HOW TO WEAR ANKLE BOOTS WHEN YOU’RE OVER 40

Age is just a number, and that definitely applies to style! Ankle boots are a wardrobe staple, but you might wonder if there are tricks to rocking them over 40. The answer is a resounding no! In fact, ankle boots can be incredibly flattering and versatile for any woman. Whether you’re looking for edgy, polished, or comfy-casual looks, there’s a perfect pair (or two!) out there for you. Let’s dive into some tips and outfit ideas to show off your unique style with confidence.

TYPES OF ANKLE BOOTS

Ankle boots come in a wide variety of styles, so you’re sure to find a few (or more!) that suit your taste and wardrobe. Here’s a breakdown of some of the most popular types:

Chelsea Boots: These classic pull-on boots feature elasticated side panels for a snug fit. They come in various heel heights, from flat to platform, and can be dressed up or down.

Combat Boots: Channel your inner rockstar with a pair of combat boots. These boots typically have a lace-up closure, a thick sole, and a round toe. They add a touch of edge to any outfit. 

Ankle Booties: Ankle booties are a more delicate take on the ankle boot. They often have a shorter shaft, a pointed toe, and a stiletto or kitten heel. They’re perfect for dressing up a skirt or dress. 

Chunky Heel Boots: These boots offer both style and comfort with their thick, block heel. They’re perfect for all-day wear and can be dressed up or down.

Loafers Boots:  Loafers get a stylish upgrade in boot form. These boots typically have a lace-up closure and a moc-toe design. They add a touch of polish to any outfit. 

Sock Boots:  Sock boots hug your legs like a sock, creating a sleek and streamlined silhouette. They come in various heel heights and materials, making them a versatile option. 

Western Boots:  For a touch of country flair, consider a pair of western boots. These boots typically have a pointed toe, a slanted heel, and intricate stitching. 

STYLING TIPS FOR ANKLE BOOTS

TRY SOME CROPPED PANTS WITH A NICE BLOUSE

Cropped pants and a blouse are a match made in outfit heaven, and ankle boots are the perfect partner to complete this look. The cropped pants will showcase your boots, adding a touch of polish and elongating your legs.  For a more relaxed vibe, choose a flowy blouse that drapes over the waistband of your pants. If you’re aiming for a polished look, try a tucked-in blouse with a fitted silhouette. Don’t be afraid to experiment with textures and patterns! A silky blouse adds instant sophistication, while a patterned blouse can inject some personality into your outfit. No matter your style, this combination creates a flattering and versatile look that works for work, weekend errands, or a night out.

CUFF YOUR JEANS TO SHOW OFF YOUR BOOTS

Cuffing your jeans is a stylish technique to showcase your favorite ankle boots, adding a touch of effortless coolness to your outfit. To achieve the perfect cuff, consider your jean style – straight-leg and boyfriend jeans work well for cuffing, while skinny jeans can be cuffed with a smaller, single fold to avoid bulkiness. Aim to reveal a sliver of ankle, about an inch or two, for a balanced silhouette. Choose between a double cuff for a polished look or a single cuff for a more relaxed vibe, and experiment with different cuff widths and heights to find what suits you best. Ironing the bottom hem beforehand ensures a clean, crisp fold that stays put all day. Ultimately, cuffing is a personal style choice that allows you to play with proportions and highlight your footwear in a way that feels uniquely you.

PAIR A PATTERNED T-SHIRT DRESS WITH SOLID ANKLE BOOTS

Ankle boots can make a simple outfit look more interesting. A T-shirt dress is comfy and cute, and to make it even better, you can add some extra stuff. You can wear heeled ankle boots to make it more girly or flat ones like Doc Martens to make it cooler. Also, add some nice jewelry like a necklace and bracelet. If you wear a belt, it can make you look more stylish and show off your body shape. Plus, wearing ankle boots with heels can make your legs look longer!

