fall winter 2021 fashion trends
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How To Work These Fall/Winter 2021 Fashion Trends Into Your Every Day Wardrobe

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Are you ready to talk Fall/Winter 2021 fashion trends? I love all things style, but can I just say: sometimes it’s tricky working the latest trends into my everyday wardrobe. For example, I remember when OTK boots got big and it took me a minute to figure out how to work those in without looking like I was wearing a costume!

These days, as a homeschool Mama of three with a busy lifestyle, I realize that every trend isn’t for me, but I still want a current and stylish wardrobe as the seasons change. If you can relate, keep reading for a breakdown of the most popular 2021 fashion trends and how you can easily and seamlessly work them into your existing wardrobe.

By the way, of course I had to include on-trend picks from my favorite Black-owned boutiques! Look for the *, which denotes a Black-owned clothing store or brand! If you’re new to the blog, read more about my commitment to highlighting Black-owned businesses HERE.

DISCLOSUREI only recommend products I would use myself and all opinions expressed here are our own. This post contains affiliate links from which I earn a commission, at no extra cost to you, when you make a purchase. Read more about it HERE.

2021 fashion trends
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Fall/Winter 2021 Fashion Trends To Watch

IT’S A SHIRT! WAIT, IT’S A JACKET!

Shackets are, as you might have guessed, half shirt and half jacket. I was in a shop the other day, and the saleslady described this look as “70s, London Fog” and I thought that was the most accurate description of this trend that I’ve ever heard! There are sooo many versions of the shacket out right now from longline to cropped with tons of colors & patterns in between. Whether you want to dip your toe in this 2021 trend or go for full on Boho, 70s vibes, there’s a shacket that will suit you.

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Grab My Shacket, Small-2X

Cropped Shacket, 0-14 (in Lilac, the color of the season!)

Plaid Shacket, 12-20 (great neutral to match up with what you already own)

Join the All Day Britney tribe for more Black Owned Features and all things style & family!

sustainable plus size clothing boutique
Sante Grace is my November Black Owned Business Of The Month! READ HERE about this sustainable plus size boutique

WIDE LEG HIGH WAISTED JEANS

The 90s called and they want their jeans back! Just like any other jean, you can dress up wide-leg, high-waist jeans for date night or dress them down for brunch with your besties or a trip to the Pumpkin Patch. And the 2021 version of the 90s trend comes in a variety of washes (sorry, no acid wash, yet!) and different lengths. They’re also more tailored than their predecessors, making them a polished, stylish addition to any wardrobe.

winter outfits for women
In my opinion, denim on denim is THE BEST way to rock this latest 2021 fashion trend!

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GRAB MY JEANS, 1-11, from Femi Boutique*

Madewell’s versions, 23-33, are 100% Cotton and Fair Trade!

Make sure to check out my latest post on wide leg high waisted jeans for even more ideas on how to style them.

SEASONAL GRAPHIC TEES

Remember when graphic tees were these ratty ol things that you threw on to run errands or sleep in? I still have a few of those, but graphic tees have slowly become a legit wardrobe staple. I especially love seasonal tees like the adorable ones linked below from Good & Well Boutique*. The 2021 tees are made of soft, quality fabrics and can easily go under a smart blazer, with your wide-leg jeans (!) or tucked into a cute suede skirt like this one, from Tiana Bay Boutiques*. Fall colors + a fun phrase = perfection!

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Grab my “Thankful” Tee, Small-3X, from Good & Well Boutique*

Grab my “Hey There Pumpkin” Tee, Small-3X, from Good & Well Boutique*

The Blacker The Berry Tee, Small-2X, from Nappy Head Club*

90s REVIVAL

You may be surprised to hear about 90s style in a post about 2021 fashion trends, but the 90s are having a total moment these days. Mostly, I think, because we have enough distance from that era, that we’ve forgotten how awful some 90s fashion truly was. Kidding! Sort of…

My point is, this particular trend can be tricky to work into your existing wardrobe without looking like you simply pulled your old clothes out of storage. I would suggest starting small with the wide-leg, high-waist jeans, a cute sweater vest, or even flannel. Remember flannel? Comfy, easy to wear, and very on-trend.

2021 fashion trends
This was one of the easiest Fall/Winter 2021 fashion trends to recreate!

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Grab My Boots, 5-9.5

Sweater Vest, Small-Large, House of Chic*

Cropped Flannel Top, Small-Large, from Tru By Courtney Hensley*

Sweater Vest, 18-28 (longline & it’s a great neutral)

Flannel Top, XXS-2X

Brandon Blackwood* Arlen Leather Bag (shoutout to the hubs for the early birthday gift!)

JEANS ARE THE NEW JEANS(;

Remember when TikTok told us skinny jeans were dead and we were ready to curse them out? Just me? Oops! I still have a few pairs of old, faithful skinnies, because, let’s face it. At this point, they’re a classic. BUT. I’m also really loving the newer, looser style jeans. Mom-fit, dad-fit, straight leg. There are so many different versions to pair with booties and your new shacket or a blazer and cute heels. Super versatile!

Fall clothing
Need Winter outfit ideas? Sub out the jacket for a thicker coat & cozy cardi!

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Folded Over Waist from Tiana Bay Boutiques*, 1-15

High Waist, Distressed, Straight Fit from Kanessa*, 1X-3X

Suuuper Wide Leg, from Gold x Teal*, 3-15

Straight Leg, 00-30 (check out the patchwork on the knees; fun and chic!)

High Rise Flare, 16W-20W (a hint of stretch and a super flattering dark wash)

DOUBLE-DUTY STYLE

As a collective, I don’t think we’re quite ready to let go of last season’s soft, cozy sets and chunky knitwear. The 2021 updates come in on-trend color palettes (lots of color blocking and pattern mixing!) and they’re ever-so-slightly more tailored. READ: they work for lounging at home and venturing out into the world, whenever you’re ready to do so.

