Hi, Gigi, I think you are so sweet to be so patient with *20 rules*!
Luckily the kind of makeup your mom wants you to wear is totally in right now! For some of the Fall shows, the models didn't wear mascara. Take a look at style.com, Marc Jacobs show in particular, for inspiration. (There are separate shots of the makeup for each show. Donna Karan was really pretty too.)
However, I personally would take a bit different approach if I were your mom. I would say brown mascara yes, eyeliner no. I would get this:
* brown mascara, not thickening (and possibly not lengthening either) Btw, it's faster than a curler once you learn--
* Matte or satin eyeshadows, ivory (for all over) and pale taupe
* blush, light pink or peach depending on your coloring
* tinted moisturizer (if you're going to use concealer, you need to use something all over for the powder to stick to so you don't get an uneven finish), concealer, powder--get this stuff at a department store so you can be sure it matches--maybe Clinique or MAC? For hard to match skin, visit Prescriptives--more expensive but it has to match!
* sheer lipstick (subtle but without the high shine and stickiness of lipgloss, but with all the moisture--it's only bad lipstick that's dry), light pink or peach (whichever you went with before)
* Brushes: eyeshadow, concealer, blusher, powder (MAC's are good & they will last you for years, particularly if you take good care of them--you can use your own shampoo and conditioner on them)
I'm a MAC user for most stuff & one thing I really like about it is not only do they recycle all the plastic containers, but they give you a free lipstick (you could get the sheer) for every 6.
Enjoy