styling floppy hat

Styling a Floppy Hat

styling floppy hat

Happy Monday! I can’t believe how chilly it’s starting to get! Last week it was in the 60s and this morning it’s 40 degrees. Dressing for this weather can be really difficult. I’ve been sitting around the house applying for jobs in sweat pants and hoodies, so I haven’t had the dressing and layering issues you guys have had. Sipping coffee all day and job hunting isn’t something you need to dress up for!

How to Wear a Floppy Hat

Despite my sweat pant wearing days, I do like to have a little pep in my step when I go out! Sitting at home all day is probably the worst thing you can do for your mood. I have a closet full of pretty things to wear and am determined to wear them. One of the things that has been sitting on my shelf and tempting my cat to sit on is this great felt floppy hat. I bought it back in October and hadn’t worn it once! It has sat there for weeks and on more than one occasion my kitty, Puddin’, has tried to make a little bed on top of it. I finally decided to pull it out and wear it!

how to wear floppy hats

Styling it was harder than I thought. They’ve been in all the stores and fashion blogs so I assumed I could wear it with anything. After trying it on with several different outfits, I settled on a simple pair of jeans, tank top, sweater, and boots. How basic, right? Whatever, fall is the best season for basic girls like me, so I’m going to own it!

lucky brand review

Like I said, there are many stores selling these hats but I found this one at Old Navy. I’ve seen similar ones in Kohl’s, TJ Maxx, and a few other department stores. It’s one of those items that will probably only be popular this season, therefore I wouldn’t invest much money in one. Here’s a link to felt floppy hats under $25.

Steve madden boots

The rest of my outfit was simple. My jeans are from Lucky Brand, which I highly recommend! I’ve worn quite a few pairs of jeans in my day, but this brand is the most comfortable and long lasting. They are expensive if you don’t shop their clearance section often. I bought this pair (the Brooke Skinny in size 8) for $32! (Read my Golden Rules for Shopping). They’re a great jean to tuck into boots like these ones from Steve Madden. They were another bargain find from long ago!

J Crew statement necklace

Last but not least, the outfit was pulled together with a pretty statement necklace from J Crew and this faux fur sweater from Hollister. Yes, I still buy a thing or two from this high school haven as long as there aren’t seagulls all over it.

How do you usually wear a hat? Leave me a comment and follow me on Instagram!

witty n pretty

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I'm a Dallas fashion and mental health blogger! I love sharing affordable styles anyone can wear and also sharing mental health topics so people don't feel so alone.

18 thoughts on “Styling a Floppy Hat”

  1. Love it. question, when you go inside do you take it off? Would you wear this hat at night? These were some styling questions I have had for my very own felt hat that has only been worn once!


    1. I’m not totally sure! Etiquette usually just requires men remove their hats inside but I like to take mine off if I’m eating. I wouldn’t wear it at night though. If you think about it, wide brimmed hats are worn to keep the sun from your face. No sun at night, so no need for a hat!


  2. I agree with you that staying indoors can get to your mood, you gotta get out! Love the boots, have wondered if those jeans are worth the money, I need to look at your shopping ideas.


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