I love the natural look and wear it pretty much all the time (no fancy dates for me), and like Nicole and Angie, I love Clinique's Black Honey lipstick--I'm actually wearing it right now! It really is universally flattering, no matter your coloring. Another lipstick I like is Origin's "Rain and Shine" line. It's really sheer, and it has a minty feel on your lips, which is really nice in the summer. My favorite color is Sparkling Punch (a pinky peach color), but of course find one that suits your coloring.
If you need more coverage for a foundation than tinted moisturizer, I highly recommend Bare Minerals. I bought a kit 2 years ago, and I just love it! It's the only foundation I've been able to stick to for a long time, because most other ones get so greasy here in the south, I can't stand the feel of it on my face. I also have very sensitive skin--BM is super light and very natural looking, and won't irritate any skin conditions you may have.
For blush I just LOVE Smashbox's "O Glow." It is a gel that you rub on your cheeks (you only need a little bit) and it works with your body heat to produce a really natural looking blush. They have a gloss as well called, "O Gloss," which works the same way. My friend loves the gloss, I think it's okay. I love the blush though. It's kind of expensive ($24, I think), but like I said, you only need a little bit.
For a mascara, I like Benefit's "Bad Gal Lash." The formula is really smooth and adds volume to lashes. The only caveat is that it is not waterproof. I haven't had a problem with it "traveling" (I don't rub my eyes), but I'll probably switch to a WP formula for summer.
You can go to Sephora or Ulta and try these products out before buying, if you'd like. If one isn't close by, some major departments stores carry these lines as well.
