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.

10 SHOES TO WEAR WITH BOOTCUT JEANS OUTFITS FOR 2024

While many women have abandoned skinny jeans, bootcut jeans are becoming increasingly popular. They are considered timeless and flattering, making them a top choice for many. However, finding the perfect footwear to pair with bootcut jeans can be a challenge. Here is a list of 12 versatile shoe styles, including flats, sandals, and boots, that will make you look fantastic when wearing bootcut jeans for women.

WHAT ARE BOOTCUT JEANS?

Bootcut jeans are characterized by their slim-fitting design that subtly flares out from the knee, allowing enough room to accommodate a boot. This is where they get their name from! In fact, some retailers even refer to them as “skinny flares,” highlighting their tighter yet still flared style. One of the great things about bootcut jeans is that they are incredibly flattering on all body types.

Bootcut jeans come in various lengths, including cropped, ankle-length, and floor-length options. Personally, I prefer bootcut jeans that hit right at the ankle. This length offers versatility as they can be paired with any type of shoe or boot.

BEST SHOES TO WEAR WITH BOOTCUT JEANS OUTFITS

LOAFERS

Loafers are a great choice with bootcut jeans. The slight flare of the jeans balances out chunky loafers like the Prada Spazzolato or lug-sole loafers. These loafers work well with longer or ankle-length bootcut jeans outfits.

For a polished and versatile look, pair darker wash jeans with a contemporary top. Cropped or ankle-length bootcut jeans complement sleeker loafers or mule loafers. You can also add socks for a stylish touch.

Explore dedicated resources for more style tips on wearing loafers and discover additional inspiration for styling them in various ways.

COWBOY BOOTS

Pair bootcut jeans with cowboy boots for a trendy and casual look, even if you’re not on a ranch. Style them with a flowy blouse and distressed jeans for a relaxed vibe. Tuck in your jeans if the boots are calf height. Accessorize with Western-inspired jewelry and a fringe purse to enhance the cowgirl look. For a contemporary twist, try pairing darker wash or black jeans with black or white cowboy boots, a white blouse, and a sleek blazer. Check out my previous post for more styling ideas on wearing cowboy boots with jeans and other outfits.

ANKLE BOOTS

Leather ankle boots are versatile and go well with various clothing styles, including bootcut jeans. Pointed-toe boots can elevate your bootcut jeans outfit, especially with darker denim or black jeans. Pair them with high-waisted jeans, a bodysuit, and black or metallic booties for a stylish night out look. For a casual and relaxed vibe, opt for a chunkier-heeled, pointed-toe ankle boot in any color. Pair them with medium to light wash jeans and a boyfriend tee or oversized sweater.

CHUNKY CHELSEA BOOTS

Pairing chunky Chelsea boots or combat boots with bootcut jeans creates a gritty and edgy aesthetic. Opt for ankle-length or slightly taller boots to showcase the unique details of the boots.

To achieve a stylish and unexpected edgy chic look, wear these chunky boots with bootcut jeans, a rocker tee, and a tailored black blazer. Style your hair in a slicked bun, accessorize with gold hoop earrings, and carry a black crossbody bag to complete the outfit.

For more styling tips on wearing Chelsea boots and pairing outfits with combat boots, refer to my dedicated posts.

PLATFORM SNEAKERS

Platform sneakers are a versatile and popular shoe style that pairs perfectly with bootcut jeans, adding height and elongating the legs. Whether you choose cropped, ankle-length, or longer bootcut jeans, platform sneakers can effortlessly complement your look. Simply find your favorite pair of platform sneakers, select well-fitting and flattering bootcut jeans, and complete the outfit with a minimal t-shirt or tank for a casual vibe, or a silky blouse or button-down shirt for a dressier touch. Add some statement earrings and delicate layered necklaces to put the finishing touches on your stylish ensemble.

STRAPPY SANDALS

Pairing bootcut jeans with strappy sandals creates a fashionable and sophisticated outfit that works for both elevated and casual looks. Opt for tall strappy stiletto sandals to add sophistication, or stick with traditional bootcut jeans for a relaxed vibe. For a feminine touch, tuck in a flowy top and layer with a trench coat. To achieve an edgier aesthetic, pair a tight bodysuit tank with a moto jacket and opt for black or dark bootcut jeans.

PUMPS

Pumps and bootcut jeans are a timeless and stylish combination. Both longer and cropped bootcut jeans can be paired with pumps, and shorter jeans can highlight ankle straps for a chic look.

Tall pumps elevate the outfit, especially when paired with higher-waisted bootcut jeans and a smart top or jacket. This ensemble is perfect for a polished and professional appearance, suitable for work.

For a fun contrast, pair dark-washed bootcut jeans with light-colored pumps. Alternatively, opt for pumps with a contrast toe-cap for added visual interest.

To create the illusion of longer legs, choose pumps in a similar tone as your longer bootcut jeans that almost touch the ground. This combination exudes a 90s-inspired vibe, reminiscent of styles worn by celebrities like Megan Fox.

PLATFORM SANDALS & WEDGES

Platform sandals and wedges can give your bootcut jeans a stylish lift. Opt for sleeker platforms and wedges that fit nicely under the jeans, as bootcut jeans are not as wide as wider flares.

To achieve a boho vibe, pair these sandals with a peasant blouse and a fringe purse. This combination works well with longer bootcut jeans in any wash, creating a fabulous and free-spirited look.

For a more contemporary feel, choose shiny metallic or velvet platform wedges to wear with cropped or ankle-length bootcut jeans. Complete the outfit with a tight bodysuit, chunky cardigan, or a moto jacket for an edgier touch.

HIGH HEEL MULES & SLIDES

Mules are a great choice with jeans! High heel mules add a stylish touch to bootcut jeans. Opt for cropped or ankle-length jeans to showcase your heels. If your mules have unique details, they can make the pairing even more interesting. Consider low kitten stilettos or tall block heels for easy walking. Complete the outfit with a silky tank or blouse, minimal gold jewelry, and a tailored jacket. Experiment with different mules and jeans combinations for more inspiration.

SLIDE SANDALS

Slide sandals are a versatile and stylish choice with bootcut jeans. Tan slide sandals with a tucked-in tee create a casual look, while clunky clogs or Birkenstock sandals offer a rugged vibe. For a dressier appearance, pair white slide sandals with dark wash bootcut jeans and a white bodysuit, perfect for lunch dates or casual workdays. Remember to avoid bootcut jeans that go past the ankle when wearing slide sandals. For more styling tips, check out dedicated posts on clogs and Birkenstocks.

CONCLUSION

In conclusion, there is a wide range of shoe options available to wear with bootcut jean outfits. The choice of shoes can significantly impact the overall style and look of the outfit. Some popular choices include cowboy boots, ankle boots, pointed-toe boots, chunky Chelsea boots, sneakers, loafers, and platform shoes. Each style brings its own unique flair and can be versatile enough to be dressed up or down depending on the occasion. Ultimately, the key is to find the shoe style that complements your bootcut jeans and allows you to express your personal style with confidence.