If you are scared just like me of not looking good after 2 hrs, then only use a thick concealer that blends in very well (Almay makes the BEST concealers EVER) for skin imperfections, but if your skin is great, I don't see why you would need coverage, but hey, to each their own.
Mascara is great, but please I know waterproof mascara is a hassle to take off and you can loose your lashes because of it, so use a non-crease-smudge mascara, like the one I am using right now, I swear by it seriously, it's L'Oreal Voluminous mascara, which is 10000000 times better than Lash doubling from Clinique and Fantastic lash from Cover Girl which were my faves among millions of mascaras, L'oreal Vol. doesn't go away after hours and hours and best it doesn't crease.
For gloss, I suggest you use Lancome Juicy Tubes another fave of mine, choose a shade like Miracle which is basically a clear color with very soft shimmer in it, it'll look vibrant pink in the tube, but it comes out gorgeous. This is if you don't want to mess up with reapplication, because this gloss is so sticky, it stays on for at least 2 hours. And even if you touch rub your lips, if it goes away, it won't make you look terrible since it's such a subtle gloss, yet so beautiful.
As for blush, just skip it all, it clogs pores no matter what people say, and personally I find "faking" the blushing look is just superficial and unflattering one most people. Just my personnal opinion.
I am the laziest person and when I don't wake up early, I only have like 5 minutes to do my makeup. And that are the steps I follow. And for days I want something a bit extra (when I have let's say 4 extra minutes that morning) I use Clinique's high impact eyeshadows in shades of beige (so if it creases not problem because the color is going to be so natural) in the corner of my eye, and the shade that's a shimmery white on my brow bone. Voila, I simply add on a bit of eyeliner in brown from MAC (for some weird reason, the eyeliner from MAC are really soft, especially the black, so they fade away rather quickly, but unlike the others, the brown is soft but has a lot of staying power) because black is too in-your-face chick. LOL, I know it's a scary thought, but I think brown is more universially flattering.
But from what I understand, you want to look natural (I love natural makeup looks too, I find that too much easily turns into trashy if you don't use the right techniques), but in case you are willing to try a few simple makeup looks, I suggest you try these looks which are rather simple and don't need too much re-application.
Chloe S/S 04
I really like the makeup from that Chloe show, the skin is au naturel (well there's obviously blush and eyeshadow, but just keep it all natural), the key to this gorgeous breezy look (ewwwww I sound like some cheesy Cover Girl ad) is a tinted MATTE balm, try Labello's tinted Cherry lipbalm, it delivers that gorgeous sheer semi-red lipstick look. And it's a thick lipbalm, so it won't fade away too quickly and reapplication shouldn't be complicated.
Helmut Lang S/S 05
Skip the bronzer, go for the soft shimmer in the inner corner of the eye and under the eye and a soft muted fuschia sheer lipstick (try Cover Girl lipslicks which are slightly tinted lipbalms).
Stella McCartney S/S 05
Fresh looking skin and a sheer pink gloss (try a sheer liplacquer from MAC).