CLASSIC AUTUMN STYLE ELEVATED
Layers upon layers. That’s what comes to mind when I think about fall fashion. Mixing different textures, patterns and prints is what makes an outfit feel fresh and stylish. One of my favorite fall prints is plaid, it’s the quintessential pattern that makes an outfit feel like autumn. No explanation needed. Since Autumn has arrived, it’s time to update my wardrobe with a new fall plaid shirt.
Ahhh…and the struggle begins.
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The Goldilocks Journey to Finding the Perfect Plaid Shirt
When I started searching for the perfect oversized plaid shirt, I kept running into the same problem: cute promising pieces that DID NOT fit the way I wanted. I’ll see shirts with unique plaid patterns or super chic color combinations yet the shirt’s length failed short of my expectations.
No literally, short…
As a curvy midsize woman, I want the option of covering my wagon. I needed a shirt that draped delicately over my hips without making me look bulky but long enough to cover my backside.
I’ve bought several plaid shirts that offered good coverage, which sounds like a win right? But guess what? Those shirts rode up the back as I walked. Complete bummer! Talk about a fashion faux paus, constantly tugging on your clothes throughout the day. What’s the point of wearing a shirt you adore if you have to keep pulling it down all day?
But as your fashion bestie, I wasn’t going to give up on finding an affordable piece suited to fit my curvy midsize silhouette.
Just Like Goldilocks, I Didn’t Stop Until I Found the Perfect Fit
While scrolling through Amazon, my eyes lit up like the heart-eyes emoji when I came across this oversized plaid shirt by Blooming Jelly. I’d heard positive things about the brand’s quality, so I felt comfortable giving it a try. Plus with Amazon Prime, I could have it delivered the next day, which takes away the impatience on wondering if this shirt will fit.
Disclosure: As an Amazon Associate, I earn commissions form qualifying purchases made from Amazon but it’s no additional cost you. Thanks!๐ค
I ordered just one size up from my usual T-shirt size and y’all, this shirt delivered on the oversized fit! Finally, I found an oversized plaid shirt that’s long, relaxed, ’90s vibe and lightweight yet still gives me that cozy fall feel. Even after washing it, the shirt has maintained its oversized fit. Can we say hashtag winning?!

The color combination is another win. The warm brown and black plaid slips seamlessly into my fall wardrobe. The longer silhouette makes it easy to style with my favorite leggings, curvy jeans and boots too.
You know what really makes this shirt a keeper? The versatility. I can wear it opened for a relaxed ’90s edgy vibe or tie it around my waist when I’m feeling a little more rocker-cowgirl chic.
Let me show you how I’m styling my new fall favorite.
One Plaid Shirt, Two Ways to Style It
I don’t have a problem with outfit repeating. In fact, you should invest in pieces that you can easily style in different ways. What I like most about this shirt besides the comfort is the versatility. I’m able to wear this shirt in multiple ways without losing my style personality. Here are two ways I styled my oversized plaid shirt:
Look One: Causal ’90s with a Modern Edge
Sometimes the simplest outfits feel the most stylish. There are days where I want to feel comfortable and chic with minimal effort. For my ’90s inspired-look, I wore the plaid shirt long and opened with a graphic tee, silky stretchy black leggings, cognac brown combat boots and finished it off with a bold chunky silver biker chain I wore as a necklace.

This style leaves me feeling chill and grungy but still put together. I really like the warm brown tones in the plaid because it reminds me of fall foliage. The best part is the long length. It gently drapes over my curves and covers me nicely without overpowering my frame.

It’s an easy everyday look that proves you don’t have to sacrifice comfort and style.
Look Two: Rocker-Cowgirl Chic
Ok this one’s for my country girls! As a southern Texas woman, it’s natural to reach for a hat and boots. But as StylishNatonya, those pieces will need a rockstar edge. I’m talking about rhinestones, buckles, chains and embellishments y’all! I’ll write a post about my favorite type of ankle boots to wear so y’all can catch what I’m throwing.

