1. tunic top + white pants + mixed metal watch + woven mules

top | pants | mules | watch | hoops

A great pair of white pants is a spring and summer staple. No matter your preferred fit of pants, a pair in white is the perfect way to brighten up your favorite looks in warmer months. They’re also a great way to add contrast to your looks when paired with a bright color, or one in a darker shade.

Start this casual, chic look with your pair of white pants. These straight-leg pants are made with a stretch linen blend, meaning that not only will they be flattering, but they’ll be comfortable for wherever your day takes you. Whether your day involves a busy day at the office, taking care of grandkids, or spending a Saturday with friends, these will make sure you are chic but comfy the whole day long.

Next, add a popover tunic top. Tunic tops are a flattering piece for any body shape or body type and are the more casual sister of the classic button-down. For shoes, try this pair of woven mules. The woven material will help keep you cool even in the warmer summer months!

When it comes to casual yet classy looks, sometimes simple is the best way when it comes to accessorizing. Finish this look with gold hoops and a versatile mixed metal watch.

2. blazer + striped tee + wide-leg jeans + sneakers

sneakers | tote bag | jeans | striped tee | black blazer | sunglasses

If you’re ever in doubt about how to add a classy touch to a casual look, try a blazer! A longer, slightly oversized black blazer will be your best friend. The longer length will help elongate your body, whereas the ones that stop at your waist often end up dividing your proportions in two.

The base of this look is familiar to many of us. A striped short-sleeved tee is a capsule wardrobe staple, and a flattering pair of straight-leg or wide-leg denim jeans offer the perfect balance to your look.

Shopping List for Your Capsule Wardrobe: Need ideas of what to actually include in your capsule wardrobe? Whether you’re updating your closet for spring or starting from scratch, MCO has a free resource library you can access here!

A leather tote bag, sunglasses, and white sneakers complete the look that’s comfortable, chic, and casual for everyday wear.

3. white button-down + linen pants + woven slides

top | linen pants | earrings | bangle | sandals

Linen pants are the perfect piece to create a classic look for a casual outing. Create a stylish look by pairing them with a more structured top, like an Oxford button-down shirt, to create balance in your outfit.

Where you can really elevate this look is in your accessories. A pair of gold hoops and a gold bangle will help to set your look apart. Jewelry is also an opportunity to bring your personal style into a classic outfit formula. Finish off the look with a pair of comfortable sandals.

Related: Styling a Classic Linen Outfit: My Mom vs Me

4. white tee + button vest + skinny jeans + ballet flats

white tee | skinny jeans | ballet flats | sweater vest | sunglasses

A classic white tee starts this next look. One tip that I like to use when creating casual looks that are still classy is to start with an inspiration look on the more elevated side, and then add in more casual pieces to make it fitting for everyday wear.

For this style, start with the idea of an elegant, classic suit. You have your staple black vest and jacket, and a white button-down underneath. Break this look down by removing the jacket to focus on the vest, and swap out the button-down for a white tee.

Next, medium wash or dark wash denim skinny jeans pair well with this look to create a more casual spin of a classic suit look. Black ballet flats complete the style.

5. knit sweater + trench coat + straight-leg jeans + ballet flats

jeans | bag | flats | trench coat | sweater

Classy, casual outfits for ladies over 50 are the perfect opportunity to pair together pieces from your capsule wardrobe. Creating chic, tailored looks doesn’t have to be difficult – choosing well-fitting, elevated basics is a great way to create an outfit that you’ll feel confident in.

For this look, start with a pair of wide-legged or straight-leg jeans with no holes or rips. Next, a quality knit sweater, like this alpaca crew from Everlane, will pair well with your jeans. Everlane is a great place to shop for quality basics at an affordable price.

If you don’t have a trench coat in your closet, spring is the perfect time to add one to your wardrobe! They’re the perfect Parisian staple, and there are so many ways to style them. A structured bag acts as your pop of color in this look, and classic flats complete this outfit.

6. striped cardigan + white tee + black midi skirt + mary janes

midi skirt | mary janes | white tee | striped cardigan | tote bag | earrings

Midi skirts are the perfect solution if you’re searching for an elevated piece that is as comfortable as it is flattering. They are typically slightly more casual than a maxi version, but offer more coverage than a mini.

