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Winter Fashion

8 Sweaters To Add To Your Closet This Winter

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Winter can be one of the most monotonous seasons to dress for so it’s the perfect time to expand your sweater collection. Switch things up and add new styles to give your closet a bit of a refresh during a time when it’s so cold and hard to feel inspired by getting dressed each day. If you are in need of some inspiration or just some great basics to fill in the gaps of your winter wardrobe, here are 8 different sweaters to add to your closet this winter.

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8 Sweaters To Add To Your Closet This Winter

L’Academie Gray Crewneck Sweater

Outfit details: Sweater | Jeans | Belt (similar) | Earrings (discount code: MAREE20) | Shoes | Bag | Sunglasses

I LOVE the simplicity of this sweater along with this exact shade of gray! It’s very oversized so definitely size down in this style. I have so many silver accessory pieces in my closet so I love pulling them out to style with this sweater.

Boden Striped Sweater

Outfit details: Sweater | Jeans (similar) | Shoes (similar) | Necklace (discount code: MAREE20) | Bag (similar) | Sunglasses

A striped sweater is a classic winter staple. Something you will wear year after year so I knew this would be a great addition to my winter closet. It comes in a few different colorways but this camel/navy is a great neutral to style with all my brown accessories.

M.M. La Fleur Cardigan

Outfit details: Cardigan (discount code: MAREE15) | Jeans | Belt (similar) | Shoes (similar) | Bag | Sunglasses | Necklace (discount code: MAREE20)

If you need a great cardigan for work, this one is an absolute stunner. The material feels so luxe and the fit is slim but not too tight. I decided to wear with with nothing underneath, but it would work equally well with a camisole or crewneck tee underneath.

Heidi Merrick Crewneck Sweater

Friday Finds 12.5

Outfit details: Sweater (discount code: MAREE10) | Jeans (similar) | Boots | Bag (discount code: MAREESYE) | Jacket | Sunglasses | Belt (similar)

It’s a tad bit hard to see in this picture, but this crewneck cashmere sweater is the epitome of simple and chic. Slightly oversized though not too slouchy while also being lightweight enough to layer easily under coats and blazers.

Quince Mongolian Cashmere Sweater

Saturday Sales 11.15

Outfit details: Sweater | Blazer | Jeans | Belt (similar) | Shoes (similar) | Bag (similar) | Sunglasses

Another very slim and lightweight crewneck cashmere sweater perfect for layering. So many sweaters are too bulky to wear underneath certain jackets or blazers, but these from Quince are the perfect style. They are also priced at $50 so you don’t have to spend a ton for some great winter cashmere basics.

Naadam Cashmere Sweater

Friday Finds 9.19

Outfit details: Sweater | Trousers | Shoes | Belt (similar) | Bag (similar) | Sunglasses | Necklace

Naadam offers a ton of great cashmere basics but this boatneck style is a nice departure from all the classic crewneck styles I own. The sleeves are slightly wider at the cuff which adds a bit more character to a relatively simple sweater.

Ravella Cable Knit Cardigan

Outfit details: Cardigan | Tee | Jeans | Belt | Shoes (similar) | Bag (similar) | Sunglasses

For those who love their luxury fabrics, Ravella offers great basics in the highest quality silk and cashmere. This cable knit cashmere sweater is simple yet still so elevated and beautiful. Every time I wear it, I get questions from people asking me where I got it. It’s definitely a splurge but the luxury translates really well in person.

Kilte Crewneck Sweater

Outfit details: Sweater | Jeans (similar) | Sandals | Bag (similar) | Sunglasses | Belt | Necklace

This is a washable cashmere sweater that I have been wearing non-stop since I got it about two years ago. It’s a splurge but one of the softest styles I own. Even though it is a sweater, it’s extremely lightweight so you can style it throughout the spring, summer and fall.

How to Wear Ankle Boots with Jeans

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How to Wear Ankle Boots with JeansIt’s officially boot season and I could not be more excited! I have more pairs of boots in my closet than I care to admit so I wear them all season long to get my money’s worth. LOL Especially when it gets cold, wearing flats with my jeans won’t cut it. I have a mix of boot styles in my closet – both knee high boots and ankle boots but tend to reach for ankle boots more when I’m wearing jeans. A simple classic pair of ankle boots with go with just about any pair of  jeans. For me a pointy toe, high heel ankle boot in either black or brown is a staple for me and something I wear year after year. It never goes out of style. In today’s post, I’m sharing how to style ankle boots with various different denim and hopefully give you some outfit ideas to recreate.

