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Purfect Sunday

by Monti Wheeler

How To Style An Oversized Flannel
Fashion

How To Style An Oversized Flannel In Ways That Are Easy, Cute, And Stylish

January 19, 2023
this post may contain affiliate links. this means i may earn a small commission if you purchase a product through my link at no extra cost to you. all selections are curated by me and opinions remain my own.

A flannel shirt is the fall and winter wardrobe staple that will keep you warm, comfortable, and in style. Flannel is a naturally warm, soft fabric made from cotton, wool, or synthetic fiber. The fabric is often used to make button-down shirts, dresses, and jackets and often comes in multi-colored plaid patterns.

So today, let’s go over some ways you can style a flannel that will be anything but boring. Whether your personal fashion style is edgy, laid-back casual, or ultra-feminine, there’s a way for you to wear an oversized flannel.

How To Style An Oversized Flannel

Layer A Flannel Shirt

Use a warm flannel shirt as a top or bottom layer and look good. Wear it as a cover-up over a crop top or add warmth to a turtleneck shirt.

Dress It Down

Because flannel is a low-key statement piece on its own, you can wear it with the most simple outfit and still be trendy, especially if you wear the right accessories with it.

Mix Fabrics And Textures

Because flannel is a soft, brushed fabric, it has a distinctive look to it. Also, you can easily create visual contrast by wearing your flannel shirt with denim, leather, or silk fabrics.

Tied Around Your Waist

Tie a flannel shirt around your waist for 90’s style. You can keep it tied around your waist all day or until the weather cools and you need a warm second layer.

Wear It As A Dress

Additionally, an oversized flannel can also be worn as a short dress with boots for a night out. Or, for a casual daytime look, wear it with a leather jacket and Converse sneakers.

With Knee High Boots

Lastly, skip the pants and leggings and instead pair an oversized flannel with a pair of tall boots. The high boot and heavier weight of the flannel fabric will anchor the shorter hemline.

Oversized Flannel Outfits

How To Style An Oversized Flannel with leggings
With Leggings

Pair your oversized flannel shirt with a pair of black leggings and sneakers for the ultimate lazy chic combo. This outfit is also extremely comfortable for a day of running errands, traveling, or sitting in class.

Style As A Dress

A flannel dress can be worn both long or short. Try belting a long loose dress to cinch your waist and add shape. Or layer a short flannel dress with a leather jacket.

Pair with tall boots to dress up your outfit and also keep you warm on cold days while. Or wear white sneakers for a more casual vibe.

How To Style An Oversized Flannel as a dress
How To Style An Oversized Flannel with Shorts
Wear With Shorts

This makes a great seasonal transition outfit. Tuck your flannel shirt into your shorts and then wear them with sneakers. Or with knee-high boots and a flannel shacket.

Tucked Into Pants

Wear your oversized flannel tucked into straight leg jeans or mom jeans. These high-waisted styles accentuate your waist and also lengthen your legs, creating a flattering silhouette.

Because plaid shirts have so many colors in them, you can easily pair one with some statement pants. Pull a complimentary color from your shirt, and wear it with leather, velvet, or bright-colored pants.

How To Style An Oversized Flannel with pants
Flannel shirt knotted up
All Knotted Up

Take an oversized flannel shirt and tie the front into a knot to turn it into a cute fitted crop top. Roll the sleeves to your forearms to elongate your arms. Pair with a pair of jeans, and you will have a cute outfit perfect for a warm fall day or an evening out.

As A Blazer

Extend your summer wardrobe by wearing an oversized plaid blazer over your summer slip dresses. Or switch up your usual black blazer with a plaid one that matches the season’s earth-tone colors.

flannel blazer with jeans
Sporty athleisure outfit
Go Sporty With It

To make a streetwear or athleisure-inspired outfit, wear an oversized flannel shirt over a sports bra and leggings. Or wear a onesie, and tie your flannel around your waist. Then pair it with a baseball cap, sunglasses, tube socks, and athletic sneakers.

Layer It

There are a lot of fun ways to layer your flannel. Leave an oversized flannel shirt untucked and then layer with a cozy sweater. Throw it over a hoodie or as a base layer with an open cardigan or coat.

.

how to layer flannel shirts
Casual flannel outfit with jeans
With A White T-Shirt and Jeans

A warm flannel can take the place of a lightweight jacket on warm fall days. Wear over a white tee shirt and jeans and also pair with your favorite sneakers. If you get too warm, tie your flannel around your waist, an easy, casual outfit with a ’90s flare.

With A Skirt

Try tucking your flannel shirt into a high-waisted midi or pencil skirt. I’d also wear this with boots, heels, or slides. You’ll feel put together but casual enough to wear this to brunch, school meetings, or work.

Knotted flannel with skirt
Plaid long trench coat outfit
As A Trench Coat

So this one is not technically an oversized flannel shirt, but swapping out your regular black or camel trench coat makes a nice unexpected change.

