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A killer pair of black pumps
Black riding boots
A great pair of skinny jeans (a dark wash)
Black leather jacket
Denim jacket
A chambray shirt
A white blouse (button down)
A black cardigan
A white cardigan
A gray cardigan
Some statement necklaces to jazz up an otherwise plain top/dress

These are some staples I have because they are so versatile!

I've found the key is accessories. They can really improve your outfit and add some variety in your wardrobe. Plus you don't have to spend a lot and it doesn't matter what size you are either!!

My style is very casual and classic, I'm not trendy at all.

Cashmere cardigan (in a color that goes well with your wardrobe)
Lightweight cotton cardigan
Striped top
Good fitting dark jeans
2-3 day dresses that can be dressed up or down
Little black dress
A dark skirt (black, navy or grey)

Shoes:
Tall black boots
Classic sneakers like Converse
A killer pair of black heels
Nude pumps

Nice leather handbag, either black or brown

I am not trendy, I also don't own a single pair of leggings or a white button down shirt, which seems to be on every magazine's list!

A good coat, possibly 2, that you can put on over whatever you are wearing and look instantly polished. I think this is where a lot of women think they can get away without, not realizing that you can get really great coats at the end of season sales. I never wear black, my collection of coats is hunter green, heathered teal, small houndstooth and ivory. I also have a short khaki trench, but I am planning to switch that out to a black trench next season.

Dark jeans and white jeans in whatever cut works for your body, I look best in trouser style jeans, but I also have one pair of skinnies in both dark and white.

A blazer of any color or cut, instantly dresses up a tee and jeans.

One of my go to outfits is:
long sleeved gray round neck tee under a chambray button up shirt. Over that, a slim vest (not to puffy). Then, on the bottom, either a brown corduroy pencil skirt or a camel wool pencil skirt. Leather boots or Hunters, depending on where I am going.

I also think every woman needs suiting separates, they don't have to be expensive, but a coordinating blazer, skirt, pants or dress are handy to have. They can be used if you have to go to a funeral, dinner with your husband's boss, etc. I like Jones New York for this. I just got a jacket and pants for $60. I'll wear them for years.

A good blazer... Instantly dresses you up and makes you look polished without trying!