How to Wear Ankle Boots with Jeans

How to Wear Ankle Boots with Wide Leg Jeans

Wide Leg Jeans with a Striped TurtleneckWide Leg Jeans with a Striped Turtleneck

Sweater (code: MAREE10) | Jeans | Boots | Bag (similar) | Sunglasses | Necklace (code: MAREE20)

Wide Leg Jeans with a Tweed JacketWide Leg Jeans with a Tweed Jacket

Jacket (similar) | Turtleneck | Jeans | Boots (similar) | Bag | Sunglasses

When wearing wide leg jeans with ankle boots, it’s best to choose an ankle bootie with some height. This allows the wide leg jean to drape and skim the floor without bunching up or dragging on the ground. Either a pointy heel or a block heel would work – it just depends on your preference. This is one of the only style of jeans that may work with knee high boots if you want because there is more room for them to fit under the jeans. For more ideas of how to style wide leg jeans, here is a post with a ton of different suggestions.

How to Wear Ankle Boots with Straight Leg Jeans

Straight Leg Jeans and a Chunky Turtleneck | How to Wear Ankle Boots with JeansStraight Leg Jeans and a Chunky Turtleneck

Sweater | Jeans | Boots | Bag | Sunglasses

Straight leg jeans with a barn jacket | How to Wear Ankle Boots with JeansStraight leg jeans with a barn jacket

JacketSweater (code: MAREE10) | Jeans (similar) | Boots | Bag (code: MAREESYE) | Belt (similar) | Sunglasses 

Straight leg jeans are a great alternative to a skinny jean style because they are a slight step up in terms of looseness. Be sure when wearing ankle boots with straight leg jeans that they go under the jean and there is no bit of leg or gap showing. This will create a longer line and balance out the look. If you are wearing black jeans, try a black pair of ankle boots which will really help to elongate the look and create a seamless line from the waist to the floor.

How to Wear Ankle Boots with Cropped Jeans

How to Wear Ankle Boots with Cropped JeansCropped Jeans and a V-Neck Pullover

Sweater | Jeans | Boots (similar) | Bag (similar) | Sunglasses

Similar idea with cropped jeans (or jeans that are ankle length) as straight leg jeans, be sure the top of the jeans still cover or meet the top of the boot. Also choose a slim style ankle boot or even a sock bootie so it balances out the proportion of the cropped jean. If you want a boot without any height, you can always opt for flat chelsea boots which would work too.

How to Wear Ankle Boots with Faux Leather Jeans

How to Wear Ankle Boots with Faux Leather JeansFaux leather jeans and a bodysuit

Turtleneck | Jeans (similar) | Boots (similar) | Bag (similar) | Sunglasses

Monochromatic look with faux leather jeansMonochromatic look with faux leather jeans

Sweater (similar) | Jeans (similar) | Boots (similar) | Scarf (similar) | Bag (similar) | Sunglasses

I love wearing faux leather jeans in the fall and winter and my favorite way to style them is with simple black ankle boots. Either suede or leather is fine because both will look great with faux leather. I have them styled with a high heels ankle boot, but a simple flat classic ankle boot would work well.

How to Wear Ankle Boots with Skinny Jeans

How to Wear Ankle Boots with Skinny JeansSkinny jeans and a fair isle sweater

Sweater (similar) | Jeans | Boots (similar) | Bag (similar) | Sunglasses

I still have a few pairs of skinny jeans in my closet but I definitely style them differently now with ankle boots than I used to. I prefer the ankle boot to go under the jeans instead of over them. It looks more modern and doesn’t cut off my leg in a weird way. If you want to wear skinny jeans, choose a sock bootie or something very slim around the ankle to easily fit under and not look too bulky. Also make sure the hem of your jeans cover the top of your boot and doesn’t leave a gap.

How to Wear Ankle Boots with Distressed Jeans

How to Wear Ankle Boots with Distressed JeansDistressed jeans with a quilted jacket and lug sole boots

Jacket (similar) | Turtleneck | Jeans | Boots | Sunglasses

Distressed jeans and a wool car coatDistressed jeans and a wool car coat

Coat (similar) | Turtleneck (similar) | Jeans | Boots | Bag (similar) | Sunglasses

I showed two different ways to style distressed jeans with ankle boots. You can definitely dress them up a bit with a sleek pointy toe ankle bootie or choose something more casual like a lug sole boot. As with most of the other denim styles, I recommend having the jeans fall over the top of the boot instead of tucking them in. It looks more modern and elongating.

