Bile Fascination: Given how poorly this was reviewed, it was inevitable. Yahtzee advises people play it for just that reason, as he found tearing into it immensely fun because nothing brings people together faster than bashing on something that they hate.
The sex scenes, where Jake and his sex partner have completely deadpan facial expressions. And both remain fully clothed. It's so bad, it makes amateur porn look professional in comparison.
Also the fact the Rescue Sex involves bludgeoning or shooting a sexual assaulter, and you get it on right in the same room as their bloody corpse!
It's not clear if this was a stylistic choice or not - the scenes would show too much nudity if the characters were actually naked, but the developers still added these scenes into the game. A simple Fade to Black would've sufficed.
A rare meta example: shortly after its release, the Steam version went on sale for a whopping 160% off, making it impossible to purchase due to breaking the pricing system. Due to this anomaly, it was pulled from the store entirely, thus this version has lead many to Keep Circulating the Tapes.
Much of the game is spent by every character doing dumb things to progress the story. The main revenge story itself is kickstarted by the Devil's Hand, instead of making sure that Jake was dead, stupidly shooting him once in the side and assuming that's the last of it. The rest of the game is full of these kinds of moments, mainly stemming from Jake's Complexity Addiction. Instead of following the simpler route, he always has to try the hardest possible method, and the Devil's Hand themselves are packed with the most stupid-caliber thugs ever witnessed, and they amazingly fare even worse than Jake.
Jake's uncle Mack also deserves a mention: the reason Devil's Hand ganged up on Jake and his brother was that he was wearing his dad's (who was killed by the Devil's Hand) jacket with his old gang logo on it. Since the Devil's Hand were not in any way laying low and Mack was well aware of the bad blood between them, he might have wanted to mention that wearing that jacket could cause trouble.
The Devil's Hand could've simply killed Mack, Jake, and Mikey after killing their dad. Instead, they waited 25 years to kill them, despite living in the same small town and Mike literally having his dad's logo plastered all over his back.
Inferred Holocaust: Destroying a power plant dam could do even more damage than just shutting down an electric fence. For example, Jake could've caused a massive power outage of at least four different states including his own, which means that there would be many people out there that could potentially revolt against the government due to a massive blackout. Even worse, if the explosion somehow broke through the wall of a dam, there could've been a massive flash flood that could cause the deaths of millions including Jake himself. Jake is very lucky that none of these are discussed, otherwise he would've been targeted as an international terrorist for the perceived sabotage of a dam all for the revenge of his brother.
Lost in Medias Res: The game starts with Jake driving his bike, interspersed with scenes of him engaging in a turret sequence in the woods, having a fistfight in front of a waterfall, and jumping over a helicopter on said bike. The first two scenes are never explained or reappear again, and the third has little relevance in the storyline.
The animation for the contextual kill where Jake smashes a guy's head against an object is rather "poofy".
Anytime when the camera zooms up on Jake's face because of his goofy-looking facial expressions.
It's possible to enter a quicktime event to dispatch a baddie, which always starts with Jake grunting angrily into the camera; especially narmful if accompanied with total silence, as for large sections of the game there's no music playing.
There's a contextual kill which has Jake throw an innocent security guard off a bridge; however, most of the time the body won't fall off and will just limply hang by its legs over the water.
Padding: Much of the game could've been shorter if Jake was taking less complicated ways into doing his schemes. One gets the feeling that his Complexity Addiction is just so the game can have enough content.
Porting Disaster: The PC port is essentially a straight console emulation, with no effort put into adapting it to the PC. There are no graphics options (you can't even change the resolution!), you can't rebind the keys, and even the mouse controls are sluggish and unresponsive due to being some kind of gamepad emulation rather than a true mouse solution. And as previously mentioned, shortly after its release the Steam version broke to the improbable discount, leading to its removal.
Signature Scene: The part where Jake murders a bunch of civilians and police to steal a truck and drive it into a power plant to turn off an electric fence has become this, for all the wrongreasons.
Uncanny Valley: The characters are stiff and inexpressive to the point that they can barely open their mouths - and when they do, they look disturbingly like Muppets, sometimes having no visible teeth or tongue. The "sex" scenes are the best example of just how unnerving the characters in this game are.
Unintentionally Unsympathetic: Jake's revenge quest for his brother becomes less sympathetic over time as he starts murdering innocent people who had nothing to do with the Devil's Hand just to accomplish his revenge quest.
The Untwist: Pretty Boy dramatically reveals that Jake's dad is dead, which might have had weight if the player was ever given the indication he was alive in the first place.
What an Idiot: During one point in the game, Jake is confronted with an electrified fence that he needs to get over.
You'd Expect: Him to just climb one of the nearby trees and climb over the fence. Or get a shovel and dig under the fence (sure, it would've taken some time, but considering how muscular Jake is, it surely wouldn't have been a problem for him). Or clip some wires. Or drive a car/truck through the fence. Or, worse case scenario, blow up the fence. Surely any of those would allow him to get past the fence without inconviencing anyone else.
Instead: Jake's solution is to steal a tanker truck, park it near the power plant, and blow up the tanker truck.