- All of Simon Phoenix's hostages get killed in the building's explosion at the beginning of the film in 1996. In 2036, Phoenix admits to Spartan that he killed them beforehand.
- John Spartan getting cryogenically frozen. It becomes even worse when he reveals later in the movie he was aware the entire time, and he even saw his wife pounding her fists against his ice prison while being unable to do anything about it. Even Cocteau himself was aghast with this revelation.
- The S.A.P.D. officers' reaction when they see the first MurderDeathKills committed by Phoenix during his escape. None of them have ever witnessed anything like it before, and the horrified grief shown on their faces looks like that of a child who's just lost someone close to them for the first time.
- Simon Phoenix in general. Especially since he's free to spread all the chaos and violence he wants in a pacifist and disarmed utopian society.
- The gruesome way he kills the cryoprison's warden, removing one of his eyes with a pen and uses it on an eye scanner to escape. Arguably worse, that the warden wasn't killed in the attack. He's left to suffer for who knows how many agonized minutes before finally dying in front of the security camera.
- There's something very intimidating about that intense Death Glare he gives to Spartan during the Ironic Echo exchange in their final fight. As much fun as he usually is to watch (for a vicious criminal), when Phoenix wants to be suitably scary, he's pretty goddamned good at it.
- His death. John Spartan causes everything in contact with the cryoprison's ground to freeze, Phoenix included. Then he catches the prison's crane just in time, and kicks Phoenix's head off his frozen body, which then shatters on the ground.
- Although the movie plays it in a comedic light, there's something unsettling about life in San Angeles. Most people seem to be relatively content with their lives, but one still has to realize that there are strict rules and regulations regarding how one is to conduct themselves, at least according to Cocteau's perspective. As the plot continues, it becomes even more apparent that Cocteau is a power-hungry tyrant who seeks to solidify his power by eliminating Edgar Friendly and his Scraps, and completing his vision of a perfect, "pure" utopia. The implications of this is pretty terrifying, given how stripped of humanity and almost robotic and eerily "pleasant" people are already, and clearly enough to piss even Phoenix off, making it a bit of a welcome relief when Phoenix orders one of his men to kill Cocteau to prevent the tyrant's vision from becoming reality.
Nightmare Fuel / Demolition Man