Though most of the denim I shared in this post are blue, black or dark denim, I still love wearing white jeans in the fall and winter. All my styling tips would apply to those too. If you need ideas of what to wear with white jeans, I have an entire blog post dedicated to it!

What Are Ankle Boots?

Ankle boots are typically defined as any boots that end near the ankle bone. That could be an inch or two above or even slightly below the actual ankle.

Types of Ankle Boots

Chelsea Boots

Chelsea boots are usually a flat boot that you can pull on easily. Typically they have elastic or a pull tab at the back to make them easier to get on without the need for zippers.

Pointy Toe Boots

As the name suggests, pointy toe ankle boots refer to the pointy shape of the toe. I find these to be the most elevated and timeless style of boots to own.

Lug Sole Boots

A lug sole boot is one with a thicker sole that is better equipped to walk in foul weather conditions.

Sock Boots

Sock boots are a fitted style of ankle boots that hug the foot and ankle tightly.

Kitten Heel Boots

Kitten heel ankle boots usually have a heel lower than 2 inches so it makes them much easier to stand in or walk for long period of time.

What Are the Most Comfortable Boots for Women?

The most comfortable boots are the ones that feel the best to you. Every person is different so it is a bit of trial and error determining what boots are the easiest to wear for long periods of time. If you do like a heeled boot, opt for a kitten heel style which still gives a bit of lift without being too high. I love chelsea boots for day to day life especially since there are dressier options available.

How Should Ankle Boots Fit?

It’s best to always get your ankle boots a tad big so you can wear socks or tights with them in the fall/winter.

Past Posts

The Best After Christmas Sales

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After Christmas sales are here and my guide will help share all the best sales from the brands I love to shop! Be sure to bookmark this page and check back because I will be updating it as more sales are announced.

Outfits I Wore in November/December 2025

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If you ever need to get info on my Instagram looks, here are a few ways you can get the details immediately:

The ShopMy IG/Tiktok links page has all of my posts linked.
You can also find all outfit details in my ShopMy “My Outfits” page.
You can follow my LTK shop page where everything is posted and linked.

Puffer Coat Edit: 10 Styles That Will Keep You Warm and Stylish

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If you live somewhere that gets very cold weather during the winter, a puffer jacket or puffer coat is a must have in your closet. I would even argue that having a few of them is necessary especially is you are wearing one nearly every day for 3-4 months straight. I grew up somewhere that was quite mild during the winter so I never really had a good appreciation for puffer coats until I moved to NYC after college and had to find a good one ASAP.

Festive Fashion Finds Under $200

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If you are struggling with what to wear to all the holiday parties that are non-stop during this time of year, there are some great basics that you can buy which will be easy to rewear year after year. Classic fabrics like velvet and sequins never go out of style so it’s worth buying some festive pieces that you love and repurposing them with different accessories each holiday season. Here are some festive fashion finds under $200 to help make your holiday party outfit planning much easier.

9 Comfy Fall/Winter Outfits

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While I have always appreciated a comfy outfit from time to time, the older I get the more I am leaning into an entire comfy wardrobe. LOL I used to have a sweatshirt and maybe a pair of leggings to throw on when I didn’t feel like putting myself together, but that outfit has slowly morphed into an entire collection of clothing that is designed to be comfortable yet still looks super chic. I refuse to sacrifice style for comfort and definitely feel like you can successfully accomplish both in one look.

What To Wear To a Casual Christmas Party

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The holiday season is here and Christmas parties are filling up everyone’s calendars. It can be so much fun to look forward to because you can celebrate with people you really love but deciding what to wear can be stressful. LOL How fancy do you dress? How casual do you dress? You want to be comfortable but also look festive and embrace the “extra-ness” of the season.

10 Affordable Holiday Looks

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Holiday party season is in full swing and it can be overwhelming trying to decide what to wear to every function you have. You don’t need to buy a whole new holiday wardrobe and can simply add in festive pieces here and there. But if you do want to go all out on a new look, here is a roundup of some affordable holiday looks! There is a range of price points but almost everything is under $100.

10 Pieces To Invest In To Have The Best Winter Wardrobe

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After curating my closet time and time again over the past few decades and spending hours putting together outfits, I feel I have a good idea of the core winter pieces that most people need. These pieces never go out of style and can be reworn year after year with various winter looks.

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