SPICE UP A SWEATER DRESS WITH COMBAT BOOTS

Adding combat boots to your cozy sweater dress can make your outfit look really cool! Here’s how to do it:

First, make sure your dress isn’t too loose. Wear a tight top underneath, like a turtleneck or a fitted T-shirt. This will balance out the baggy look of the dress. Next, add some edgy accessories. A leather jacket, chunky scarf, or a bold belt can give your outfit some attitude. A crossbody bag with a rock-and-roll style will complete the look. Don’t forget about tights! They can totally change the vibe of your outfit. Try opaque tights for a warmer feel, fishnet tights for a grungy look, or sheer tights if you want to show some skin while still keeping the edgy vibe. Lastly, have fun with your jewelry. Combat boots can handle bold pieces, so layer on some chunky necklaces or statement earrings to complete your cool look!

WEAR WIDE-LEGGED TROUSERS AND HEELED BOOTS

Wearing wide-legged pants with heeled boots is a great fashion choice that makes you look awesome without much effort. Here’s how to do it: First, pick boots with heels that make your legs look longer, like stilettos or block heels. It’s up to you if you want to get your pants tailored to fit neatly over your boots. For tops, you can try tucking in a tight shirt for a neat look, leaving a loose blouse out for a relaxed style, or wearing a short top with a jacket for a trendy vibe. Keep your accessories simple and stylish, like a nice belt to show off your waist and some pretty jewelry to finish off your outfit. Follow these tips, and you’ll rock this cool and flattering outfit!

STAY WARM IN A TRENCH COAT AND CHUNKY BOOTS

A trench coat and chunky boots are a powerful combo for conquering chilly weather in style. The trench coat, with its wind-resistant fabric and optional belt, acts as your first line of defense. Layer chunky knits or turtlenecks underneath for added warmth. Don’t be afraid to play with textures! A chunky cable-knit sweater adds a cozy element, while a sleek cashmere turtleneck provides a more polished look. Chunky boots provide both insulation and traction, keeping your feet toasty and secure on slippery surfaces. For extra warmth, consider adding thermal socks or layering thinner socks underneath. With this winning combination, you’ll be ready to embrace the crisp air while looking effortlessly stylish.

WEAR ANKLE BOOTS WITH A BLAZER AND MINI SKIRT

Ankle boots, a blazer, and a mini skirt are a fashion trifecta, creating a look that’s both effortlessly chic and undeniably cool. It’s all about balance! Pair a slightly shorter mini skirt with a blazer that hits at the mid-thigh or goes longer for a more polished feel. This creates a flattering silhouette that’s both playful and sophisticated. When it comes to footwear, ankle boots offer endless possibilities. Stilettos add instant leg-lengthening drama, while chunky heels provide comfort and a grounded vibe. Kitten heels strike a perfect balance between style and wearability. Complete the look with tights for cooler weather or bare legs with patterned or sheer tights when the temperature allows. Keep accessories minimal and elegant – a delicate necklace or statement earrings will add a touch of personality without overwhelming the outfit. A clutch or crossbody bag finishes the look for a night out, while a tote bag adds practicality for daytime adventures. This outfit formula is a timeless winner, ready to take you from work to weekend with just a few tweaks.

PAIR POINTED-TOE ANKLE BOOTS WITH WIDE-LEGGED JEANS

Wearing wide-legged jeans with pointed-toe ankle boots makes you look really good. The pointy toe of the boots makes your legs look longer and balances out the wide jeans. It keeps the focus on your ankles and gives you a modern style. You can wear this combo for different occasions, whether you want to dress up with a nice blouse and jacket or keep it casual with a t-shirt and leather jacket. Either way, the pointed-toe ankle boots add a fancy touch to your outfit.

TRY SKINNY JEANS WITH FUN, PATTERNED ANKLE BOOTS

Breathe new life into your trusty skinny jeans with a dose of playful personality! Fun, patterned ankle boots are the perfect way to add a unique touch to your everyday outfit. Let these statement pieces be the stars of the show.  Pair them with a simple, solid-colored top in a neutral tone like black, white, or gray. This ensures the boots take center stage without any competition. When it comes to the patterns, the world is your oyster! From bold florals and geometric prints to playful animal textures, choose a design that reflects your personality and complements your existing wardrobe. Remember, with patterned boots as your statement piece, keep accessories minimal and elegant. 

