I consider myself a pretty practical person, and that extends into things like my makeup collection. I'm not fully stocked in very expensive makeup...but, there are a few staple items that I think are worth the money.
Naked and Naked 2 Eyeshadow - absolutely obsessed with these palettes - I use both, just depends on what mood I'm in. The primer that comes with Naked is so great (but E.L.F. makes a great one too), and I love the brushes that come with Naked 2! From Naked, I typically use Virgin/Sin mixed together, Naked/Buck in the crease, and Darkhorse to blend my eyeliner. In Naked 2, I usually use Foxy/Bootycall all over, Chopper/Tease in the crease, and Snakebite to blend my eyeliner. Sometimes I'll get experimental though. :)
E.L.F. Mineral Eyeliner in black - love this eyeliner...I'm not great at applying a straight line, but I use a shadow from my Naked palettes to blend it after I apply, so it really doesn't matter if it's perfect. It blends very easily!
Lancome Definicils Mascara in Black - I had a sorority sister in college that always had the prettiest, longest lashes. One day she told me this was the mascara she used, and I've been hooked ever since!