The classy portion of this look is provided by the satin material of the skirt, while a white tee and striped cardigan act as the more casual elements. Gold square hoops, a black leather tote bag, and Mary Janes provide the perfect accompaniment for your base. This would also be a great look to go into the office!

7. linen barrel pants + denim jacket + t-shirt + white sneakers

denim jacket | pants | sneakers | white tee

A denim jacket is a great way to complete a casual yet classy look in warmer months. It’s easy to take on and off, neutral enough to pair well with many colors and looks, and slightly structured while still being comfortable.

This is another look with a white tee as a base. The perfect white tee isn’t see-through, washes well, and acts as the perfect foundation for outfits year-round. Next, add a pair of linen pull-on barrel pants. Pull-on pants are comfortable and offer plenty of range of movement, and are the perfect “soft” element to balance the structured look of your denim jacket.

Clean white sneakers complete the look, perfect for those days when you’re on the go but still want to look put-together.

8. shirtdress + woven tote bag + sunglasses

dress | sunglasses | sandals | woven tote

Your favorite little black dress doesn’t have to be reserved for formal occasions! In fact, I argue that everyone should consider having at least two little black dresses in their closet – one casual, and one elevated.

Choosing a little black dress in a shirt dress style is a great way to transition from work to play. Plus, this version has pockets, which is always a bonus. Accessories play a big role in this look, as the versatile piece can easily be dressed up or down. Leather slides or your favorite comfortable sandals, a woven tote bag, and tortoiseshell glasses are the perfect way to create the perfect classic summer outfit.

9. cardigan + skinny jeans + mule slides

cardigan | skinny jeans | mule slides

Don’t be afraid of bright colors when it comes to creating classy, casual outfits for ladies over 50. Adding a pop of a statement color, like the red of this cardigan, is a great way to bring your personal style into a casual look. Wear this cardigan as a buttoned top, or layer it over your favorite tee or striped top.

Next, add your favorite pair of skinny jeans and a pair of leather mule slides. If you prefer a looser fit of jeans, almost any style is interchangeable with this look!

10. knit crewneck + round sunglasses + wide-leg jeans + ballet flats

ballet flats | flare jeans | straw tote | crewneck sweater | sunglasses

Little details make all the difference when it comes to putting together the perfect casual look. For instance, the ribbing and slightly cropped fit of this cashmere sweater offers the perfect balance to a pair of high-waisted jeans, with a lined hem on the cuffs.

Complete the look with leather ballet flats with a bow detail, gold-rimmed sunglasses, and a straw tote.

11. collared shirt + white midi skirt + Adidas spezials

sneakers | midi skirt | top | woven bag

Another great rule of thumb when it comes to putting together classy and casual looks is to try mixing aesthetics to create interest in your outfit. This combination plays with traditionally formal and athletic features to create balance.

First, start with a white midi skirt. This skirt offers lots of movement, while the length is flattering in terms of providing coverage while still allowing you to make a statement with your shoes. In this case, the shoes are the Adidas Spezials! This shoe is perfect for an active day, whether it’s walking around a farmer’s market, the city blocks, or maybe attending a sporting event.

Next, a blue button down with a frilled, rounded collar is the perfect way to add a bit of structure to this look. A woven basket bag is the finishing touch, whether it holds your favorite book, a snack, or your other daily essentials.

12. navy button-down + tank top + dress shorts + sandals

dress shorts | sandals | bag | tank top | button-down shirt

If you’re unsure of how to put together classy outfits with shorts, try a pair of trouser-style dress shorts. This linen pair will help you stay cool, while still achieving a sophisticated look. Next, a similar-colored tank top can be tucked in to elongate the shape of your body. Add a belt to further create a flattering form!

On top, try a navy button-down shirt. Depending on your comfort level (and the temperature) you could leave this open, or button it partially. For accessories, try a two-toned crossbody bag, and leather sandals to tie it all together.

Related: Fight the Frump: 12 Easy Ways You Can Fix Your Frumpy Outfits

13. flare jeans + collared sweater + square earrings + gold sandals

top | jeans | sandals | square hoop earrings

A cohesive metal choice can really tie together a casual look. Elevate this outfit by incorporating hints of gold throughout, which makes your choices look more intentional.

