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It can be hard to know how to style overalls, but I’ve compiled the cutest outfits with overalls to help you. It can be scary to try out wearing overalls and make sure that you’re not looking like a farmer. You’ll love these outfit ideas that will get you through each season of the year, but especially fall.
#1 Way To Style Overalls – Roll Them Up

Rolling up the bottom of your overalls a little is so fashionable and cute. Doing this will show more of your ankles and draw more attention to your shoes. You may not want to do this on colder winter days though, especially if it’s snowing.
For this outfit I’m wearing distressed overalls with the bottoms rolled up about 2 inches, a maroon short sleeve shirt, and leopard print mules.
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2. With A Vest

A vest is a fun addition to your overalls outfit. You can do a utility vest or a puffer vest. This is great for when you need a little more warmth, but don’t want a big, bulky jacket.
This is a great outfit for a colder day. I’m wearing overalls with a black puffer vest, a red long sleeve shirt, and white sneakers.
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3. With A Cardigan

There aren’t a lot of things that are as comfy and stylish as an oversized cardigan! I know I can’t get enough of wearing them. They look great styled so many different ways, and especially when styled with overalls.
I’m wearing dark overalls with a camel colored cardigan, a red shirt, and leopard mules.
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4. With A Plaid Flannel Shirt

Overalls and a flannel shirt make for a quintessential fall outfit that can be worn to the pumpkin patch, school, or to a fall festival.
Here I’m wearing distressed overalls, a black plaid flannel shirt, and black booties.
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5. Tie A Shirt Around Your Waist

Tying a shirt around your waist is a fun way to spice up your outfit and make it stand out a little more. Not everyone is confident enough to do this, but it’s easy and so cute. Don’t be scared to add a little pizazz to your outfit by doing something like this.
This is one of my favorite ways to style overalls! I’m wearing my overalls with a red long sleeve shirt, a black plaid shirt tied around my waist, and white tennis shoes.
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6. With Sneakers

There are many different shoes you can wear with overalls, but a favorite of mine is sneakers. They’re great for a casual look and if you’re going to be doing a lot of walking.
This outfit is overalls with a short sleeve maroon t-shirt and white sneakers.
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7. With A Short Sleeve Shirt

The easiest way to style overalls in the summer is with a short sleeved shirt. You can wear a loose or tight shirt depending on the vibe you’re going for. A loose shirt is more casual and relaxed. A tight shirt is a little more chic and sleek.
I love this look for summer! I’m wearing my distressed overalls with a white short sleeve shirt and black sandals.
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8. With A Black Shirt

Black is classy as can be! I love wearing black and I think it looks great with denim, like overalls. You can wear black with overalls year round.
This outfit is dark washed overalls with a black short sleeve shirt and leopard print mules.
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9. With Booties

Booties are really cute and classy with overalls. I love the look of booties with overalls that are rolled up a little.
This modest overalls outfit is so cozy and comfy looking. Lauren McBride is wearing dark denim overalls that she paired with a grey bodysuit, a camel colored long cardigan, brown booties, and a cream colored pom pom beanie. I am loving all the fall vibes of this outfit!
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- Similar overalls here
- Similar cardigan here
- Similar bodysuit here
- Similar booties here
- Similar beanie here
10. With Sandals

Sandals are a great go-to shoe for your overalls outfit in the spring and summer.
This outfit is overalls with a grey short sleeve shirt and black sandals.
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11. With A Sweater

I love the look of a sweater with overalls. You’ll want to make sure your sweater isn’t so big and bulky that it doesn’t fit under your overalls though.
This sweater works great with overalls! I love the fit of it. I’m wearing my overalls with a light purple sweater and leopard mules. It’s super cute for a fall outfit for women.
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12. With A Long Sleeve Top

A long sleeve top is great for a colder day that isn’t freezing. I love how a tighter long sleeve shirt looks with overalls.
This outfit is overalls with a red long sleeve shirt and leopard print shoes.
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13. With A Striped Shirt

Stripes are cute and timeless, so why not pair them with overalls?
I love stripes and leopard print together! So for this outfit I’m wearing skinny overalls with a short sleeve white and navy blue striped shirt and leopard print mules.
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