Everyday Starlet

Feminine and Masculine Energies in Relationships

How to Wear a Hat… with Confidence

How to Wear a Hat... with confidence - EverydayStarlet.com @sarahblodgett

If my relationship with hats was a Facebook status it would be “It’s Complicated”.  In my preteen years I had a bit of a love affair with hats (I blame Blossom, one of my favorite tv shows at the time starring Amy Farrah Fowler of The Big Bang Theory).  Basically any black felt hat with a faux flower on it I wanted to be on my head.

For some reason, I fell out of love with hats in high school and college.  However, in the early 2000s, when I was in my clubbing days, I had a fuzzy pink Kangol hat that was da bomb (and that saying was cool then as well).  I had a few trucker hats at that time as well, but when they went out of style I broke up with hats again.

I had just accepted that I would live a hat free life… until recently.  I’ve been seeing hats show up in the fashion world more often lately, but I just wasn’t really to take the plunge.  But on a recent trip to the new Primark in Boston I found a few inexpensive ones that caught my eye (the one I’m wearing, and this one from my Summer to Fall transition outfit).  I think hats and I may be back together.

If you’re thinking about getting together with hats, but you’re afraid to take the plunge, here are some tips…

How to Wear a Hat... with confidence - EverydayStarlet.com @sarahblodgett

Size does matter.  Not all hats are created equally, so try on a lot of them in different shapes and sizes to find the ones that go with your proportions.

It’s all in the timing.  Know when to wear a hat and when not to.  Traditionally women can wear hats indoors and outdoors… men have stricter etiquette rules about wearing hats, although many ignore them (my normally very laid back father can go on rants about how inappropriate it is for men to wear a hat indoors).  However, even for women, sometimes a hat is just not welcome.

Hats don’t tend to lend themselves to formal occasions (although fashion rules are made to be broken).  In addition, while it’s not a rule, I’d recommend anytime your doing any public speaking, or you need people to see your face clearly, skip the hat.

Be complimentary.  Your hat should be the cherry on top of your outfit sundae.  You can go for a contrasting look, like a menswear hat with a feminine dress, but make sure your hat works with the rest of your outfit and doesn’t compete with it. Treat a hat like any other accessory… because it is.

Don’t try to hide.  It’s a misconception that hats are for hiding (bad hair days, a pimple, etc).  Hats demand attention.  I saw a quote once that said something like, “you’ll always get more attention when you wear a hat.”  (I tried to find the exact quote, but it was a Google fail.)  I have noticed that I attract a lot of attention when I wear a hat, which made me self conscious at first.  However, now I figure why not have my Starlet moment… please, no pictures (big smile for the camera).

How to Wear a Hat... with confidence - EverydayStarlet.com @sarahblodgettHow to Wear a Hat... with confidence - EverydayStarlet.com @sarahblodgett

 

This look: Hat & Bag: Primark Boston Store//Neck Tie: a waist tie from a jumpsuit from Forever 21//Shirt: Charlotte Russe (no longer available, but any white shirt will work)//Jeans: Forever 21 (old)//Bracelet: BaubleBar Cabochon Stud Cuff//Shoes: Asos Harlequin Heeled Sandals (also seen in my off the shoulder top look)

Will you be wearing a hat this season?

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This post/video is not sponsored.  All opinions are my own.  All products mentions were purchased by me unless noted with an asterisk (*).  This post may contain affiliate links, that means that if you purchase any of these products, I receive compensation, through no extra charge to you.  That income will go towards making ES even better.  

I’m linking this posts to..Tues- The Creative Closet, Turning Heads Tuesday, Style Sessions, Trend Spin. Wed- Style Me Wednesday, Jersey Girl Texas Heart. Fri- Passion for Fashion,  Friday Finds

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Comments

  1. You look awesome! I tend to have no problem with my winter hat it’s the trendier ones that I feel a little silly in – but thanks for all these tips! xo,Biana –BlovedBoston

  7. These are great tips and I love that hat on you! I loved Blossom and wore a lot of hats as a kid too, but haven’t worn one as an adult in a while. I may have to try one!

  11. YES YES YES! I love that you brought this up! I have been in a love/hate relationship with hats too. I honestly didn’t start wearing baseball caps until my sophomore year of college because I hated how they looked on me…now after I work out I live for putting hats on. I always made fun of my friends too when they all jumped on board with the floppy felt hat trend a few years ago because i thought they looked ridiculous! But I FINALLY broke down and found a hat that I liked a month ago and I’ve still yet to wear it because I’ve been to nervous. But you just broke the camels back and I’m going to have to wear it this weekend!

  15. Hats are no doubt a very tricky game when it comes to fashion. I do feel like the people who wear hats can pull them off, but I always feel like I’m pretending when I wear hats. I also have a large fear of hair falling out, which is what I keep telling my boyfriend so his hair doesn’t FALL OUT!! I suppose I wear hats to protect myself from the sun when going to the pool and whatnot but I don’t really wear hats with outfits. People are work would know I was overly dressed up haha. Love your pics & your tips so thank you! xx, adaatude.com

    • Hats that are too tight can cause hair breakage if you wear them all the time… but hair loss is tied to genetics and health… so I wouldn’t worry too much about that. But you’re right, hat can be tricky to wear with confidence 🙂

    • Hats that are too tight can cause hair breakage if you wear them all the time… but hair loss is tied to genetics and health… so I wouldn’t worry too much about that. But you’re right, hat can be tricky to wear with confidence 🙂

  16. I love, love, love hats! I seem to collect more and more of them each year! Such a great post! You look gorgeous! XO

    Anna
    alilyloveaffair.com

  19. Hats are my go-to always all of the time! I love hats of all kinds, during the summer I feel like I live in baseballs caps. I know a lot of girls feel like they can pull them off but I think it all has to do with the shape and size of the hat with your face. Not all style flatter everyones head. You look adorable!

    xo,
    Taylor | http://www.styleiseverythingblog.com

  20. I LOVE this post and your tips and hats in general! I completely agree that a hat isn’t something to hide behind – its something to make you stand out from the crowd!!

    🙂

    xo, Christina

    Fashion & Frills

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