WEAR ANKLE BOOTS WITH TAILORED TROUSERS AND A CABLE-KNIT SWEATER

Ankle boots, nice pants, and a warm sweater make a classic and stylish outfit that you can wear to work or on the weekend. The pants should fit well and make your legs look good with the boots. Choose boots that match the outfit, like cool Chelsea boots, fancy heeled boots, or chunky heels. For accessories, pick eye-catching pieces like a necklace or earrings, and keep your bag simple. You can change your accessories or add more clothes to stay warm when you switch from work to the weekend.

ROCK JEANS AND A T-SHIRT FOR A TIMELESS, CASUAL LOOK

The jeans and t-shirt combo is a fashion staple for a reason – it’s effortless, stylish, and endlessly adaptable. This timeless pairing is perfect for casual outings, errands, or just relaxing at home. The beauty lies in its versatility.  A crisp white tee and dark wash jeans create a clean and classic look, while a graphic tee and ripped jeans add a touch of personality. No matter your style, there’s a jeans and t-shirt combination that works for you.  With the right shoes, you can take it anywhere. Sneakers keep it casual, while boots or heels can add a touch of polish. So next time you’re reaching for something comfortable and stylish, remember the timeless appeal of jeans and a t-shirt.

PAIR FAUX LEATHER WITH ANKLE BOOTS FOR AN EDGY LOOK

There are endless ways to rock this edgy combination.  Think sleek faux leather leggings paired with chunky combat boots for a street-style vibe.  For a more polished look, try a faux leather skirt with pointed-toe ankle boots and a tucked-in blouse. Don’t be afraid to experiment with textures and colors.  A glossy black faux leather jacket adds instant cool to a simple tee and jeans, while a wine-colored faux leather skirt paired with neutral boots creates a rich and sophisticated edge. 

WEAR ANKLE BOOTS WITH A WRAP DRESS IN WARM WEATHER

You can wear ankle boots with a wrap dress even when it’s warm outside! It’s a stylish choice for sunny days. Just remember a few things: Choose a wrap dress made of light fabric like cotton or linen to stay cool. A shorter dress looks nice with ankle boots and gives a relaxed feel. Pick ankle boots that are light and summery, like ones with cutouts or sandals with ankle straps. If it gets chilly in the evening, you can add a light jacket over your dress for extra warmth and style. With these tips, you’ll look fashionable and feel comfortable in your ankle boots and wrap dress combo, even in warm weather!

SHOW OFF YOUR CONFIDENCE WITH A BODY-CON DRESS

Ankle boots complement this fitted style perfectly. Show off your figure by pairing a mid-length black body-con dress with a leather jacket and heeled ankle boots, guaranteeing attention-grabbing style. Complete the look with chic sunglasses for that ultimate fashionista vibe. According to fashion expert Joanne Gruber, confidence is key in your outfit. “Your style starts with how you feel inside,” she emphasizes. When you wear your outfit with confidence and feel fantastic in it, that’s when you truly shine.

ROCK A BOMBER JACKET AND GRAPHIC TEE FOR A YOUTHFUL LOOK

Show off your unique personality with graphic tees, a comfy choice to express your interests, such as your favorite band. Add a touch of edginess to your outfit with a bomber jacket. For a rocker vibe, pair it with ankle-length combat boots, or opt for ankle boots with a bit of a heel to add a feminine twist.

CONCLUSION

As you can see, age is just a number when it comes to rocking ankle boots! With a variety of styles to choose from and endless outfit combinations, there’s a perfect pair (or a few!) waiting to be incorporated into your wardrobe. So don’t be afraid to experiment, embrace your personal style, and strut your stuff with confidence. After all, fashion is all about having fun and feeling fabulous, and ankle boots can be a key player in achieving that for any woman over 40.

