
shareSchillinger for sure. Even Keller had shades of grey in him that showed little glints here and there of being ''human''. He was highly manipulative though. Schillinger was on a different level, something highly unsettling about the character and it isn't just the rape or neo nazi stuff. There was a coldness in him that I can't explain. Only the ''Yuri'' guy from the one episode had that quality as well. Schillinger was despicably evil.
Yep Schillinger was in a class all of his own.
shareSchillinger had some double standards for sure.
Schillinger: How do you live with yourself?
Sippel: How do you?
Schillinger: Whatever I've done, I've done for righteous reasons. Any laws I've broken don't deserve to be laws. But you, you fucking baby raper! You should be dead.
I wouldn't really name O'Reilly as one of the worst. Yes, he is an extremely cold and calculating guy with no conscience; but he's never been a sadistic bully either. When O'Reilly hurts someone, it's because he has a reason to do so. But guys like Schillinger, Keller, Kirk, Adebisi, Wangler, Hernandez could hurt the others merely for their enjoyement, with no real reason at all.
shareI would say that what O'Reilly (together with Adebisi) did to Nino Schibetta was downright sadistic.
shareMaybe not the worst but Wangler was pretty bad. He was a brat that would kill you over your shoes. And seemed to be evolving in evil before he was killed off.
Of all? Schillinger was an absolute animal. Him being a white supremacist was not even a tiny drop of the problem with him. He was a hunter of the weak (starting with Tobias) and he enjoyed inflicting suffering. There was just something about him that I just despised, it even made me dislike the actual actor.
I'm with you on this kelly "even made me dislike the actual actor"...it took me years and years before I stopped hating the actor that played Schillinger. That's because he is that good of an actor.
shareI'm so glad that I didn't see the show when it came out, because if this had been my first time seeing J.K. Simmons, he probably would've been ruined for me as well. Thankfully I'd seen and loved him in many other things first, so while this character is a drastic shift from what I'm used to, at least I've got that baseline of liking him from those things. Such an amazing actor!!
shareI think Shirley Bellinger was my least favorite. As the only female prisoner she was nothing but trouble, using her wily ways to get what she wanted. Plus she called Adebisi the n word the racist beeotch.
shareAdam Guenzel. I cheered when Schillinger raped him. Karma.
shareKenny Wangler might have been the only one who was a genuine sociopath despite being the youngest. He had no feelings. Even had the mother of his child killed and laughed about it.
shareKenny is high on my list as one of the lowest and meanest. He really hit an even lower point when he suggested stealing the money that the other prisoners donated to Bob Rebadow so his ill grandson could visit Disney World. What a creep!
Even Adabisi was against the idea. He told Kenny no. He said, "Sometimes you have to be human" something Kenny never understood.
Chris is high on my list as the other heartless and cruel sociopath of the show. Evil personified. How Chris Meloni portrayed both him and Detective Stabler so convincingly on Law and Order always amazes me.