We Found The Best Fall Shoes For Every Style Personality

1. Slouchy Boots

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Take a page from Charli XCX's style book with some slouchy boots this winter. This shoe trend has roots that go back to the '80s, but you can absolutely rock them with some modern flair.

Banana Republic Factory Vegan Tall Slouch Boots

A sleek black pair of boots like these are easily wearable with everything from maxi skirts and dresses, to jeans and jorts. I like that the slouch here is a bit more understated, though you can definitely find styles that are way more exaggerated. Jennifer Lopez recently rocked a statement trench coat with her slouchy boots, and the look's living in my head rent-free.

Free People Extra Slouch Boots

Remember what I said about exaggerated? This is what I was talkin' about. These suede boots from Free People embrace folds on folds, bringing an interesting bit of texture to this boho-leaning look. The pointed toe and stitch work throughout also give this pair some nice Western flair.

Steve Madden Smith Red Leather Boots

Another fun iteration of slouchy boots you can wear this winter is the foldover boot. Though smoother, you still get quite the unique silhouette! These red boots were simply made to be seen.

2. Tall Moto Boots

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Moto boots are the winter shoe trend to snag if you like your outfits to have a some edge. What sets them apart from a regular ol' boot is typically the hardware visible on the sides and a chunky heel that can withstand wear.

Maguire Lucca Boots

These are extremely reminiscent of the famous Frye Campus boots, especially in color. The harness gives them a good biker edge, though you can also choose to remove it based on your mood. Since most moto boots hit right under the knee, they work just as well with mini dresses as they do wide-leg jeans.

Ash Trinidad Boots

Black pairs with everything, plus the darker color adds a good amount of mystery to any moto-inspired winter look. I'd rock these with some vintage jeans and a warm, chunky sweater. Bonus points for a vampy makeup look.

Steve Madden Ruskin Chestnut Suede Boots

Suede is undoubtedly one of the main stars in this winter's shoe trends, no matter what kind of shoe it's featured on. The more you wear these, the more character the suede takes on. It's a win-win.

3. Pointy Flats

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Let's get straight to the point: pointed toes are in. They're perfectly fierce and feisty – I think they're the ultimate style for happy hours or nights out with the gals. You can shop all kinds of shoes with pointed toes, like boots, booties, and kitten heels, but pointy ballet flats are truly where it's at if your main consideration is comfort.

Linea Paolo Noella Flats

The lace-up bow styling and dotted trim on these flats give 'em the cutest coquette vibe.

Jeffrey Campbell Lilly Buckle Slingback Flats

For an edgier take, these slingback flats boast some real eye-catching buckles. Pair them with some baggy jeans, a basic tee, and a chore jacket to totally nail all of this year's fashion trends.

Jeffrey Campbell Pistil Pointed Toe Flats

These flats are iconic not only in shape, but in color, too. Brighten up the drab winter season with this playful burst of yellow! I promise you won't regret it.

4. Platform Mocaasins

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You have the Clarks Wallabees to thank for the resurgence of moccasins this season. I personally adore them for their standout silhouette, and it's only a bonus that they're uber-comfortable for the cold temps! Moccasins come in many different styles across the brands we love, listed below.

Clarks Wallabee Boots

These booties are perfect for laid-back winter outings. Pop on a pair of jeans and your go-to cold weather layers, and you're ready to conquer anything – in style.

SeaVees Hayward Platforms

The contrast between these shoes' upper and lower halves is so cute to me. They were purposefully designed to be part-sneaker, part-loafer, so you can easily dress them up or down based on the day.

UGG Women's Disquette Alpine Slippers

Though more of a slipper, these UGGs still retain a ton of classic moccasin details. The laces and stitching are a dead giveaway, plus you get to enjoy the comfort of a slipper (thanks to the lining) without them wearing out super quick (just look at that thick outsole)!