HOW TO WEAR A SWEATER DRESS WITH BOOTS: 10 STYLISH LOOKS

As the air gets crisper and leaves start to turn, it’s time to embrace the ultimate fall/winter combo: the sweater dress and boots. This timeless duo offers both warmth and effortless style, but navigating the endless possibilities can be overwhelming. Worry not, fashionistas! This guide will unlock the secrets to crafting 10+ stunning looks that are both comfortable and chic.

WHAT IS A SWEATER DRESS?

A sweater dress is a warm, long knitted outfit that is longer than a regular sweater. It can be worn without pants or leggings. You can find sweater dresses in different materials like cotton, wool, cashmere, nylon, and acrylic. They come in many colors and designs with different lengths and sleeve lengths.

Here are some trendy styles:

  • Tie-Front Sweater Dress – This style comes in different lengths and fits well on all body types.
  • Turtleneck Sweater Dress – This style is short or medium length and is great for fall and winter. It can be tight or loose and can have sleeves or no sleeves.
  • Cardigan Sweater Dress – This style has long sleeves and buttons in the front. It can be fluffy or thinner.
  • Bodycon Knit Sweater Dress – This dress is made of a thinner knit fabric and usually has long sleeves and a slit in the front or on the side. Some have buttons and others have a ribbed knit.
  • Mini Sweater Dress – This dress is very versatile and can be boxy or tight. It can have a turtleneck or a V-neck.
  • Long Sweater Dress – This dress is medium to long and slightly loose. It can also be worn with a belt.

Now that you know what sweater dresses are, let’s talk about how to choose the right shoes and how to wear a sweater dress with ankle boots.

STYLE GUIDE TO WEARING A SWEATER DRESS WITH BOOTS

KNEE HIGH BOOTS

Wearing a sweater dress with knee-high boots can create a stylish and cozy outfit. Here are some tips on how to rock this combination:

Choose the Right Length: Opt for a sweater dress that falls above or just below your knees. This length works best with knee-high boots, as it allows a portion of the boots to be visible, creating a balanced and visually appealing look.

Consider the Fit: Look for a sweater dress that has a slightly relaxed or loose fit. This will not only provide comfort but also create a chic contrast with the sleek and fitted silhouette of knee-high boots.

Play with Proportions: To maintain a balanced look, consider the proportions of your sweater dress and boots. If you choose a chunkier or oversized sweater dress, try pairing it with slimmer-fitting knee-high boots. Conversely, if your sweater dress is more form-fitting, you can opt for boots with a wider calf or a slight slouch.

Experiment with Colors: Have fun with the color combination of your sweater dress and knee-high boots. You can create a classic and sophisticated look by pairing neutral colors like black, gray, or beige. Alternatively, you can make a bold statement by combining contrasting colors or opting for vibrant hues.

Add Layers: Depending on the weather, you can layer your sweater dress with a coat, jacket, or cardigan. This adds depth to your outfit and provides extra warmth during colder seasons. Make sure the length of the outerwear complements the length of the dress and boots.

ANKLE BOOTS

Wearing a sweater dress with ankle boots is a versatile and stylish choice. Here are some tips to help you pull off this look:

Length: Choose a sweater dress that hits above the knee or at a medium length. This way, your ankle boots will be visible and create a balanced outfit. Avoid wearing a sweater dress that is too long, as it can overpower the boots.

Silhouettes: Depending on the style of your sweater dress, you can try different shapes. If your dress is fitted, go for sleek and streamlined ankle boots. For loose or oversized sweater dresses, consider ankle boots with a chunkier heel or a slightly slouchy design.

Contrast: Create visual interest by combining contrasting elements. For example, pair a chunky knit sweater dress with sleek ankle boots that have a pointed toe. If your sweater dress is delicate or feminine, you can add some edge with boots that have buckles or studs.

Show Some Skin: To make your legs look longer, choose ankle boots with a low-cut or open design, like booties or peep-toe styles. This allows a bit of skin to show between the dress and the top of the boots, giving your outfit a sophisticated touch.

Layer with Tights: During colder months, you can layer your sweater dress with tights for extra warmth and style. Opt for opaque or patterned tights that match the colors of your dress and boots. This adds a chic and practical element to your ensemble.