Knits in quality fabrics make all the difference. This soft sweater with gold buttons is the perfect way to make a statement while still being neutral. Pair it with flared pants to mix up the more typical styles of denim. You could also swap these out for boot-cut jeans to achieve a similar look.

Add gold woven sandals to make this look date night-ready. Vibrant hues like gold will set you apart from the crowd! Gold hoops continue the theme, and the square shape of these makes for a unique style.

14. lady jacket cardigan + trousers + sunglasses + flats

cardigan | mary janes | trousers (similar) | tote bag | sunglasses

A lady jacket is a timeless way to add a touch of sophistication to classy, casual outfits for over 50. Lady jackets come in all different styles, and in this instance, our lady jacket takes the form of a cozy cardigan. If you’re looking for an alternative to bold prints, stripes are a chic way to add a pattern to your outfit.

Next, swap out jeans for a pair of wide-legged trousers. These will elevate your look, while still being comfortable and practical. Khaki or white pants perfectly complement the colors of the sweater, while still going a long way in your capsule wardrobe due to their neutral colors.

Finish the look with Mary Janes, a leather tote bag, and tortoiseshell sunglasses.

Feel Your Best at Any Age With These Classy Casual Outfits for Ladies Over 50

Age is just a number, and it doesn’t have to determine what you’re limited to when it comes to personal style! Casual, chic pieces can be worn at any age, and hopefully taking inspiration from the looks above will help you to put together combinations of outfits that are not only comfortable and flattering, but also help you to feel put together and chic in your everyday life. You don’t have to wait for a special occasion to feel put together and elegant!

Did you love the jean outfits in this post, and want more ideas on how to style them? Up Next: A Fashion Guide: How to Wear Jeans Over 50

The post 14 Classy and Casual Outfits for Ladies Over 50 appeared first on MY CHIC OBSESSION.

With the help of our seasoned style advisor, I’m here to show you different outfits, styles, and tips for creating the perfect looks with this true fashion staple. 

With the insight and opinion of Dr. Wood sprinkled throughout this piece, let’s get right into it! 

1. 90s jeans + cotton silk sweater + loafer + bag

jeans | sweater | shoes | bag

A neutral look doesn’t have to be limited to just beiges, ivories, browns, and blacks. Featured in my spring capsule wardrobe for the upcoming warmer months, this baby blue color is a great option for those wanting to incorporate some color while still going for neutral outfits. 

When asked about her favorite way to style jeans, Dr. Wood gave us a few of her go-to options, including sweaters, cardigans, and sporty vests. In keeping with her taste, this blue cotton silk sweater is the perfect transitional piece to complete this look – especially for those who live somewhere where the temperatures take a little longer to rise! 

On the bottom, these 90s straight jeans support and lift with their vintage fit, making you look and feel great as you stroll out the door.

For shoes and a bag, these brown accessories go beautifully with the existing color of the look, enhancing and elevating the ensemble while still staying within the neutral palette. 

2. sweater + tee + crop jeans + leather belt + sandals

sweater | tee | jeans | belt | sandal 

Blue is definitely the color most of us think about when the topic is jeans, but exploring other colors for this iconic style can be a great way to incorporate more of it into your wardrobe. 

This flattering white jean makes it possible to create looks like monochromatic outfits without giving up your beloved denim, keeping the fit and the structured look of this beloved staple. For this particular outfit, I’ve created a simple ensemble that is versatile for a number of different occasion within your week – and beyond! 

It can be tricky to style looks for different seasons, but Dr. Wood knows just what to do with jeans when the weather starts to turn sunnier: “I’d probably switch over to cropped jeans and wear them with cute sandals.”

Start with this pair of jeans that feature a mid-rise and a cropped length. Their crisp white color keeps your look fresh for the sunny days ahead, and premium fabric ensures zero see-through. 

On top, start off with this basic white tee for a simple, foolproof base. Layer this open bomber sweater over your t-shirt for chillier moments of the day, adding some warmth to both your look and your color palette. 

