Boones quests were pretty interesting, allthough I'd allready found bitter springs by myself so it was a very short quest. I totally got the wrong idea when he wanted the two of us to spend the night there together.

Come fly with me, and the boomers quests were quite satisfying, and very immersive.
The longest most boring quest (thus far) had to be the one where I had to go round updating all the rangers stations radio codes. My god, I dont know why the NCR is afraid of Legion, there's so bloody many of them.
Jacobstown was the most boring quest of all. Killing these boring dog type creatures that were maybe level 5 and wandering through yet another cave. I ended up killing Lilly. and the Doctor. And the ghoul. I hate nightkin, supermutants, ghouls, and grumpy old bastards. Jacobstown is now MINE.