Fedora with a low messy bun.
I love a loose, low bun with a fedora because it's the perfect soft and feminine contrast to the menswear style of the hat. Also, the contrast of the messy, undone bun against the structure of the hat gives the look personality as well, certified Laurie Brucker of LaurieBstyle.
Beanie with loose waves and sideswept bangs.
A beanie is a great solution for a lazy day. To keep from looking lazier than you feel, pair your beanie with loose waves and sideswept bangs or a side part. The laid-back hairstyle creates a whimsy while the beanie adds the edge. Totally downtown chic, says Brucker.
Floppy hat with low braided pigtails.
A wide-brimmed floppy hat is such a great look, no matter the season. The right one can protect you from all kinds of weather, while adding a nice touch to your outfit. This look can conjure up Old Hollywood, so to maintain a balance, pair it with a carefree style. These low pigtails with small braid accents are amazing on their own, but we think they look particularly great when paired with a floppy hat. Try these pairings next time you want to wear a headgear, and everyone will soon be tipping their hats as you walk past.
Which hat style is your favorite and how do you wear your hair with it? Let us know in the comments!