I think you’d be fine with maybe two or three pairs of jeans. Go with a dark blue skinny jean and/or a black skinny jean, and then a pair of bootcut jeans too. I like having a black skinny jean in addition to dark blue just in case I go out at night; black is a more sophisticated color than blue for jeans, in that case. http://www.urbanoutfitters.com/urban/cat… For skirts, I would probably get three. One with a cute pattern on it, a solid color, and a denim skirt. This way you have one that you can wear out, one you can be more casual in, and one for the summertime or to wear over leggings!