Bring it all together by matching them to the buttons on the jacket. In keeping with Dr. Wood’s suggestion, a black belt and a black pair of classic sandals are the ideal final touches to this look. 

3. turtleneck + toothpick jean + blazer + mule + top handle bag

turtleneck | jeans | blazer | shoes | bag

Skinny jeans have been around for decades, and still are many people’s favorites when it comes to integrating this style into everyday looks. 

This particular type of jeans might have its critics, but has stuck around for long enough to win the hearts of many! “I still love skinny and feel that they’re the most flattering. Boot cut jeans are cool though and serve a real purpose when wearing boots,” says Dr. Wood. 

If you also love your pair of skinny jeans, this look is ideal for when you want to look confident and put-together both in professional and personal occasions – there’s no need to go after new trends you don’t really see yourself in! 

Start with these super high rise toothpick jeans. Designed to offer support and elongate your figure as a whole, these pants will bring out your confidence with a flattering fit. For your top, this wool-blend turtleneck continues to elongate your silhouette and contribute an elevated, chic feel. 

Layer a classic black blazer on top, helping to tie both of your base pieces together and bringing some balance to the body-hugging fit of the jeans. For accessories, these heeled mules keep the look professional while still adding some style flair. A mini top handle bag is the ideal accessory when transitioning this look for the nighttime. 

4. cashmere top + straight jeans + suede mules + saddle bag

top | jeans | mules | bag

Jeans are the right style choice for a great spring day, making you look polished and fresh without requiring a ton of effort. 

For this casual elegant outfit, the jeans of choice and high-rise cheeky straight jeans from Gap.

When asked to talk to us about her favorite pair of jeans, Dr. Wood didn’t hesitate: “The Gap, but only because they fit me best. They’re very traditional.” If a traditional pair of jeans is what you’re after, you know where to shop! 

Dress up your flattering pair of high-rise straight-leg jeans with a delicate and refined cashmere top that features padded shoulders and a mock neck. Though subtle, these design details bring sophistication to this otherwise casual look. 

For accessories, a smaller bag is great for carrying on your shoulder and keeping your essentials safe. Match the tone of the bag with this suede mule that will keep your feet comfortable as you stroll through town. 

5. high-rise jeans + button-up shirt + sunglasses + leather loafers + shoulder bag

jeans | shirt | sunglasses | shoes | bag

This almost French-inspired look truly embodies some of what we love most about elevated casual wear. Though simple on their own, these staple pieces come together to form an effortless ensemble that is perfect for a lot of different occasions throughout your week!

Begin with these high-rise 90s jeans, featuring a straight fit and a gorgeous blue wash. On top, this oversized button-up shirt balances out the casual feel of the jeans with something a little more elevated, while still keeping things laidback. 

Here’s where styling magic comes in! Just a few small tweaks in how you wear a particular item of clothing can drastically affect the final outfit. Tucking your shirt in, wearing it slightly open at the top, or rolling up your sleeves are all things you can try until you land on your ideal final look. 

Here, the accessories make this outfit. These polarized sunglasses keep your eyes comfortable while adding undeniable chic flair to your look, while this quilted leather shoulder bag contributes some classic edge as well. For shoes, lug sole loafers bring some current (but still traditional!) style into the mix. All black, these pieces tie together seamlessly, balancing the outfit and finalizing it beautifully. 

6. kick out jean + rib t-shirt + belt + shoulder bag + platform mule + chain necklace 

jeans | shirt | belt | bag | shoes | necklace 

If you are lucky enough to be dressing for warmer temperatures, few things are better than having a truly great and simple go-to denim look. While jeans are great to dress up, they are also ideal options for any day of the week, getting you quickly pulled together to check some items off of your to-do list. 

It is important to note, however, that a basic outfit doesn’t have to be boring! Picking high quality pieces and accessories can totally change the feel of something as simple as a t-shirt and jeans. 

Kick off this look with these full-length jeans that flare out at the bottom. Mid-rise, these pants are also made from premium material that offers great support, keeping you comfortable in more than one way. 

Pair your blue jeans with this simple black t-shirt for a sleek and flattering foundation. Accessorize with a skinny black leather belt and a large leather shoulder bag that keeps you organized and prepared.

