Hmm - usually something like the pic in my profile. Essentially a black skirt and some variation of a top. On vary rare occasions I'll wear a dress, but usually not, unless it's a tight fitting, straight one, otherwise, some guys take it upon themselves to lift it up - which I don't really appreciate all that much.
And heels, because I'm a short arse, usually black - but not always.
Depends on the weather and the . In the summer I just wear shorts and a T-shirt. When It's not so hot I'll wear a casual blazer over a v-neck or button down with dark wash jeans. If there's a hockey game on and I'm hitting a sports bar then I wear a jersey.