Could I be a hat person? | Cup of Jo

Jannelle Sanchez

The other day I asked a question about Instagram: ‘Are you a hat person?’ Surprisingly, most made the same confession: “I love hats,” the New Englander wrote Cheryl Sparks“But I always do eye catching.”

I get it, hats are intimate. Still, I have a theory: If you want to be a hat person, you can be. You don’t need a certain size head or the ‘persona’ we sometimes assume people have (they’re artistic! They’re outgoing! They don’t mind standing out!). You just have to believe you are a hat person.

After all, Cup of Jo reader Madison said she always admired hat people, but then had an epiphany: “One day I just decided to become one. Once you wear hats regularly, other people start to think, that you are also a hat person.”

If you want to jump in, here are five hats to play with:

Baseball cap
The baseball cap is a gateway hat. Most people start wearing it to cover unruly hair while running errands. But then they take it upon themselves to wear one to meet friends in the park. And soon they’re wondering how it would look with a silk petticoat even when their hair is freshly dried. You can take the relationship to the next level with a slogan cap: I wear a similarand this one-liner made me laugh. Or, if you prefer no slogans, this pastel number would go with anything.

Straw sun hat Cup of Jo

Straw hat
A straw hat is another great entry-level style because it’s practical (hello, sun protection) but brings personality. When I have a floppy on, I feel like I should be cruising down Highway 1 admiring Big Sur’s cliffs and crashing waves.

Kop Jo fishing cap

Fisherman’s cap
This fishing cap provides face shade, but let’s be real, I don’t use it for sun protection. I wear it because it makes me feel like a JLo backup dancer. You can mate this with a black turtleneck and houndstooth mini skirt for one Only murder in the building atmosphere. Or put on for a more casual feel this olive number with white T-shirt and jeans.

bucket hat cup yes

Bucket hat
The first time I wore this bucket hat, my friend Angela laughed out loud. But I understood. Bucket hats are not designed to look good. Their revival is a playful trend, and I’m going to lean hard on this ’90s-inspired fashion moment. If you have felt like experimenting with a bucket, this understated version would go with any outfit and if you prefer prints how cute are they These?

“Why are you posing like that? You’re so silly!” my husband Max laughed as he took the photo above. Obviously, I’m not 100% confident in wearing berets, but this winter I’m determined to fake it until I make it. If you’ve already mastered wearing these cuties, 1) I’m really jealous and 2) please share your styling tips. Ideally, I look more Parisian than Griswold. I would like to incorporate a beret in my everyday winter uniform. And how beautiful it is this color?

What about you? Are you wearing hats? I build up the courage to bear this in the autumn!

PS 15 baseball caps for every personality and “how I found my personal style.”

Note: If you purchase anything through our links, we may earn an affiliate commission at no cost to you. We only recommend products we really like. Thank you.

Related Posts