For shoes, these platform mules welcome sunnier days while keeping this look grounded. For a final delicate touch that complements the gold hardware on the belt, this gold chain is a good choice. 

7. baby boot jean + funnel neck top + leather loafer + necklace + hoop earrings

jeans | top | shoes | necklace | earrings

We certainly love our traditional blue jeans, but black denim gives us the option of easily bringing sophistication to a comfortable look that is quickly pulled together. 

These mid-rise jeans fit snuggly through the thighs and hip, and feature a discreet slight flare at the bottom. Not only does this style make for a flattering fit, but it also looks great with slightly larger, more structured shoes. 

A standard black loafer keeps this look understated and casual while also lending it an air of elegance. On top, this black turtleneck continues to steer this look in the right direction with its chic silhouette.

For accessories, small silver hoop earrings and a silver necklace bring some texture to the final look, adding a feminine touch. 

8. boot cut jean + wool-cotton sweater + ankle boot + faux leather bag

jeans | sweater | shoes | bag

Remember Dr. Wood’s brief mention of boot-cut jeans? Well, I couldn’t agree more! When it comes to wearing boots and jeans, this style serves a real purpose when it comes to both functionality and aesthetics. 

These blue boot-cut jeans are inspired by the late 1970s, blending traditional and modern designs to create the perfect pair of jeans. Made from organically grown cotton, these pants feature a high-rise fit that makes for flattering results. 

On top, this simple wool-cotton sweater keeps things casual while also elevating the look with its quality material, perfect fit, and gorgeous neutral shade. 

Accentuate the brown tone of the top by bringing in some brown accessories. For shoes, these square-toe boots make great use of the boot-cut structure of the jeans, while a brown shoulder bag brings the pieces together simply. 

9. oversized button-up + crop jean + sneaker + shoulder tote + drop earrings 

shirt | jeans | sneakers | tote | earrings

When asked about a favorite shoe style to wear with jeans, Dr. Wood didn’t hesitate, saying “I know you’re supposed to wear at least a small heel, but I would say sneakers and boots because they’re more comfortable.” 

For a piece as popular and sought-after as jeans, shoe options shouldn’t be limited to aesthetics, but should instead take all important factors into consideration! Heels can be great for certain occasions, but sneakers and boots absolutely belong with denim – and this look is here to prove it! There’s no need to sacrifice on either the style or the comfort front to make an outfit work. 

These kick out crop jeans are a great length to rock when the weather begins to warm up, and also go perfectly with a larger shoe as they avoid awkward bunching up in unwanted places. If you fall under the category of petite women, cropped jeans are also a great choice for you! 

On top, this striped button-up shirt brings in some understated color and pattern to this fresh look, without dressing it up too much. An elevated tote adds interest by contributing to the neutral color palette but continues to keep the feel casual with its large size and looser structure. 

For shoes, these white sneakers blend chic and laid-back for a perfect combination. Add in a pair of gold drop earrings to bring together all of the gold touches of the look! 

10. pintuck denim trouser + peplum top + knee-high boots + hoop earrings + ring

jeans | top | shoes | earrings | ring 

For something of a more elevated outfit, this look takes the cake. Composed of just a few intentional pieces, this ensemble takes advantage of small but intentional design choices that give the garments personality and charm. 

Starting off at the bottom, these black pin-tuck denim trousers work to elongate your figure with their design details and silhouette. 

On top, this ponte peplum top lends a modern touch to the look with its twist detail in front, while still keeping this look sophisticated and sleek.  

The jeans’ below-the-ankle length and wide-leg fit make this design perfect for these classic knee-high boots, while dainty silver accessories are the closing accents of the look. 

11. boot cut jean + sweater blazer + tee + ballet flat + tote + stud earrings

jeans | blazer | tee | shoes | bag | earrings

We love monochrome looks, neutral outfits, and black accents – so why not bring it all together in this final outfit? 

A relaxed fit bootcut jean gets us started on this look. Featuring a straight fit before it flares, these gorgeous nude jeans bring depth to the look without distracting from the other pieces, still maintaining the classic structured denim look we all love. For those who are looking for a softer color that’s not white denim, this shade is a great option. 

