Picture #1 Wearing beanies out on the town is a tuff one to pull off. Before you attempt this, first make sure that you look good in a beanie. Seriously, I have werid shape head and wearing a beanie just exemplifies it. So, if you choose to wear a beanie, make sure it looks good on your dome and more importantly make sure it is a beanie that is meant to be appropriately worn with a semi-formal outfit. You will know when you see one, and if you don’t know then don’t wear it. What works nicely with this outfit is how his beanie matches his undershirt. He has unbuttoned the first several buttons so you can notice the color. The rest of the outfit is pretty conservative, but he wanted you to notice his beanie and he did a great job. With out the matching beanie and undershirt you would never notice anything different with his outfit. It all works well together. Picture #2 Once again it is the hat that puts this outfit together. The reason I chose these two outfits were to show how a headpiece can really change the dynamic of a look. The theme of his clothes are dark colors. He starts with a black newsy hat and finishes off with black shoes. He stays conservative in between so you notice his hat. If the outfit was busy then you would of either noticed that the hat was too much or you would of never noticed the newsy cap to begin with. When you are wearing hats that are meant to be noticed, stay conservative with the get-up.