An easy way to glam up a casual outfit (like jeans and a simple sweater) is to throw on a fun pair of stiletto pumps. I first saw the boyfriend jeans paired with heels look three or four years ago and I was immediately hooked. I love the juxtaposition between something uber casual paired with something a little dressier. During the day, when I’m running around with Ava and heels just aren’t practical, I’ll switch them up for a pair of pointy or leopard flats. Same basic effect, much more manageable. But if I’m on my own, or out on a date with my husband, you can pretty much always find me in heels.