A white tee shirt keeps things simple on top. Layer this sweater blazer on top, adding even more subtle structure to this ensemble for a sophisticated end result. 

In order to tie the rest of the pieces in with the jacket, make sure to intentionally add some more gold accents throughout the look! For this look, go with a large black leather tote with some gold hardware, as well as some gorgeous curved studs. 

For shoes, these ballet flats are the way to go, finishing this look off in true classic fashion. 

The Hunt for the Perfect Pair of Jeans

It’s not hard to see how denim has become a staple for all kinds of people, independent of their individual taste: from boyfriend jeans and mom jeans to new trendy styles and classic designs, there are very few jeans you’ll be hard-pressed to find.

While having all of these options at our fingertips is fun, it can also make the process of finding and styling the right jeans a lot more stressful than it needs to be. That’s where this post is here to help!

So, have you found your new favorite jeans yet? I hope so, but if not, no need to worry! There are hundreds more where these came from, all you have to do is be persistent and know what you want. If you are still on the hunt for the ideal pair of jeans, here’s a quick check-list to help you continue your search: 

The Fit:

• Prioritize the right fit: one that flatters your body shape and feels comfortable. Experiment with different cuts like straight, skinny, wide-leg pants, or bootcut jeans to find what suits you best. 

Waistband Comfort:

• Pick a waistband that sits comfortably on your hips or waist without digging in. A well-fitted waist ensures both comfort and style! The type of denim used to make jeans also has a great impact on how much support and comfort it provides. 

Inseam Length:

• Consider the inseam length. Whether you prefer ankle-length, regular, or long lengths, make sure the length complements your height and desired look. Size charts are always available online! 
• It’s also important to be aware of your proportions when shopping for jeans, rather than only focusing on your height. Having either short legs or a short torso, for example, can really change the way your jeans fit. 

Quality Construction:

• Examine the stitching and overall construction. High-quality jeans with reinforced seams are more likely to withstand regular wear and washing.

Wash and Color:

• Decide on the wash and color that suits your style. A darker wash is often considered more appropriate for formal occasions, while distressed jeans or faded styles add a casual touch.

Brand Reputation – Invest in Quality

• Consider reputable brands known for quality denim styles. While exploring new brands is fun, established names often have a track record of producing reliable and stylish jeans. When asked how women over 50 look best in jeans, Dr. Wood says it best: “In general, I think if they splurge on a good pair, that fit well, they’ll look good. And I would say no sequins or other fru-frus.” Keep it simple and high-quality! Looking for vetted brands to get shopping? Wood recommends Gap, Talbots, Mother, and J.Crew. (And one of my favorites is Madewell!)

Now that you’ve got the perfect pair of jeans and you know how to wear jeans over 50, it’s time to ensure you have the rest of your investment-worthy pieces for your wardrobe: 6 Investment Pieces To Have by the Time You Turn 50

The post A Fashion Guide: How to Wear Jeans Over 50 appeared first on MY CHIC OBSESSION.

As you can probably tell, there are hundreds of different objectives that one can have when it comes to achieving a great look; no matter what yours is, the trick is simple – finding the pieces that bring out your confidence and that truly feel make up your own personal style!

Easier said than done, I know. But definitely possible! I’m here to walk you through some curated outfit ideas, where we talk about pieces that work and why, along with a little style tip here and there along the way. Ready to go? Let’s do it. 

1. maxi dress + block heels + stud earrings + cuff + crossbody bag

dress | shoes | earrings | cuff | bag

When it comes to chic silhouettes in dresses, loose structures and oversized fits can be a great option. Beyond keeping you comfortable and elegant with its a-line design, this Banana Republic dress also features two different fabrics – crepe at the front, and satin at the back. This subtle yet intentional detail takes this dress to the next level, emphasizing its flowy characteristics while requiring minimal effort. 

For accessories, get inspired by the color of your dress! These matching ruby stud earrings and cuff make for the ideal pair, dressing up this sophisticated look. For shoes, a nude block heel and a nude crossbody bag tie it all together, once again offering comfort, practicality, and style at the same time. 

This would be a great outfit to wear as a wedding guest, to a formal night on a cruise (check out the gorgeous green color this dress is offered in), or to any other special occasion or formal event.

