Oh, fun! Clothing choices can be intimidating at first. What I do is look online and browse through the stores (window shopping). Your subconsious is going to direct you, and you're naturally going to be drawn to certain clothing items. This is how I started finding my style. I was naturally drawn to button up shirts with jeans, and longer dresses. Retro styles and classic patterns. Once you have figured out what catches your eye, you will know what you need to shop for.
Luckily with women's clothing, you can find 100 different cuts and fabrics within a style set/genre. This is where you will pick your cuts and colors. Different colors and cuts will help minimize and maximize your assets to help achieve your most flattering profile. As others have stated, within each genre of attire, there are cuts that are flattering and some that are not.
Once you have that down, it's time to accessorize. This is probably one of the most important parts of pulling together a look. Shoes, purse, belt, hat, coat/jacket, earrings, watches, bracelets, necklaces, etc... Some lean more towards belts and hats, some necklaces and rings... Early on, you're going to want to concentrate on basics.
Basic watch (silver or gold) to match your skin tone, then 2 basic necklaces. 1 for formal ware, and 1 for causual.
Shoes and purses will be the next thing to look into. I neutral colors help at first (ie black, brown, white, denim). You're going to want a pair of flats, a pair of heels, a pair of sneakers, and a pair of running shoes. These basics will get you through just about every occasion.
Purses are pretty versital, a daily purse (your dumpster bag). One that is large enough to empty all your pockets into and it is about half full... And a small evening bag. One that will fit keys, cell, and wallet.
Coats, you're going to want one winter coat, and 1 summer jacket. If there's inclament weather, you're going to want a second summer coat for the poor weather days. Denim jackets are quite versital, Leather is always in fashion (and quite functional year round), and puff coats are very warm for winter.
Hats and headbands/hair ties are picket to suit. I use a lot of bandanas. They are cheap and quite versital as hair ties, hats, and accent pieces for the retro styles. I have a natural affinity for "rockabilly" and 50s. Baseball caps and simple headbands are also a good choice for daily wear.
I suggest 3 pair of pants, 5 shirts, 2 dresses/separates, 3 pair of shoes, 2 purses, and 2 jackets in neutral/multi-function colors to start and you'll have enough for full time. If you're just looking for a couple outfits to wear in private or the occasional outing, then go for broke and find something fun.