I love makeup. But i like a clean look. Its true all department stores will give you a demo, for free, I always liked MAC because they have awesome products that go on easily, and last. The prices are good when you consider the amount in the container, eg a foundation powder at a drugstore will have less than 15 grams, mac would have 30g. the price seems double until you consider this.
Sally beauty supply has some nice stuff, at a fraction of the cost. Their eyeshadows are just over a dollar, whereas Mac would be $16 for the same amount, with similar quality.
Maybelline makes an awesome mascara, great lash, recommended by all sorts of makeup professionals, and its $5-6.
eye shadows, check out sally or mac, its worth it, because they put a lot of pigment in the colors, meaning you use less, application will be easy and it will last for hours.
foundation, depends on your skin and preferences. I dont like liquids, they give a mask too easily, but I have dry skin. so I use a non greasy moisturizer and then a powder foundation. mac carries a product called studiofix, which gives great coverage and lasts forever. use a sponge for a heavier cover, or a large brush for more natural, just using more under eyes and over blemishes etc. its about $30 but will last and having tried many other brands, I have to say its the best. (for me)
lipstick... i use everything! (and always forget to reapply it so usually have none on) glosses, tinted chapsticks from bonne bell, lip stains, lip liner with gloss, cheapie lipsticks... I would steer clear of bright pinks and reds, few can pull that off very well, stick to neutral tones, peachy and beige coffee type names. NYC is a great cheap brand, less than $2 but has a watermelon scent (which is kind of ok)
Lancome lipsticks are heaavenly scented and feel great if you care to spend more.
most lines in department stores, like estee lauder, clinique, lancome have gift with minimum purchase. Take advantage of it if you buy those lines, you get an awesome value off assorted freebies, great to play around with, plus they usually have makeup removers, moisturizers, perfumes, makeup bags included. Mac unfortunately doesnt do this, however they have a recycling program with their lipsticks, turn in 5 or 6 empties for a free full size, your choice of color.
prices and products may be a little different, because Im in Canada :)