5. Burgundy Loafers

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Burgundy (AKA dark cherry red) proved to be one of 2024's hottest colors across all sectors of fashion. Thus, it's no surprise that it's been creeping its way towards footwear! Burgundy is quite the sophisticated color, finding its match with an equally sophisticated shoe style: loafers.

Mia Amore Hali Penny Loafers

Though more polished, you can still wear loafers casually with jeans and graphic tees. I think they look best when you have a basic sock on, too.

Dr. Martens Adrian Snaffle Pebble Grain Leather Kiltie Loafers

The burgundy color trend also gives you the perfect opportunity to work in a pop of color to your wardrobe without going too bold, if you're not really ready to invest in brights (or if they're just simply not your thing).

Steve Madden Madison Burgundy Box Leather Loafers

You can literally put some prep in your step with these classic leather loafers.

6. Fur-Lined

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Peeps of fur (or preferably, faux fur) are this winter's final prominent shoe trend, mostly thanks to the UGG brand's signature faux sheepskin lining. These styles are undeniably cozy and functional for providing all the warmth your feet need this season.

UGG Classic Chillapeak Boots

Boosted with furry texture and height from the platform soles, these UGGs are perfect for wearing aprés ski or just on those bone-chilling cold days in the city.

Tommy Hilfiger Lined Lace-Up Snow Boots

These lined boots were specifically made to stand up to snow, but still look so stylish. I love the crossing laces and suede paneling on the sides that make them feel more a tad more upscale!

UGG New Heights Genuine Shearling Cuffable Boots

You can wear these rolled up or cuffed down to show off more of the soft shearling lining. I love that these UGGs push past the brand's typical look with a funky curved footbed and chunky sole.

As a gal with a little more meat and muscle on her bones, this has always been a problem for me. It’s infuriating, but it feels even more isolating. I can’t always wear the same styles that smaller women do, and even if I do find similar boot designs fashioned for wide calves, they look noticeably cheap or simply don’t check all the boxes in terms of my desired look.

I grew tired of saving all the “perfect” tall boot outfit inspo pics to my Pinterest board only to find that the boots in question had way too small of calf sizes, so I did what I always do when I shop for size-specific pieces: I took to Reddit.

I primarily consulted r/femalefashionadvice, r/plussize, and r/ausfemalefashion to see what people like me are saying about wide calf boots. The frustrations with finding good-looking, comfy tall boots was pretty similar across all three subreddits. As one passionate user put it:

“Even at a size 6, I have never been able to just buy any old pair of boots and have them fit. It is interesting to me how we've made great progress the past several years in regards to body inclusivity, yet somehow there seems to be a huge lack of sizing in regards to tall boots… It makes me so sad to see these beautiful boots everyone else gets to wear, slouchy, over the knee, western inspired, leopard/snake print, etc. Nothing like that comes in wide calf.”

Luckily, Redditors across all three threads suggested a handful of brands that actually offer cute wide calf boots with extended sizing. I had never heard of a few of them, but after scrolling through their sites, it felt like I struck gold.

The top-recommended brands for wide calf boots:

• Penningtons
• Børn
• DuoBoots
• Franco Sarto
• Sam Edelman
• Billini

Franco Sarto Bowman Wide Calf Knee High Boots

You're meaning to tell me these chic boots can really accomodate my calves?! The deep red color already had me sold, but that 15.75-inch calf circumference made this style so much better. They also come in a smooth brown color and a foxy faux-snake pattern, if those speak to your personal style more.

Børn Hayden Extended Calf Boots

The suede leather construction of these boots honestly rivals that of the beloved Campus boot, but their fit is much more roomy, boasting a 16.5-inch calf circumference. These zippered boots also have a playful lace-up detail on the back that's utterly unique.

Penningtons Extra Wide Width Black Tall Heeled Boots with Harness Straps

The calf circumference on these bad boys starts at around 17 inches for shoe size 6, and tops out around 19 inches for shoe size 12. I can't get enough of these moto-style boots and I love that they have the signature harness with silver hardware around the base that other similar boots do.

