Went wild card on my first play through. Wasn’t fond of the other factions so why not rule New Vegas on your own? :D

I always liked siding with the legion, and so what I they do some bad things? All of the factions are morally grey anyway. They have fun missions, and at the only people that I really feel can do anything about the random raiders and fiend that destroy towns. Besides, the NCR taxes the hell outta people an then barely helps

BTW, the guy to the right of you will betray you.

@Keith Mowz  
I once tried to play through the Caeser side of things and it was, well, just too evil. So instead of completing a mission to slaughter a bunch of towns (who I liked in every other play through), I went in and carved up their camp, wiped out NCR, killed house, and completed the game with no major parties still alive

@Background Pony  
And supposedly, there are “no right answers” in this sort of conflict. Just like Skyrim. Except the only downside to the government in command is usually that they’re kind of strict, boo fucking hoo.
 
I did likewise, but both times just gunned down the Mongols because I couldn’t convince them diplomatically.

I sided with Mr. House and New Vegas on my first playthrough, so I got the Mongols to leave without causing any major fuss. I think next playthrough will be one where I side with the NCR. I’m never doing an evil playthrough though, Ceasar’s Legion is just too evil for me to even think about it.
 
When a game has evil sides where it’s a case of “become a tyrannical ruler and rule all indiscriminately” then I don’t mind a little power trip for a playthrough or two, but stuff like “join some sexist, racist society that might as well be modern nazis” then I don’t do the evil option at all.