How to wear a shirt dress outfit 1. Wearing vs Styling If you take a quick glance, I’m sure you’re thinking, aren’t you just wearing the dress as is with simple sandals? But if you look closer, you might notice the subtle styling. Still no? Ok, here’s what I did: I tied the belt to the side and unbuttoned a couple of buttons on bottom. I know it sounds like nothing, but trust me, it makes the world of difference. Instead of a bow, I did an asymmetrical loop, which I think makes the dress look more modern. And since I’m pear shaped, unbuttoning the bottom part of the dress gives room around the hip area for a more relaxed vibe. LTKOver40 LTKStyleTip