DuoBoots Saffron Knee High Boots

The fact that you can choose the calf sizing yourself when purchasing these Western-esque boots is ahh-mazing. The options start at 13 inches and go up to 20 inches to hold your beautiful legs without any fuss.

Billini Granger Extended Curve Boots

From all the wide calf boot brands suggested on the Reddit threads I scrolled through, Billini has to be my favorite. They state that these adorable camel-colored boots can fit calf sizes from about 18.11 to 21.42 inches, and while they do have an elastic panel on the sides to stretch even further, I think it's discreet enough that it doesn't distract from the overall look. Score!

Baretraps Thalia Wide Calf Boots

A very similar style to my wishlist Sam Edelman boots, this black pair actually has a 16.5-inch calf circumference that'll fit my legs to a tee. The block heel is the perfect shape and height, plus the toe isn't overly pointed (I don't necessarily care for pointy toes).

Sam Edelman James Wide Calf Western Boots

Finding cowboy boots with wide calves can be a big challenge – but no more! These reddish-brown boots have a 16-inch calf circumference so you can confidently rock any and all Western looks.

Billini Oshea Curve Boots

Immediately yes. These broader-fit boots are everything you need to make a statement with your shoes. They're definitely going on my wishlist! The calf circumferences for this style start at 16 inches and go up to 19 inches based on your shoe size.

Vince Camuto Seshon Extra Wide Calf Boots

With a 18-inch calf circumference, you won't have to worry about squeezing into these tall boots. I adore the timeless squared toe and wide block heel on these!

A Timeline Of Nina Dobrev And Shaun White's Relationship

End Of 2019 — Shaun White And Nina Dobrev Are Introduced

Nina Dobrev and Shaun White officially met when they both spoke at a Tony Robbins workshop in Florida. Even though Shaun didn't know about anything about Nina at the time, he told People he realized she was a big deal when a bunch of people asked for pictures with her!

February 2020 — Shaun White And Nina Dobrev Spend Time In South Africa

In 2020, when Nina Dobrev was filming Redeeming Love, fans started noticing that her Instagram photos and Shaun White's were taken in the same locations, even though they were making separate posts. Turns out, Nina had gotten Shaun to come visit her!

April 18, 2020 — Nina Dobrev And Shaun White Make Their Relationship Instagram Official

In true 21st century dating fashion, Nina Dobrev and Shaun White took their relationship to the next level when they made it Instagram official. It's a pretty big step for any couple, but especially celebrities. If it's nerve-wracking telling your friends and acquaintances, imagine telling millions of fans! Instead of a regular photo, Nina posted a video that features a glimpse of Shaun's tattoo.

May 29, 2020 — Shaun White And Nina Dobrev Quarantine Together

Like so many of us, Nina Dobrev and Shaun White had to take haircuts into their own hands during quarantine. "Adding to resume: hairdresser ✂️," Nina captioned an Instagram post of her giving Shaun an at-home haircut.

September 3, 2020 — Shaun White Turns 34

To celebrate Shaun White's 34th birthday, Nina Dobrev made a hilarious Instagram tribute to honor the snowboarder. "To the most untalented, humorless, least athletic, least coordinated, least gifted and my least favorite person.... happy birthday @shaunwhite," she says in the caption. "Hang in there. one day you will accomplish something. #dontgiveup"

Nina Dobrev and Shaun White's age difference is two years — Shaun was born in 1986 and Nina was born in 1989!

Late 2020 — Shaun White And Nina Dobrev Celebrate The Holidays For The First Time As A Couple

The holidays looked different for Nina Dobrev and Shaun White at the end of 2020, but they didn't let that stop them from celebrating. "I’m so thankful to be surrounded by so much love!!" Shaun says in his Thanksgiving Instagram post. "Getting older and watching my family continue to grow has been incredible. Hope everyone out there had an amazing thanksgiving!" The couple also celebrated Christmas together, with plenty of Santa hats and gifts to go around!