Oversized Flannels For Women

Some of my favorite places to shop for Flannels are:

  • Revolve (for their extensive selections and fast shipping)
  • Shopbop
  • Bloomingdales (for their sales)

And lastly, my all-time favorite brand of flannel shirts is Rails because of how soft they are, and they last forever!

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I'm a lifestyle blogger, adventure seeker & full-time Mommy. I have a passion for all things beauty-related, fitness, fashion, travel, and healthy living. Purfect Sunday is where I share everything I learn along the way.

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The most important $27 I ever spent taught me why I overspend.

You buy something you didn’t really need. You feel amazing for about an hour. Then the good feeling quietly turns into guilt… and the little speech starts: why did I do that?

This week’s episode of the Purfect Sunday Podcast is about the emotional side of money — not budgeting or spreadsheets, the feelings underneath what and why we buy. 💛

Here’s what I learned the hard way:
→ Most spending was never about the thing. It’s about a feeling we’re trying to change — stress, sadness, boredom, loneliness, feeling invisible.

→ Breaking the cycle isn’t about white-knuckling your way through life never buying anything nice. It’s naming the emotion driving the need to shop, and putting time between the urge and the buy.

This week’s challenge: next time you feel the urge to buy something you weren’t planning on, pause before you check out and ask one question — what am I feeling right now?
  • Your life can look completely different 6 months from now if you get strict with yourself and lock-in 🔒
  • We officially have 6 months left in 2026 — and no, you are not behind.

Six months is enough time to lock in. To become the girl who drinks the water, reads the books, moves her body, takes care of her hair, skin and nails, and actually dresses like she’s the main character. Six months is enough time to glow up in any area of your life you’ve been putting off.

And here’s your reminder: money spent on your health, learning, and feeling your best — is never wasted. That’s not splurging. That’s investing in the woman you’re becoming.
Half the year is still yours. Let’s not waste it. 🤍
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comment “Spend” and I’ll send you the link 

The most important $27 I ever spent taught me why I overspend.

You buy something you didn’t really need. You feel amazing for about an hour. Then the good feeling quietly turns into guilt… and the little speech starts: why did I do that?

This week’s episode of the Purfect Sunday Podcast is about the emotional side of money — not budgeting or spreadsheets, the feelings underneath what and why we buy. 💛

Here’s what I learned the hard way:
→ Most spending was never about the thing. It’s about a feeling we’re trying to change — stress, sadness, boredom, loneliness, feeling invisible.

→ Breaking the cycle isn’t about white-knuckling your way through life never buying anything nice. It’s naming the emotion driving the need to shop, and putting time between the urge and the buy.

This week’s challenge: next time you feel the urge to buy something you weren’t planning on, pause before you check out and ask one question — what am I feeling right now?
comment “Spend” and I’ll send you the link 

The most important $27 I ever spent taught me why I overspend.

You buy something you didn’t really need. You feel amazing for about an hour. Then the good feeling quietly turns into guilt… and the little speech starts: why did I do that?

This week’s episode of the Purfect Sunday Podcast is about the emotional side of money — not budgeting or spreadsheets, the feelings underneath what and why we buy. 💛

Here’s what I learned the hard way:
→ Most spending was never about the thing. It’s about a feeling we’re trying to change — stress, sadness, boredom, loneliness, feeling invisible.

→ Breaking the cycle isn’t about white-knuckling your way through life never buying anything nice. It’s naming the emotion driving the need to shop, and putting time between the urge and the buy.

This week’s challenge: next time you feel the urge to buy something you weren’t planning on, pause before you check out and ask one question — what am I feeling right now?
comment “Spend” and I’ll send you the link 

The most important $27 I ever spent taught me why I overspend.

You buy something you didn’t really need. You feel amazing for about an hour. Then the good feeling quietly turns into guilt… and the little speech starts: why did I do that?

This week’s episode of the Purfect Sunday Podcast is about the emotional side of money — not budgeting or spreadsheets, the feelings underneath what and why we buy. 💛

Here’s what I learned the hard way:
→ Most spending was never about the thing. It’s about a feeling we’re trying to change — stress, sadness, boredom, loneliness, feeling invisible.

→ Breaking the cycle isn’t about white-knuckling your way through life never buying anything nice. It’s naming the emotion driving the need to shop, and putting time between the urge and the buy.