I’m also in love with all the cropped sweatshirts I’m seeing! Note: just because it’s cropped, doesn’t mean you HAVE to show skin! Pair with soft leggings or dress up with a great pair of jeans and your favorite sneakers.

2021 trends
For me, this 2021 fashion trend is all about comfort & style

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Cropped Sweatshirt, Large-5X, from Kanessa*

Cropped Africa Map Sweatshirt, Small-2X, from Grass-Fields*

This one from Aerie, XXS-XL, is a warm, chunky knit with definite 90s vibes.

Chunky Knit Cardi, Small-3X (comes in five different colors, but that pumpkin is my fave)

MIDI LENGTHS

I looove a good midi-length dress or skirt! It’s the perfect length to show off those new booties, plus I can easily bend down (to pick up either a toy or a child) without having to adjust or worry about showing my goods to the general public. The prairie dresses from earlier this year are back, but you don’t have to go full-on, voluminous prairie if that’s not your thing. There are some beautiful figure-skimming options that are comfortable and flattering and totally current as far as Fall/ Winter 2021 fashion trends go.

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Floral Midi Dress, 4-14 (fitted around the waist, floral, with quarter sleeves. So cute paired with neutral boots!)

Faux Leather Pleated Skirt, Small-3X, from J. Brooks*

Mauve Midi Dress, 0-12 (so good for date night; check out that sexy slit!)

JUST ADD ACCESSORIES

There’s nothing better than a quick, ready-to-wear two-piece set or jumpsuit! This fun, effortless 2021 fashion trend will continue to have its moment this Fall & Winter. Expect soft, comfortable fabrics and muted colors. Plus, I’m seeing a lot of sexy, satin sets which are perfect to mix and match for date night and all of those (socially distanced & COVID safe!) holiday parties coming up!

fall outfits for women
If it’s too cold to show this much skin, add taller boots and a warm sweater!

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Similar To My Jumpsuit, S-2X (comes in 7 different colors!)

Cargo Pocket Belted Jumpsuit, Small-Large, from Pink Sky Boutique*

OLA Bomber Jacker & Pants Set, Small-2X, from Tribal By N*

Milano Pant Set, X-Small-Large, Rehab Couture*

Mercy Jumpsuit, Small-X-Large, from Rehab Couture*

TRAIL-BLAZERS

Have blazers every really gone out of style? Each season, they manage to update and reinvent themselves and the Fall & Winter 2021 season is no different. There are kitschy prints, cropped lengths and even two piece sets (see below) in beautiful, bright solids. Pair with tailored bottoms for work or a great pair of leather pants and heels for drinks with your besties. (Now would also be a great time to try out some of the new jean silhouettes we discussed earlier!)

fall/winter 2022 fashion trends
How adorable is @chicbella08? Check out her Instagram for daily fashion tips!

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Yobe African Print Blazer, Small-2X, Tribal By N*

Boss Up Pant Set, Small-Large, from Rehab Couture* (this set was too good not to share! Wear the blazer alone or rock the entire outfit!)

Printed Blazer, Small-Large, from Souk + Sepia*

Camel Blazer, Small-XL

Rancher Hat

Need more “style how-to’s”? Check out my recently updated post on the best leather leggings outfits. Outfit ideas + where to snag the best, most flattering ones!

THE COLOR IS LILAC

This beautiful, ethereal, shade is not just for Spring & Summer anymore! I’m seeing tons of cardigans & sweaters in the light purple shade. You can rock this particular 2021 fashion trend with jeans and booties, a soft skirt, or even in a great blazer for work. The possibilities are endless! This is a such a standout color, I would recommend keeping all of your other elements neutral so they don’t compete!

fall/winter 2021 fashion trends
Image Credit: Tiana Bay Boutiques*

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Lush Lilac Sweater Dress, Small-Large, Tiana Bay Boutiques*

Long-line Cardigan, Small-Large, Gold x Teal*

THE BOLD & THE BEAUTIFUL

Am I the only one that kind of misses the big, chunky necklaces from a few years ago? Tell me in the comments if you feel the same! You’ll be glad to know, we’re seeing a bit of a revival of that trend this year. This season’s versions are sleek and chic, but with bold designs that definitely make a statement. Still love your dainty necklaces from last year? Layer a few together for a similar effect!

Add a playful brooch to a neutral blazer for a pop of color, or a pair of bright, fun earrings for an instant outfit upgrade (Ps: fun earrings are my go-to. So easy!)

fall/winter 2021 fashion trends
Love layering my simpler pieces!

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Diana Gold Teardrop Twist Earrings, from Urbane Sky*

“Layer ready” necklaces, from House of Charlotte Boutique*

Ready to shop for Fall/ Winter 2021 fashion trends yet? There’s a boutique for that! Check out my list of over 120 Black-owned online boutiques and get ready to stock your closet for this season!

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Did You Notice?

If you have followed the Style section of this blog for a while, some elements of the outfits I shared here may look familiar. Newsflash: I practice what I preach! I love fashion, but I definitely don’t want to spend a ton of money on new clothes every season.

I’m really big on figuring out how to incorporate the trends I love into my existing wardrobe, and I wanted to share a bit of that process with ya’ll! Still a little stumped on which Fall/Winter 2021 fashion trends to go after? A while back, I emailed my step-by-step process for planning my wardrobe for the season without breaking the bank to my subscribers and I would love to share with you too!

Sign up for my email list below and I’ll send it right over!

So, which Fall/Winter 2021 fashion trends will you try this season? Did I leave any out? As always, please share in the comments or find me on any of my socials and let’s discuss!

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