Come to think of it, I have a few of these stories, but I think one of the worst to experience was when my mom's ex paid a bunch of meth-heads to break into our house and steal our stuff cause she owed him a bunch of money.
Edit: Actually, probably the worst I'd be willing to post here was when my sister got her teeth knocked out + a concussion while being assaulted by a couple of dudes for being trans... in San Francisco, supposed gay paradise. Scumbags.