January 9, 2021 — Nina Dobrev Turns 32

Nina Dobrev and Shaun White chose wacky '80s getup to celebrate the actress' 32nd birthday. "Too bad we never have any fun together," Shaun says in his birthday Instagram post. "Happy birthday baby!"

February 8, 2021 — Nina Dobrev And Shaun White Hang Out With Her Vampire Diaries Costar

Nina Dobrev and Shaun White took to the slopes alongside Paul Wesley (who starred opposite Nina in The Vampire Diaries) and his wife Ines de Ramon. "Sometimes you gotta double up to double down," Nina captioned her post of the quartet at Wyoming's Jackson Hole Mountain Resort.

February 14, 2021 — Shaun White And Nina Dobrev Share Their First Valentine's Day

Both Nina Dobrev and Shaun White made tributes to each other on the 'gram in honor of their first V-Day as a couple. "My favorite snow cone flavor is White," Nina says in her Instagram post. "Happy we got “stuck together” last year and stuck it out ;) happy valentine’s day to my quarantini in crime..."

"Happy Valentine’s Day ❤️," Shaun says in his caption. "I never knew I was so lickable till we met 😂... Thank you for keeping a smile on my face and being the beautiful person you are!"

October 31, 2021 — Shaun White And Nina Dobrev Wear An Iconic Couple's Halloween Costume

Nina Dobrev and Shaun White knocked Halloween out of the park with a hilarious, gender-swapped couple's costume inspired by The Queen's Gambit. Nina dressed as Thomas Brodie Sangster's Benny and Shaun went with Anya Taylor Joy's Beth. "Your move @anyataylorjoy ♟👑," Shaun says on Instagram.

February 2022 — Shaun White Competes In The Bejing Winter Olympics

In October of 2021, ahead of his involvement in the Beijing Olympics, Shaun White told People just how supportive Nina Dobrev had been for him. "Nina's incredible," he says in the interview. "What an influence on my life. Not only does she run her own show, her own world, companies she's involved in, things she's producing, all this stuff going on. She holds me to this same high standard which is so wonderful to have in a partner."

“We’ll be anxiously watching [Shaun compete] from home and cheering him on,” Nina Dobrev tells Us Weekly in early 2022. “I’m very, very excited for him. I can’t wait.”

March 5, 2022 — Nina Dobrev Throws Shaun White An On-Brand Retirement Party

Shaun White might have cut off his iconic red hair, but that didn't stop Nina Dobrev from using it as inspo for his retirement party! The get together was complete with red wigs, family reunions, and lots of selfies. "Celebrating the 🐐 and bringing back the 👩🦰 one last time…#RetirementPartyAt35," Nina captioned her Instagram post. Then they followed the party up with a tropical getaway!

May 19, 2022 — Shaun White And Nina Dobrev Make Their Red Carpet Debut

Nina Dobrev and Shaun White attended the London premiere of Top Gun: Maverick in the summer of 2022. It marked their first red carpet appearance since becoming a couple *and* gave them the chance to support their friend Miles Teller!

June 2022 — Shaun White And Nina Dobrev Take A Vacation

Nina and Shaun went on another vacation in the summer of 2022, complete with lots of beach time and plenty of beverages. Some of Nina's Instagram captions include "When it’s so blue outside it’s impossible to feel blue on the inside" and "Coconut or cocktail? There are two types of people in the world" and the photos are so cute I could cry.

October 1, 2022 — Shaun White Makes An SNL Appearance

During Miles Teller's run as SNL host, Shaun White joined his friend onstage. "Live from New York it’s Saturday Night!
Congrats to my buddy #MilesTeller on hosting @nbcsnl," Shaun wrote on Instagram. "Not surprised that you killed it. But I was very surprised when I arrived to support you…and they pulled me on stage to be part of a sketch 😂 Stoked to be a part of your big moment!!

