Lolcows in Fiction (Books, TV, Movies, etc.)

I''m gonna go with Eddie from Silent Hill 2

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He's a fat manchild who killed a dog in a fit of rage, wounded its owner and then ran away. He even dresses a lot like classic Chris.
 
Mark Corrigan from Peep Show (although he certainly has many redeeming values)

Is Mark a bigger lolcow than Jeremy, though? Mark does at least have a job and a girlfriend (albeit, Sophie) whereas Jez is a delusional and generally unemployed loser who expects to become famous due to his 'talent' and spends much time on a failed lovequest for Big Suze.
 
Don Quixote is a 17th century version of Jace.
He's influenced by common fiction of the time to the point of believing that it's real.
He goes around on crusades against imaginary dangers.
He has a dimwitted but chill sidekick.
Everything he does backfires on him hilariously.
 
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Kuroki Tomoko from Watamote. Or, It's Not My Fault I'm Not Popular!
As much as I can relate to her and her problems and feel bad for her. She exhibits so many traits of a lolcow.

In addition to being an otaku, her views on reality are warped, she does several weird things in order to become popular, she WANTED to be molested at one point, she uses a vacuum cleaner to give herself "hickies" in order to impress her cousin, she cheats at a children's card game to prove her superiority amongst middle schoolers, and she thinks really nasty things about pretty much everyone. Even her best friend who she deems a "slut" because she became bustier and got a boyfriend.

She also keeps making weird passes at her brother.

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In context, she simply wants to prove that she has indeed, seen a man's penis for the sake of being popular. Still creepy though.
Ironically, she saved herself from online mockery because her social anxiety prevented her from making Captain Logs.
 
Mayaya from Kuragehime has some Lolcow moments in her past revealed in a flashback chapter. After graduated High School she just laid around the house, when asked to get a job by her mother she angrily says "NO", and then says she will just use money from her grandfathers pension that he does not use to get by. She gets better, but she still had some Lolcow moments.
 
Orson from Fire Emblem: The Sacred Stones. He commits treason in exchange for the bad guys reviving his dead wife as essentially an undead sex doll for him. Dude doomed an entire country over blue balls.

Oh, and Carlyle from the same game, who hands his Queen over to the enemy to be killed because she won't screw him. I think he and Elliot Rodger would get along splendidly.
 
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Holden is quite the lolcow in Catcher in the Rye. I loved how he wanted to talk to the prostitute instead of having sex with her, then got the shit beat out of him by the pimp because he didn't pay enough money.

There's more examples, but I don't feel like explaining.
Don't forget how he sperged out when he saw the word "fuck".
 
I feel Tatsuhiro Sato from Welcome to the NHK fits the bill:
- Believes that there is a grand conspiracy against him
- A NEET who locks himself up in his apartment living off the tugboat given to him by his parents
- Tried to be Internet famous
- Would fit right in with Wizardchan
- The show had an example of internet users A-logging each other to show how pathetic some people can be

The only thing that might disqualify him as a lolcow is the fact that he feels remorse.
I would argue that he was just your average guy at a really, really low point in his young adult life where he did stupid shit. In both the anime and the manga he eventually grows out of it and gets employed and starts a meaningful relationship. Lolcows are typically terminal.
 
Per a conversation in the HP Fandom thread, I think you can make a good case that Severus Snape is a lolcow. In particular, his relationship with Lily Evans reminds me a lot of Chris and Megan.

Not even close. Snape was actually brave, talented, and resourceful. Even his relationship with Lily wasn't like Chris and Megan. Snape loved Lily unconditionally, even after his racism and love of power drove her away. He did everything he could to protect Harry, whom he hated the second he was born and tried to have murdered, just because Lily gave up her life to save Young Scarface. He was mean through and through, and his rough life doesn't excuse that, but the dude was still a hero in spite of being a total bastard.

Now Rincewind on the other hand. . . .
 
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