#2. The dress, continued

While the front is fairly demure, the back shows just a little skin, and that's what makes a dress like this so versatile. When you're looking for your ideal little black dress, imagine the different places you want to wear it. Is cleavage appropriate? How short should your skirt be? Showing a little bit of back, like this, is a great way to keep from looking too conservative while still keeping Grandma happy, if that's a concern.