Not sure if this is the worst, especially not compared to this thread, but I still think about it.

A friend of mine took a shining to someone several states away - who was still in high school (almost a decade younger than her) and had severe depression. When his parents were about to put him in a mental institute for suicide watch, she flipped, drove down to get him, calling me while in tears. I'm not clear in the details but it sounded like she snuck him out if his parents' place and took him back up here.

She lived on her own parents' property at the time, and they basically refused to let him spend the night there, but she didn't want him to be alone. Her parents didn't want HER alone with HIM. she hatched the plan to rent a hotel room and stay with him.

So during this, she called me, told me all of that, then said "I told my dad i'm spending the night with you but he doesn't believe me, so i'll be there in 5 minutes so we can call him together and convince him."

I barely had time to digest all this when she showed up at my door with her furious dad on the phone. He knew she was lying, even told me that he wouldn't be mad if I fessed up then and there. (Meanwhile, I felt like I was back in high school because what the hell.) But... as messed up as everything was (I even had to look up kidnapping charges when his own parents started calling in a panic)... I still lied to her dad. If he needed to be under suicide watch, there was no way he could handle the fallout and drama if I told her dad the truth, especially in an unfamiliar state where he knew no one.

So... it was a mess. I wanted to help him but was pissed at my friend for her behavior, well intentioned as it was. Bleh.