Oh, my... the evil playthrough has occasional fits of funny, morbid though they may be.
First off -- never at all took advantage of dressing as another faction until now. My goody-goody girl was loved by one and all except the Legion, so she didn't really need to be covert. Now that NCR (in Ron White voice) "ha-a-a-a-ates my gu-u-u-u-u-uts" (/Ron White impersonation), I'm carrying around an NCR outfit so I can actually, uh, go get things repaired and stuff.

So, kinda cool... enjoying a new aspect of the game that was basically useless to my good character.
Also, took the Confirmed Bachelor perk and lulz are being had. Already been able to use it on two guys that... really didn't come off (IMO) as swinging that way, so it was a bit of a surprise and LOL moment to see the perk convo option pop up. I mean, once the Render Unto Caesar quest pops up and I go to Legion camp, I'd totally expect that perk to pop up when talking to, say, Vulpes Inculta.

But the really funny-in-a-morbid way comment is more towards the fact that NCR sends a ranger chick after you, who gives you three days to make NCR like you "or else." That was new to me. When she popped up to tell me I had two more days, I started to feel like I was being stalked. When she showed up a THIRD time and warned that she'd see me tomorrow, my dude couldn't contain his utter anticipation (aka annoyance) any longer and was like "screw this annoying chick" and killed her and the other ranger out of pure spite. And then stripped her ranger outfit, so now he's got a swankier-looking NCR disguise than that normal trooper gear one (with that, the hat, and the authority glasses, he actually makes me think of "Super Troopers" lol). Completely evil, but just the way it played out was hilarious.
NCR Ranger Chick: "You have one more day!" *scolding finger* "See you tomorrow, punk."

My dude: "O rly?"

But it's still hard being mean. Seeing (Vilified) underneath the NCR places makes me

. And didn't have to worry about any sort of confrontation with Boone. Went up to talk to him, and he told me if I was an enemy of the NCR, I was an enemy of his and to bugger off. I was all like

and then had to remember I was playing my evil dude, not my goody-goody chick who's doe-eyed over broody sniper boy.