"I loved being an emotional support animal 🐆 @nbcsnl," Nina captioned her post.

October 31, 2022 — Shaun White And Nina Dobrev Dress Up As Stranger Things 4 Characters For Halloween

In another iconic Halloween couple's costume, Nina and Shaun dressed up as Max and Vecna from the acclaimed fourth episode of Stranger Things 4 — with Nina as Vecna and Shaun as Max, of course. "Stranger things have happened," Nina said in her post, while Shaun admitted in his post, "not gonna lie I’ve miss the long hair."

January 9, 2020 — Nina Dobrev Turns 34

"What planet are you from and will you take me with you?!" Shaun asks in his birthday photo featuring Nina Dobrev in a pink wig. "Thanks for making life incredible! Happy birthday my love."

June 26, 2023 — Shaun White Joins Nina Dobrev At The Out-Laws Premiere

December 31, 2023 — Shaun White And Nina Dobrev Spend New Year's Eve In St. Barth's

If you ask me, Nina Dobrev and Shaun White have one of the most iconic friend groups ever. Miles and Keleigh Teller, as well as Chace Crawford, joined the couple in St. Barth's for New Year's. Can I come next time?!

January 9, 2024 — Shaun White Surprises Nina Dobrev With A Trip To Disneyland

I love a good surprise, especially when the surprise goes off without a hitch. For Nina's 35th birthday, Shaun (as well as a bunch of their friends like Julianne Hough) surprised Nina with a Disney trip and judging by Nina's reaction, it was just about the best present she could have asked for. The day consisted of a custom Mickey jacket, taking a party bus, roller coasters, and more!

"Happiest surprise on the happiest day at the happiest place on earth," Nina says in her Instagram post. "I have to say I am HARD to SURPRISE. I always know what’s up. But they got me good. I’m still in shock to be honest. Feeling incredibly lucky, celebrated, loved, grateful and appreciative of all the wonderful souls I am fortunate to surround myself with."

February 1, 2024 — Shaun White Calls Nina Dobrev His "Perfect Score"

At the beginning of February, Shaun White posted a TikTok of him and Nina Dobrev snowboarding together. Rather than snowboarding side by side, they're almost on top of one another as Shaun literally lifts Nina off the ground to spin them around. It's literally the cutest moment, and it makes *me* want to go snowboarding — if I have someone to snowboard with ;).

February 11, 2024 — Shaun White And Nina Dobrev Attend The Super Bowl

Shaun and Nina shared a few flicks from their adventures before, during, and after Super Bowl LVIII on Instagram. The couple watched the game, flew over Las Vegas, together, and even sipped some Don Julio tequila to celebrate after the fact.

My favorite moments that the duo documented on social were definitely Nina chowing down on a hot dog in the stands (that's so me), Shaun dancing along to Usher's halftime show, and them sharing a kiss after the big Chiefs win!

The two just look *so* happy together, and that makes me happy.

"Can you propose to this women yet? Beautiful couple!!!😍🔥," one commenter wrote on Instagram... and I'm wondering the exact same thing!

March 10, 2024 — Shaun White And Nina Dobrev Do Date Night At Oscars Afterparty

The stars always show out for the Vanity Fair Oscars afterparty, and Shaun and Nina were no exception to that rule! Our fave fiery couple looked amazing on the red carpet, but their best look? These two were smitten and all smiles on Nina's Instagram! Major heart eyes moment to say the least!

April 3, 2024 — Shaun White And Nina Dobrev Go Snowboarding (Again)

Snowboarding might not be a new thing for this "it" couple, but they still find a way to make it more fun every time they go. "Nina dropped her snowboard, so we had to go rescue it," Shaun says in a recent TikTok. In the video, he's carrying Nina while they snowboard and I am more than impressed! "Not all heroes wear capes," the caption reads.

