Right now i'm digging the US Army Combat Armor, Ranger Park Hat and Authority Glasses. Really enjoying all the cool food reciepes a high survival skill offers. Really great healing items too.

since dead money i've been rollin with the assassin suit, or the remnents armor if i'm not stealthing it up

The assassian suit is something I still need to try. I don't like the OWB stealth suit as it always injects med x, which makes my DT disappear after use. I've only been a one and done, with Dead Money lol

Elite Riot Gear or Ulysses' Duster.

Ulysses' Duster, rattan hat and lucky shades.

riot gear of some form or another

Van Graff black combat armour

Advanced Riot Gear with the corresponding helmet. I don't quite like the look of the Elite Gear. When out of combat I substitute the helmet with a ranger brown hat and authority glasses.

The thing I dislike about those helmets with the sneak sight is how your screen flashes weird when you come out of the crouched/sneak position. Its always bugged me lol so I never wear the helmet because of that. I also can't stand how so many weapons clip into the back of the riot gears. And its a shame as they are awesome armors.

Leather armor and a recruit legionaire helmet

The armor I'm wearing from the 3rd day of my playthrough (so far I'm playing game for exactly two weeks i(in real life, of course)) is Sheriff's duster (however, with mod that increases its DT to 9). I repair it with leather armors and haven't changed it for any other apparel yet, probably won't. It's a standard outfit for my character, besides I dislike power armors or other super protective apparel. Beside that, I'm wearing slave scarf and authority glasses.

Assassin's suit, Jessup's bandana and authority glasses.

I decided to start yet another Desert Ranger playthrough last week, so I whipped uphttp://cloud.steampowered.com/ugc/578954218505049093/10C729E7E05FCE557094CA629D69957AD6BE8EA4/ in the GECK to fit with the character. It turned out quite well, imo.

Here are some other screenshots:

http://cloud.steampowered.com/ugc/578954218505053152/F3C281812B12B365C9CED01A226F0F1149F6EE49/
http://cloud.steampowered.com/ugc/578954218505048018/426ADE5C818BEE50BEAB870528BC92C992F5123A/
http://cloud.steampowered.com/ugc/578954218505052122/B8FAE3A1095684E70879D7C1344E07FCDC13A9BF/
http://cloud.steampowered.com/ugc/578954218505050270/EE5060416097F067B8457F5D93EB04615B1932D7/

Ulysses' duster and mask.

Courier duster with Ulysses' mask.

Elite Riot Gear and Helmet.

I refrain from using Elite Riot gear at night because the helmet's effect is [censored] annoying.

JG's armor of course! 1st recon beret and that valence thing from OWB that gives you a blue halo around your head.

EDIT: doubley post.

I usually wear the Elite Riot Gear, and the Ist Recon Beret. I take off the helmet and put on my authority glasses when I go into a town, though.

Stealth Suit MK II, Atomic-valence tri-radii-oscillator or advanced riot gear helmet, 1st Recon Beret. Once I'm done with LR, I will wear Ulysses Duster again

Sniper character:
Desert Ranger Armor
Christine's Scilenced COS Sniper Rifle or Anti Materiel Rifle go quite well with this

Explosives/Big Guns
Remnants Power Armor
Minigun, Grenade Machine Gun, Missle Launcher, they all look great with this armor.

Energy Weapons
Gannon Family Power Armor
They were made for each other

Haven't done unarmed/melee yet, plan to soon

Crit-Build
Ulysses Duster, 1st Recon Beret, and when I find a mod that let's me equip headgear with it, Ulysses Mask.
With 10 luck, light touch, finese, built to destroy, better criticals, Both ranks of Laser Comander, and atleast a few ranks of Comrader-E, with energy weapons, you get ALL the crits.