DSi or DSi XL conflict. 8[
If that's not feasible, I'd say it depends on how you game. I usually play my DS at home, and when I do take it out I keep it in my backpack more often than in my pocket, so if I were to spring for a DSi, I'd go for the XL to take advantage of the better battery life and screen size (both systems' screens are larger than the DS's anyway, so there'll be resolution issues either way; from what I've heard, they aren't that bad). If, on the other hand, you carry your DS with you a lot, like Phalkon seems to, it'd probably be better to go for the smaller model.
And despite what some people say, the DSi is definitely a great system. I'm just not sure if it's great enough, given that the 3DS is coming up soon; a few months ago, I'd have recommended it, but now, I'd rather wait and see.