Accessories: Complete your sweater dress and ankle boots outfit with carefully chosen accessories. Consider adding a belt to define your waist. You can also accessorize with a statement necklace, a wide-brimmed hat, or a crossbody bag to add your personal touch.

WESTERN BOOTS

Western-inspired boots are best paired with shorter or midi-length sweater dresses, as these lengths allow the boots to take center stage. You can showcase the unique look of the boots by opting for shorter dresses that expose more of your legs. Midi-length dresses offer a balanced and flattering look that complements the boots’ style. If you prefer longer sweater dresses, consider ones with a side slit that allows your boots to peek through and adds movement to your outfit.

To complete your ensemble, consider belting the sweater dress at the waist to define your silhouette and add a touch of polish. This helps create a more structured look and enhances your overall outfit. You can also accessorize with a shoulder bag and dangly earrings to add extra flair and complement the Western-inspired theme.

When styling these boots, it’s best to keep your legs bare and forego leggings or tights. This allows the boots to take the spotlight and showcases their unique design. By keeping your legs bare, you maintain a streamlined and cohesive look from head to toe.

SNOW & WINTER BOOTS

No discussion about boots with sweater dresses would be complete without mentioning winter boots. As the temperatures drop and thicker, long knit sweaters become popular during the Fall/Winter months, it’s the perfect opportunity to pair them with stylish snow boots.

When it comes to winter boots, shorter styles tend to look more fashionable, and many women opt for sheepskin boots for their warmth and cozy appeal. Sherpa detailed boots are still in style and pair beautifully with sweater dresses, but don’t limit yourself to just one style. Suede and leather boots in various designs also work well with sweater dresses. You can find winter boots with lace-up fronts and puffer detailing, adding a cute and trendy touch to your outfit.

Even sturdier winter boots like duck boots or the Sorel Joan of Arctic can create a great look when paired with the right sweater dress. These boots offer durability and protection from the elements while still allowing you to showcase your sense of style.

Embrace the winter season by exploring different winter boot options that suit your personal taste and preferences. Remember to prioritize both fashion and functionality when selecting winter boots to ensure you stay warm and comfortable while looking fabulous in your sweater dress ensemble.

SLEEK RIDING BOOTS

If you want to wear a sweater dress with riding boots, it’s important to consider the height of the boots. Some riding boots go up to the knee, while others go higher, over the knee. Choose a sweater dress that matches the height of your boots. You can refer back to the section on knee-high boots or high boots for more information.

For a stylish look, I recommend pairing riding boots with a simple ribbed sweater dress. You can layer it with a loose-fitting cardigan or trench coat. Another option is to wear a thick knit dress that has a loose fit and a side slit. These styles complement riding boots nicely.

SLOUCHY BOOTS

First, choose a sweater dress that hits above the knee or at a midi length to ensure the slouchy boots are visible and create a balanced look. Opt for a dress in a cozy knit fabric to complement the relaxed vibe of the boots.

To style the outfit, consider layering the sweater dress with tights or leggings for added warmth and texture. You can also accessorize with a belt to cinch the waist and create definition. This helps to prevent the ensemble from looking shapeless.

When it comes to the slouchy boots, look for a pair with a relaxed and slightly slouched shaft that complements the casual nature of the sweater dress. These boots often have a lower heel or a flat sole, making them comfortable and perfect for everyday wear.

To complete the look, consider adding some accessories such as a chunky scarf or a slouchy beanie for a cozy and stylish touch. With the right combination of a sweater dress and slouchy boots, you can achieve a relaxed and effortlessly chic outfit.

THIGH HIGH BOOTS

Thigh-high boots made a comeback in 2015 and are still popular today, especially when paired with sweater dresses during the fall and winter seasons. One great thing about these boots is that they help keep your legs warm in cooler temperatures.

For a casual look, you can opt for flat-heeled or block-heeled thigh-high boots. If you want to add some allure to your outfit, try a pair of stiletto thigh-high boots.

