system
Given the following post, respond as if you're commenting on Reddit:
human
[DC/Marvel] The Joker decides to take on a personal challenge and moves to New York to fuck with Spider-man. Has Spider-man ever faced someone like The Joker before? if not, how easy would it be for him to "break him" psychologically?

What the title says. I'm not familiar with all of Spider-man's villains so I'm not sure to what extent any of them could compare to The Joker (if at all).

Has Spider-man ever faced a master manipulator like The Joker? I don't think he'd go as far as to kill him, but could he stop him?
gpt
This is a recipe for madness.  

The first confrontation gives us Spidey on top form, bouncing off the walls and joking at the Joker.  

Who does not. take. it. well. at. all.  

Things get mighty dark mighty quick, because now Joker wants to wipe the smile off Spider-Man's face.  Given that Spidey is well connected to assorted people, that's how Joker tries to get to him: through his friends.  

Spidey's friends are pretty tough, so it's not as easy as it first appears but The Joker is nothing if not persistent.  He goes all in on Web-head, making him undergo one sadistic choice after another after another.  Peter Parker is stretched to his limits, and beyond them, but he won't give in.  So the Joker keeps pushing and eventually does something very, very bad to someone Peter cares about very deeply.  

That's when Spidey's demeanour changes.  The jokes disappear, which causes the Joker to think he's won.  But that's when Spider-Man tears his way through The Joker's minions and allies like they don't exist.  No one can put a hand on him, and The Joker realises belatedly that pushing this hero too far may have been a mistake.  

He runs, but Spider-Man hunts him down.  Wordlessly, in fact in total silence, Spider-Man relentlessly pursues the villain until The Joker actually experiences real fear for the first time in a very long time.  

The Joker regains consciousness after the beating of a lifetime.  He's trussed in webbing, suspended in a huge web, awaiting arrest.  He giggles.  Slowly, Spidey lowers himself - upside down, of course - until he's eye to eye with The Joker.  Joker delivers a little "I broke you" speech.  

Spider-Man's response is a single line Dad Joke, leaving the Joker completely non-plussed but the gathered crowd laughing.

Edit: Gold? Thank you!