This week’s challenge: next time you feel the urge to buy something you weren’t planning on, pause before you check out and ask one question — what am I feeling right now?
@monti_wheeler
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comment “Spend” and I’ll send you the link The most important $27 I ever spent taught me why I overspend. You buy something you didn’t really need. You feel amazing for about an hour. Then the good feeling quietly turns into guilt… and the little speech starts: why did I do that? This week’s episode of the Purfect Sunday Podcast is about the emotional side of money — not budgeting or spreadsheets, the feelings underneath what and why we buy. 💛 Here’s what I learned the hard way: → Most spending was never about the thing. It’s about a feeling we’re trying to change — stress, sadness, boredom, loneliness, feeling invisible. → Breaking the cycle isn’t about white-knuckling your way through life never buying anything nice. It’s naming the emotion driving the need to shop, and putting time between the urge and the buy. This week’s challenge: next time you feel the urge to buy something you weren’t planning on, pause before you check out and ask one question — what am I feeling right now?
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@monti_wheeler
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Your life can look completely different 6 months from now if you get strict with yourself and lock-in 🔒
4 weeks ago
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@monti_wheeler
@monti_wheeler
•
Follow
We officially have 6 months left in 2026 — and no, you are not behind. Six months is enough time to lock in. To become the girl who drinks the water, reads the books, moves her body, takes care of her hair, skin and nails, and actually dresses like she’s the main character. Six months is enough time to glow up in any area of your life you’ve been putting off. And here’s your reminder: money spent on your health, learning, and feeling your best — is never wasted. That’s not splurging. That’s investing in the woman you’re becoming. Half the year is still yours. Let’s not waste it. 🤍
4 weeks ago
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When the girls trip finally makes it out of the group chat 🏝️✨
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The beach day we needed 💛
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3 weeks ago
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comment “Spend” and I’ll send you the link 

The most important $27 I ever spent taught me why I overspend.

You buy something you didn’t really need. You feel amazing for about an hour. Then the good feeling quietly turns into guilt… and the little speech starts: why did I do that?

This week’s episode of the Purfect Sunday Podcast is about the emotional side of money — not budgeting or spreadsheets, the feelings underneath what and why we buy. 💛

Here’s what I learned the hard way:
→ Most spending was never about the thing. It’s about a feeling we’re trying to change — stress, sadness, boredom, loneliness, feeling invisible.

→ Breaking the cycle isn’t about white-knuckling your way through life never buying anything nice. It’s naming the emotion driving the need to shop, and putting time between the urge and the buy.

This week’s challenge: next time you feel the urge to buy something you weren’t planning on, pause before you check out and ask one question — what am I feeling right now?
comment “Spend” and I’ll send you the link 

The most important $27 I ever spent taught me why I overspend.

You buy something you didn’t really need. You feel amazing for about an hour. Then the good feeling quietly turns into guilt… and the little speech starts: why did I do that?

This week’s episode of the Purfect Sunday Podcast is about the emotional side of money — not budgeting or spreadsheets, the feelings underneath what and why we buy. 💛

Here’s what I learned the hard way:
→ Most spending was never about the thing. It’s about a feeling we’re trying to change — stress, sadness, boredom, loneliness, feeling invisible.

→ Breaking the cycle isn’t about white-knuckling your way through life never buying anything nice. It’s naming the emotion driving the need to shop, and putting time between the urge and the buy.

This week’s challenge: next time you feel the urge to buy something you weren’t planning on, pause before you check out and ask one question — what am I feeling right now?
comment “Spend” and I’ll send you the link 

The most important $27 I ever spent taught me why I overspend.

You buy something you didn’t really need. You feel amazing for about an hour. Then the good feeling quietly turns into guilt… and the little speech starts: why did I do that?

This week’s episode of the Purfect Sunday Podcast is about the emotional side of money — not budgeting or spreadsheets, the feelings underneath what and why we buy. 💛

Here’s what I learned the hard way:
→ Most spending was never about the thing. It’s about a feeling we’re trying to change — stress, sadness, boredom, loneliness, feeling invisible.

→ Breaking the cycle isn’t about white-knuckling your way through life never buying anything nice. It’s naming the emotion driving the need to shop, and putting time between the urge and the buy.

This week’s challenge: next time you feel the urge to buy something you weren’t planning on, pause before you check out and ask one question — what am I feeling right now?
•
Follow
comment “Spend” and I’ll send you the link The most important $27 I ever spent taught me why I overspend. You buy something you didn’t really need. You feel amazing for about an hour. Then the good feeling quietly turns into guilt… and the little speech starts: why did I do that? This week’s episode of the Purfect Sunday Podcast is about the emotional side of money — not budgeting or spreadsheets, the feelings underneath what and why we buy. 💛 Here’s what I learned the hard way: → Most spending was never about the thing. It’s about a feeling we’re trying to change — stress, sadness, boredom, loneliness, feeling invisible. → Breaking the cycle isn’t about white-knuckling your way through life never buying anything nice. It’s naming the emotion driving the need to shop, and putting time between the urge and the buy. This week’s challenge: next time you feel the urge to buy something you weren’t planning on, pause before you check out and ask one question — what am I feeling right now?
4 weeks ago
View on Instagram |
5/5

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