i’m becoming quite the fan of wearing dresses over jeans (see my first foray here); making it work is really the same as any other outfit equation. it’s all about silhouette—putting the right dress over the right bottom. both times i used these j. brand jeans that are super black (and that i cut at the ankle for the perfect length), but a ponte pant or legging would work too. now for the dress, this one is under $50, and i love the flattering wrap neckline and multiple layers of draped fabric. wear it now under jeans, tights or leather leggings, and later with bare legs and a strappy sandal.