Photographed by Andrea Dryhaug

(Hat: Madewell, Shirt: Nordstrom BP (Similar), Shorts: J.Crew Factory, Shoes: Target (Similar), Belt: The Limited (Similar), Bag: Longchamp, Watch: Michael Kors, Bangles: J.Crew (Similar), Earrings: Madewell, Rings: Madewell)

If there is one accessory that really throws me off my game it’s a hat. I love them on other people and I buy them thinking I will wear them, but I can never really seem to put them with an outfit when the time comes. This hat is inspired by my favorite blogger, she wore it and I thought I needed to give this hat thing a try. I think from my beach hats I find hats to be, in general, more casual but that is not the case. They can be dressed up or down and even worn with a cute skirt. If you are starting with a darker hat, like this one, add accents of that color back into your outfit. This will help you feel like you are not top heavy with the darker color.

I think if you choose to wear a hat (and you should!) make sure you own it. You can drown under a hat if aren’t feeling totally comfortable. Start small, wear you hat for a short amount of time or to an event you know has a time limit. Don’t just wear hats when you have dirty hair, you will start associating hats with that and you won’t feel put together when you do wear them.

I hope this fall brings us many more hat outfits!