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1* CompleteMonster: [[AntagonistTitle The Ripper]], who, [[MultipleEndings depending on the playthrough]], can be [[spoiler:Detective Vince Magnotta, Dr. Claire Burton, or hacker Joey Falconetti]], is a SerialKiller who feels [[JackTheRipoff inspired]] by the original UsefulNotes/JackTheRipper. The Ripper uses the computer technology of 2047 to murder many people and make the murders untraceable and as graphic as possible, using a form of bioengineering to raise the victim's internal pressure to the point that their organs explode. When Catherine Powell tracks The Ripper down, The Ripper sends her into a coma.
2* FridgeLogic: Hamilton Wofford's cyberspace-doppleganger is called an Artificial Intelligence, yet it fails to recognise that Quinlan ''isn't'' his brother Covington. Particularly baffling, as Quinlan ''even says he's not''.
3* SugarWiki/FunnyMoments: One scene shows Quinlan going to a bar. When he orders a beer from the bartender, the absolute lack of care as the bartender pours the beer, which ends up mostly on the counter instead of the stein, has to be seen to be believed.
4* HamAndCheese: Creator/ChristopherWalken's performance, which can best be described as him making an hours long [[AdamWesting bad impression of himself.]]
5* HilariousInHindsight
6** Creator/ChristopherWalken and Music/BlueOysterCult's ''(Don't Fear) The Reaper'', together. [[MemeticMutation Say it with me, kids:]] [[Series/SaturdayNightLive I gotta have more cowbell!]]
7** This wouldn't be [[Literature/CareerOfEvil the last time]] that Music/BlueOysterCult's music appeared in a fictional work with a serial killer inspired by Jack the Ripper.
8* JustHereForGodzilla: [[Creator/ChristopherWalken Magnotta]] is the reason why some people even know this game exist.
9* MemeticMutation: "[[https://www.youtube.com/watch?v=dFKylgGk73I&feature=player_embedded Dis gai...is un-FUCKING-believable!]]"
10* {{Narm}}:
11** The game's script never misses a chance to punctuate a sentence with [[ClusterFBomb curses]] even when it renders dialogue incredibly unnatural. With special mention to Vigo's (John Rhys-Davies) introduction:
12-->'''Vigo''': [[AffablyEvil Ah, please have a seat]]. [[MoodWhiplash Now let me tell you how you fucked me...and how I'm going to fuck you]].
13** Burton, Falconetti and Magnotta's old [[spoiler: Webrunner]] photos. Especially Magnotta's, who looks like a emo.
14** The surly bartender at the Cafe Du Champ, especially in one scene where he hardly even tries pouring beer into a glass.
15* NarmCharm:
16** Creator/ChristopherWalken's aforementioned performance coupled with some of his lines:
17--->'''Magnotta''': You're lucky I'm in a good mood today Quinlan because...you've come this close, to finding out what it's ''like''...to be a human ''shiskebab''...''rotating''...in one of our ''fine'' penal institutions.
18** Not to mention the incredibly awkward gesture he's making while saying "Ooh, please don't" when Quinlan threatens to mention Magnotta falsely accusing Falconetti in The Herald.
19* OneSceneWonder: Creator/JohnRhysDavies shows that in one scene he can out-perform anyone else in the game, playing a FauxAffablyEvil mobster who has vital information but holds Quinlan over a barrel by threatening to expose a falsified story his editor made some years ago.
20** And yet he's also inexplicably drowned out by the soundtrack for most of the conversation, something that isn't really a problem anywhere else in the game.
21** And he also inexplicably has a fondness for using the f-word in a very...uncomfortable connotation.
22** AND... thanks to some rather oddly-designed artwork, at times it can seem as though his legs have disappeared from underneath the table. Also, [[ArsonMurderAndJaywalking his recently-thrown teacup reappears on his table]]. [[https://www.youtube.com/watch?v=jB5sv7YGjI8 Seen here at 3:54]].
23* QuestionableCasting: Jimmie "[[Series/GoodTimes Dy-no-mite!]]" Walker as ''a hacker.''
24* RetroactiveRecognition: Creator/PaulGiamatti appears as a doctor, about two years before his big break in films like ''Film/TheTrumanShow'' and ''Film/SavingPrivateRyan''. Nowadays, he just naturally fits with the rest of the AllStarCast, but when the game was made he was a relative unknown.
25* SoBadItsGood: The game's story, puzzles, cutscenes, and voice acting are really silly, but the Hollywood actors and ''Don't Fear the Reaper'' as the theme song even it out.
26* ThatOnePuzzle: For a time, there was [[http://i.imgur.com/rSdxfNx.png a screenshot]] from ''Ripper'' that was universally used as the example of a "ridiculously hard" puzzle. Specifically, you're given a motherboard with a bunch of microchips with arcane instructions and serial numbers on them and expected to put them all in the right places. The real kicker is this is just the most ''visually intimidating'' puzzle; there are puzzles that are even harder.

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