April 6, 2024 — Shaun White And Nina Dobrev Celebrate Spring

Shaun White recently posted a recap of the sweetest spring date with Nina Dobrev and it's got me dreaming of warm afternoons and sunshine! "Lil’ bit of life lately 🍑," he says on Instagram. In addition to a video of the couple singing along to the radio, my favorite photo is Shaun and Nina in their bright orange jackets with the city in the background. I cannot wait for spring!

July 2024 — Shaun White and Nina Dobrev Head To The Olympics

Shaun White and Nina Dobrev are currently in Paris, France for the 2024 Olympics...along with Zac Efron apparently. The couple partied it up, but when they got back to their hotel and realized the elevator was out, Shaun climbed more than three flights of stairs with Nina on his back!

The Vampire Diaries actress is still recovering from a dirt bike accident in May, and has recently moved from crutches to a cane. We're wishing Nina a speedy recovery!

August 28, 2024 — Shaun White & Nina Dobrev Attend A Gossip Girl Star's Wedding, And Look Good Doing It

Shaun White and Nina Dobrev turned up in style to Jessica Szohr's (who you'll recognize as Vanessa from GG) wedding to Brad Richardson. Nina served as Jessica's Maid of Honor, and their Instagram posts have me emotional!!

"Almost two decades of friendship, there’s almost nothing we haven’t been through together," Nina says in her caption. "It makes me so happy to see you glowing with such a huge smile on your face. It’s an indescribable feeling to see your best friend marry the man of her dreams and create a beautiful (arguably the most beautiful) family together. It’s just the beginning, your life starts now. Congratulations you two lovebirds 🤍🤍🤍 i love you both so much!!!"

"You have been there with me through thick and thin for almost 2 decades… so thank you… thank you Nina for all you’ve done throughout our friendship- but especially for all the wedding events;)," Jessica's post says. "You outdid yourself … going through a surgery, had a movie coming out, redoing a house, and being such an amazing friend through everything. For real- love you more than you will ever know!"

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October 30, 2024 — Nina Dobrev And Shaun White Announce Their Engagement

Nina and Shaun announced that they're engaged at the end of October, and in Julianne Hough's words, "made all our dreams come true!" The couple posted separate Instagram posts celebrating the news, and Nina's definitely made me laugh: "RIP boyfriend, hello fiancé."

Shaun popped the question in front of a beautiful arch decorated in white roses (with a 5-carat Lorraine Schwartz diamond ring, no biggie), and literally swept Nina off her feet. "I went into shock. I just froze and stared at him,” Nina tells Vogue. And even though she says she blacked out and doesn't remember the actual proposal, she does know "he said all the right things.” I could cry!

The proposal came after Shaun had had to reschedule a few times (once after her dirt bike accident and once after she suspected it on their Cape Town vacation) — and to make sure Nina wasn't suspicious, he sent her a fake invitation to a dinner with Anna Wintour! "He made the invite look so legitimate,” Nina says.

Their upcoming nuptials will be quite the event, and one source tells People their wedding will be a "blowout party." I'm not even the slightest bit surprised. “They are the perfect fit together — fun and adventurous, but also very grounding for each other,” the source says. “After the proposal, they were calling and texting friends saying, 'It can't get better than this' and were just glowing.”

@nina GRWM for a Vogue Dinner hosted by Anna Wintour… or so I thought 🤭💍 @Shaunwhite ♬ original sound - Nina Dobrev

And in a Get Ready With Me video on November 14, Nina Dobrev revealed the one part of the proposal that left her "shocked": Shaun's ability to keep it a secret for so long!

"I don't think I've ever been more shocked or surprised or happier in my entire life," she says in the video. You can just hear the excitement in her voice! "I'm the planner in our relationship so I was shocked that Shaun pulled this off without me knowing. Every detail was absolute perfection." Cheers to the happy couple!