So, I've decided I'm going to buy one of the dlc (only one for now, the rest later) but I don't know which one to buy.
So, I put the question to you, which New Vegas dlc should I get first?

Only one?

You should buy them all and play them in the order they came out. They add to the story of the main game and all build up to Lonesome Road and the battle of the two couriers.

Well, for a one time buy, I'd say Old World Blues because you get lots of cool stuff, it's meant to be played backwards with Dead Money and has great replay value. You can return to OWB and you get great loot and a lot of exploration.

Honest Hearts is boring, I haven't been back to Zion ONCE...Dead Money, you can't return to and Lonesome Road will be a big skip in the storyline of DM and OWB. DM >> OWB >> LR is the official order and of their release. But the way DM and OWB were designed let the be played OWB >> DM >> LR. LR must always be last, as the story of DM has stated. OWB and DM can be played in either order.

So, OWB seems like the best bet in all areas.

I prefer buying one at a time so I'm not distracted.
And I don't want to buy them if they're awful. Don't want a repeat of Mothership Zeta.

^this^. If you really like the game and have the money, you really should get them all. Each DLC has its own unique qualities that make it interesting, dead money had the best story, old world blues the best humor etc.

They are all good DLC.

If you are dead set on one at a time, get Dead Money. Then Honest Hearts followed by Old World Blues.

No DLC could possibly be as good as OWB...but if you were only going to get one, I would wait until LR comes out, read the reviews and then decide to buy OWB

dont buy LR, wait for it and if peoples opinions say its better then OWB, get it but if its not get OWB

I would say wait for Lonesome Road, but like a lot of other people have already said, the story really builds up if you play the DLCs in order of release since DM, HH and OWB all have a lot of references to LR. If you played LR first then those references become kind of meaningless.

They're all equally good in their own ways IMO. I guess it depend son what you like. I would say wait until Lonesome Road is out, get an idea in your head about it, then decide on one that you think you'll enjoy the most.

...or just buy them all. That's the best way.

If you liked Point Lookout in FO3, i.e. wants more of the same of what the base game offers, I'd recommend OWB. HH does things similar but not as well and DM is really a one off and for people with acquired tastes.

Your avatar always reminds me of Tin-Tin for some reason Styles

OT: IMO, you should get them all, but if money is an issue... Maybe wait till Lonesome Road comes out, and then watch YouTube videos of all the DLC, see which one appeals most to you?

I say get Honest Hearts. Who knows what Lonesome Road will be like. It's so hyped up right now, it may not live to the hype. I was disapointed with Dead Money just "forced" myself through it. Glad I got it, but I have all of them so far. So if you can only pick one, I say HH. I liked the story, the world seemed big, bigger than OWB. HH actually feels like it's part of New Vegas and the Mojave, while OWB feels like Mothership Zeta or Operation Anchorage a bit, that it doesn't feel like you are in the current Fallout landscape.

OWB was ok, but repeating the same quest 3 or 6 or even 9 times to complete it, is not my kind of fun. The loot is great, but it just seemed it was missing something that HH had.

Wait it out.

You can decide from there. Only 3 more weeks right?

HH has like a singular reference to LR, and it's stupid...truly, it's not worth buying the DLC over.

Honestly it all comes down to you, and I don't know you.

DM: Is good if you love a challenge, and don't mind dieing (You will die). It has a very horror/survival feel to it. Also a great story.
HH: Story is a little sub par (In my book), but the exploration is great. If you love the survival skill then Zion will be your new home. Its also a great expansion if you love hand guns.
OWB: If you enjoy comedy, and having your morals questioned then this is the expansion for you. It is the only DLC that had me questioning myself. It is also the most humorous of the expansions.

LR: Honestly if you do plan on getting them all at some point I would save this one for last. It seems to be the knot that ties everything together.

Other then saving LR I really don't see any order you should do them for story continuity. There are characters you meet in one that you hear about in the other, but honestly it should all boil down to the same effect.

With all that said my favorite, and my pick in the pole is HH.

I say Old world blues is best because it It expands your perks and weapons a ton............ Honest hearts is WAY to short and really is not worth the money....... Dead money is a very dark DlC, Where it is an only one shot deal for going there.....( There is no going Back) So I would say Old world blues is your beat bet....plus you can go back and explore it.

BUY NONE!!! they all have massive gamebreaking glitches that ruin otherwise good stories

Actually, Joshua Graham has a lot of dialogue refrencing the Divide. Are you talking about him saying that he expected a frumentari courier to assassinate him?

For the simple fact of getting one of the most powerful weapons in the game, Dead Money. The story is good too. In order:

1- Dead Money
2- Old World Blues
3- Lonesome Road (that hasn't even been released yet)
4- Honest Hearts

It's not that I don't like HH, but it got to be kinda boring towards the middle and end.