When wearing a sweater dress with thigh-high boots, consider pairing them with a loose mini sweater dress, a midi dress, or a maxi dress with a bottom slit. Make sure the boots fit snugly under your dress to avoid them sticking out underneath.

You can make this combination work by adding a loose sweater or shawl or choosing a more structured and wider pair of thigh-high boots. This helps to balance the overall look.

POINTED-TOE BOOTS

First, opt for a sweater dress that hits above the knee or at a midi length to ensure the pointed-toe boots are visible and create a flattering silhouette.

To create a chic and polished outfit, choose pointed-toe boots with a sleek and streamlined design. Whether they are ankle boots, mid-calf, or knee-high, the pointed toe adds a touch of sophistication to the ensemble.

To enhance the overall outfit, consider adding accessories such as a statement belt to cinch the waist and create definition. This helps to avoid the dress looking shapeless and adds a stylish element to the look.

For a more casual approach, you can opt for a chunky knit sweater dress paired with pointed-toe ankle boots. This combination creates a juxtaposition between the cozy and relaxed vibe of the dress and the sleekness of the boots.

CHUNKY CHELSEA BOOTS

Chunky Chelsea boots are making a strong impact this season, alongside their classic ankle boot counterparts. These boots come in various colors, shapes, and heel heights, making them an excellent choice to pair with sweater dresses. Some even feature contrasting elastic, adding a color-blocking element to their design. For more styling ideas, you can check out my dedicated post on how to wear Chelsea boots.

When it comes to wearing a sweater dress with chunky Chelsea boots, the styling is similar to that of combat boots. For an extra casual look, opt for an oversized short or midi-length sweater dress paired with Chelsea boots. This combination creates a laid-back and comfortable outfit.

Alternatively, you can experiment with a thinner knit sweater dress in a tight midi-length style that includes a side slit. This contrast between the toughness of the chunky Chelsea boots and the softness of the sweater dress adds an interesting dynamic to your overall ensemble.

COMBAT BOOTS

Combat boots are always in style, just like sweater dresses. Currently, lace-up combat boots with thick rubber lug soles are the trendiest option. However, classic combat boots still look chic when paired with sweater dresses. You can even find waterproof combat boots that are suitable for rainy and cold weather. If you’re looking for more outfit ideas with combat boots, check out my new post on how to wear them!

When wearing a sweater dress with combat boots, you have plenty of options. You can pair your combat boots with any type of sweater dress, including thinner knit midi sweater dresses. Both tight-fitting and loose, soft sweater dresses add a feminine touch to the strong look of the combat boots.

In terms of the length of the sweater dress, shorter dresses that hit at or above the knee work well. Alternatively, you can go for longer dresses with a side slit to show off the boots as you sit or walk. To complete the outfit, add a trench coat or a wool coat and carry a cute sporty or leather crossbody purse.

OTHER SHOES TO WEAR WITH SWEATER DRESSES

Now that you’ve learned how to wear a sweater dress with ankle boots, let’s explore other shoe options that also go well with them. While boots are the classic and popular choice, there are several other styles that can be paired with sweater dresses, such as:

  • Classic loafers and loafer mules
  • Pumps
  • Strappy sandals
  • Clogs
  • Oxfords
  • Clear high heels
  • Classic or chunky sneakers
  • Hi-top sneakers

These shoe options provide versatility and allow you to create different looks with your sweater dresses. Whether you prefer a more formal or casual style, there’s a shoe option to match your desired aesthetic. Experimenting with different shoe styles can add variety and enhance the overall appeal of your sweater dress outfits.

CONCLUSION

From chunky knits to sleek silhouettes, knee-high to ankle, the “sweater dress with boots”is endlessly adaptable. This versatile duo offers warmth, comfort, and effortless style, ready to conquer any fall/winter occasion. So, embrace the cozy chic, experiment with proportions, and accessorize with confidence. Remember, the key lies in showcasing your personal flair. With these tips in hand, you’re ready to step into the season with confidence and turn heads with every “sweater dress with boots” look you create!