She calls the police on you for stalking/harassment and you spend the rest of your life in prison getting your sissy butthole raped by inmates and guards alike, even as your boycunt tears open and gets infected leading to a horrible, slow, prolonged death while the doctors force you antibiotics, experimental surgeries, and STUFF beyond your comprehension to keep you alive and suffering for as long as possible.

And every time you think you're "used" to the torment, it changes/escalates in some way to ensure every moment is somehow worse than the previous. Also your parents and other family members visit you and say "We're very glad you're suffering like this, you've always deserved it. We always regretted your existence. Now we will laugh as your urethra gets stuffed with wooden splinters[/spoilers] "

inb4
>w-well that's not very realistic or-

OP SPECIFICALLY asked "whats the worst 'WORST' that could happen". If anything this depiction is too optimistic and sanitized. If you don't want any truth, don't ask any questions.