I usually wear jeans, either skinny or with flared bottoms....and cute T-shirts (regular length or extra-long) or turtlenecks. I adore wearing turtlenecks.
When it gets chilly, I either wear a hoodie (when I´m going more casual) or some sort of jersey/cardigan (when I wanna go for a more serious look).
And as far as shoes go, I love wearing boots. Flat ones or ones with heels, I wear them depending on my mood. As soon as spring really starts, though, I´ll have to put them and my turtlenecks away, though....

I tend to wear running shoes when I wear hoodies.
I want to buy some gladiator sandals for this summer, to wear with shorts.
Oh, and I love wearing leggings with a dress-tee, though I don´t usually dress like that.