If so, what quests, and how?
Something that really got to me was all the battles around Camp Forlorn Hope. It wasn't technically a certain quest around the area, it was just all the quests combined. I really felt for the NCR Soldiers held up in this area.
All of them were just scared, fearing for their lives. Out of supplies, out of ammo, low on troops. It was hell for them, and to top it off, there was a Legion Camp right near them. I watched skirmishes between them, and they were brutal.
6 NCR Troopers worked their way through the minefield between Hope and Nelson. At the edge of entering Nelson, 4 Legion members come and engage them in conflict.Only 1 legion died, while the NCR were wiped out. They continued moving into camp Hope, but 1st Recon luckily wiped them out with 4 shots.
I watched many more of the skirmishes, and the NCR were almost about dead in the area, Gorrebets was missing a leg, 10 of spades had his head blown off, and Betsy was only 1 more shot from being toast. All of the other Recon members were just... dead after so many Legion members.
I was siding with the Legion this time around, and now I had to wipe out this camp? It was already in a hell hole!
I brought myself to it, but shortly regretted it afterwards. Honestly, I felt like a cruel man.
It was a very touching game experience, and Obsidian really hit it out of the park telling the story there.
So, share your depressing questline experience, if there was any.