How to style a black floppy hat

Last time I shared some of my favorite ideas for wearing a fedora hat and I really enjoyed compiling this list. (I’ll leave a link to that blog post at the bottom of this article.) This time, I’m going to talk about something really similar, which is the black floppy hat. I know that for many of you, when it comes to fedoras and floppy hats, there’s a pretty tall wall preventing you from stepping outside your outside. I just want to know that the wall was created by your mind and a trick I’ve learned from other smart people to force yourself into a difficult act is to simply count from 5 to 1 and then move on. So come on, 5, 4, 3, 2, 1, let’s look at some of the best ways to style a black floppy hat and take action to try them.

Black floppy hat with knotted denim shirt and pencil skirt


I’ll start with an elegant outfit that you can either wear to casual gatherings or to work (take off your hat when entering the office). Just wear a knotted denim shirt and pencil skirt. For shoes, I would recommend ballet flats or sandals. You can wear white sneakers if you really want to look casual. Then, of course, put on the black floppy hat that makes this outfit so unique.

Wear it with black and white striped t-shirts and knee-high boots

black and white striped t-shirt black floppy hat

I can’t remember how many times the black and white striped t-shirt has popped up in my blog posts for top outfit ideas. That says something about the importance and versatility of the t-shirt. Wear a long sleeve striped t-shirt with black skinny jeans, brown leather knee boots and a black floppy hat to complement this outfit.

Wear it with a black scarf and cardigan

black floppy hat scarf cardigan

Sometimes I feel like the black floppy hat can easily throw you off balance as it makes the top look heavier. Most of the time it’s not really a problem, but if you want to fix that little bug, wearing a scarf can make up for it. For example, you can wear a white t-shirt, black leggings, a cardigan, a black linen scarf and a black hat.

Black floppy hat with a knitted sweater from Heather Grey

black floppy hat, mottled gray knit sweater

A black floppy hat reminds me of some old, classic French movies for a reason. And I feel like a black and gray look can capture that classic sleek look. You can also wear a comfy heather gray knit sweater with black leggings and a floppy beanie.

Wear it with a comfy white sweater and black leather trousers

black floppy hat leather pants

A floppy hat can make a good artistic outfit when paired with other black or white pieces. This outfit can be paired with a comfy white sweater and black leather pants. Complement your outfit with leather boots and a black hat.

Wear yours with a navy and white striped tee and skinny jeans

Navy blue and white striped t-shirt black floppy hat

Sometimes you can just try putting on a black floppy hat to see how it goes with the usual casual outfit you wear. Very often you can find something that looks good yet unique. This outfit is a good example of an already good-looking casual outfit with the addition of a hat. To achieve this look, you can simply wear a navy and white striped t-shirt with skinny jeans and ballet flats. It looks good without the hat, with the hat it looks more stylish and artistic.

Wear it with a tie chest bodycon dress and tall boots

black floppy hat tie chest bodycon dress

If you’re among the group of people who have struggled to stay in shape, this outfit could easily be the best looking outfit on this list. The form-fitting black tie-front dress and over-the-knee boots are such beautiful pieces that they almost certainly look good if you have a nice figure. The black floppy hat completes the image that just needs people’s attention.

Light gray blouse and black skinny jeans

gray blouse black skinny jeans

For a truly casual unisex look, you can wear a light gray blouse with black skinny jeans and ankle boots. The black floppy hat gives you that old school gentleman look.

Black Hat & Boho Dress

black floppy hat boho dress ankle boots

As a big fan of boho style, I’m always exploring different ways to dress boho style. While you might not see that often, a black floppy hat and a boho dress can look pretty awesome together. You can easily complete the outfit with ankle boots. Even better, they can be strappy sandals. For more information on this type of shoe, see our blog post on wearing strappy heels.

Wear yours with a denim shirt and black skinny jeans

Denim jacket black skinny jeans hat

You can also wear the black floppy hat in an interesting way to create a great contrast between the artistic factor of the hat and the roughness of the denim shirt and ripped jeans. To achieve this creative look, you can wear the black hat with a heavily washed denim shirt, ripped black skinny jeans and ankle boots.

Wear it with a gray cardigan and leather leggings

gray cardigan leather leggings outfit

To look elegant with the floppy hat, you can wear a black blouse, leather leggings, long gray cardigan and ankle boots.

Wear it with a cardigan with a long knit sweater

long knit sweater cardigan black beanie

You can also combine the black hat with a light color. For example, wear a white t-shirt, black jeans, ankle boots and, above all, a green cardigan with a long knitted sweater with the floppy hat.

Here are some of my favorite ways to style the black floppy hat. I highly recommend stepping out of your comfort zone and trying out creative items like the floppy hat. By the way, for those of you who also want to see some felt hat outfit ideas, please read our blog post on how to style a black felt hat. If you are interested in other outfit ideas, please navigate the site and I am sure you will find something useful for you.

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