For my rockstar Western style, I tied the plaid shirt around my waist with opaque chocolate brown leggings, a Texas-themed tee, a glamourous cowboy hat and rockstar-inspired Western booties.
I like that I’m wearing the same shirt in a completely different way. Wearing it around the waist not only makes it look sassy but it’s convenient for those typical Texas days. You know when fall decides to stay hot during the day but cool at night.

This style perfectly lends itself well for fall concerts, outdoor festivals, haunted houses, amusement parks, pumpkin patches, corn mazes and state fairs. Super comfortable for a day of exploring but plenty of style personality.
Embracing Cozy Season with a Classic Fall Activity
THE BEGINNING OF A NEW FALL TRADITION Burgundy dahlias, golden mums, speckled colorful pumpkins, and a sun-kissed cornfield all add the warmth one searches for in a pumpkin patch. This classic fall activity is popular for a reason and it’s notโฆ
Being able to wear this plaid shirt in multiple ways is a fun reminder that you don’t need to buy a whole new outfit to switch things up. Sometimes all it takes is changing how you look at the pieces in your closet a little bit differently.
More Ways to Style Your Oversized Plaid Shirt
Although I styled mine with leggings and boots, the beauty about fashion is that there truly are no rules. Well maybe one rule, stay true to yourself. If you’re stuck on how to wear an oversized plaid shirt for fall, let me give you a few tips!
Accompanied with high-waisted jeans
Can’t grow wrong with jeans and plaid, it’s a classic and comfortable fall outfit combination. Pair it with your favorite tee, lightweight knit top and tuck in your shirt for a cozy chic look.
Draped over a fitted sweater knit dress
You know that sweater dress that might hug your curves a little tight and maybe you feel bashful to wear the dress alone? Layer a plaid shirt on top similar to way you would wear a kimono in the summer.
Wear it open, add a belt to breakup the chunks and showoff your curves even though the plaid shirt is worn opened. It’s an easy way to experiment wearing a bodycon dress without feeling overwhelmed or uncomfortable.
Paired with a Faux Leather Skirt & Heels
Want to give your plaid shirt a dressier feel? Looking for something different to wear to work that’s not a blazer or denim jacket? Try an oversized plaid shirt with your faux leather skirt and heels. Contrast between relaxed and sophisticated is so interesting. It’s feminine, edgy, unpredictable yet still classy.
For a more polished look, roll up the sleeves and add some bracelets so it feels like workwear attire. You can even swap out the heels for ballet flats.
Wear it as a shirt dress
If your oversized plaid shirt is long enough and provides enough coverage, button it all the way down and wear it as a dress. Add a belt to define your waist, throw on some knee-high boots and you have a full outfit waiting for you.
Just make sure the fabric isn’t too restrictive, buttons comfortably close all the way and the length is long enough. But if it isn’t long enough to wear as a dress, you can always wear it closed with leggings like a tunic top.
STYLE NOTE: If you decide to buy the Blooming Jelly oversized plaid shirt to wear as a dress and you’re on the curvy side, particularly in the lower body, I recommend going up 2 sizes just to ensure you have enough hip room.
Ultimately, you don’t need to follow an outfit formula to look stylish. You just need to get creative and maximize your resources. Make the most of what you have in your closet and let your personal style shine.
Why This Plaid Shirt Earned a Permanent Place in My Fall Wardrobe
Finding an affordable and stylish piece that checks off all the boxes of comfort, versatility and quality feels like a fashion victory in my book!
What I like most about this classic ’90s essential piece is that it gives me length and the relaxed fit I wanted without sacrificing style. I went up one size from my regular t-shirt size too. So, I’m able to layer it, wear it opened, closed or even tied around my waist. It’s the kind of piece that makes getting dressed feel effortless and easy. Honestly, I want it in the different colors the company offers. Plus, it maintained it’s oversized shape after washing!

So if you’re tired of hunting for the perfect oversized fall shirt, this Blooming Jelly plaid shirt might be worth a try!
Have you tried Blooming Jelly on Amazon? What are your thoughts about this plaid shirt? What’s your favorite way to style oversized plaid shirts in the fall? Feel free to share your thoughts.

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