2. maxi dress + dangle earrings + ankle boots + leather belt + gold ring

dress | earrings | shoes | belt | ring

Featuring a maxi length, a mock neck detail, and mid-length sleeves, this dress makes for an instantly elevated outfit for tons of different occasions. Asymmetrical pleats at the front give this dress movement and flow without taking away from its chic structure, while its jersey fabric keeps this style comfortable as well. 

While this dress can easily stand on its own when it comes to creating an outfit, simple accessories can also easily transform this piece as well.

Add a brown leather belt to your waist (make sure to get the right size for this area!), adding even more definition to the structure of the design and your figure. 

Subtle yet intentional gold jewelry also takes this outfit one step further. These dangle earrings with smoky quartz are a great option to go along with the mock neck feature of the dress; especially with your hair tied back, this accessory allows you to create visual interest and balance without overwhelming the ensemble!

Add a gold ring to tie it together, and finish it off with these brown ankle boots (that feel like socks) that continue the elegant (yet still practical) essence of this outfit with its material and silhouette. 

3. black dress + twist heel + oversized coat + stone drop earrings 

dress | heels | coat | earrings

No matter your age, individual style, and personal fashion-related needs, there’s no escaping a little black dress! This all-star closet staple comes in an endless number of forms, always providing easy, versatile, and classy ways to pull an outfit together. 

This crepe LBD makes for an incredibly flattering fit due to its design details. Draped at the front, this piece also features Dolman-style sleeves and a v-neckline that transforms into front detail that cinches in at the waist. 

Working to effortlessly enhance your figure, this dress creates the perfect balance, making it a perfect choice for both your selection of work outfits or for happy hour drinks with friends. 

Dress this look down slightly with an oversized knit coat that provides warmth and balances the elegant feel of the dress. Beyond making this piece perfect for the daytime, this piece also gives this outfit the perfect transitional quality, allowing it to transform with the switch of one element. 

Stand and walk on these shoes all day, worry-free – it turns out there is really no need to sacrifice comfort for looks! The Day Twist heel is designed to keep your feet moving pain-free, while also giving us a simple, beautiful silhouette that’s ideal for an endless amount of looks. 

Finish this simple and versatile look off with a pair of stone drop earrings for a touch of something extra! 

4. wide-leg wool pant + cashmere sweater vest + ankle boot + leather tote

pants | vest | shoes | bag

While I love mixing lighter neutral colors for an easy, elegant color palette, dark neutrals have their own appeal when it comes to creating simple, truly elegant looks. 

These wide-leg Italian wool pants set the tone for this look with their subtle black and brown pattern. Double-pleated at the front, these trousers also feature both a relaxed fit and a super high waist that works to both flatter and provide comfort throughout the day. 

Balance the oversized look of the pants with a sleek cashmere crewneck sweater, bringing in both a lighter shade and a simpler silhouette to complement the look. 

For accessories, a black boot and a black leather tote tie in the black details from the pants, making for a cohesive, elegant, and clean outfit that might just become a weekly go-to! 

Related: 10 Easy Ways to Make Cute Outfits with Simple Clothes

5. polo top + wool pant + leather loafer + classic blazer + stud earrings 

top | pants | shoes | blazer | studs

For yet another chic look that can be taken from the office to dinner with friends and a pit stop at your favorite wine bar, this outfit might be the answer to your fashion dreams.

Making use of various classic pieces, this look bets on simple silhouettes and an even more simple color scheme for its charm.

Start off with this wool-blend polo top, adding a simple base to the look while still contributing its own style detail. The polo collar detail adds its own flair to the look, still making for an interesting look when the third piece comes off. 

On the bottom, these wide-leg Italian wool trousers give this piece a soft structure, making for a clean look that is still comfortable and non-restrictive throughout your day. These high-waisted pants also feature a flattering fit through their design, including details like a pleated front. 

Layer these pieces with a classic black blazer that adds both more structure and personality to the look. End things off with a timeless pair of loafers and some stud earrings for an extra final touch. 

6. oversized shirt + straight jeans + cashmere crop sweater + leather ankle boot

shirt | jeans | sweater | boots

A great, laid-back outfit doesn’t have to mean sweatpants and your favorite old t-shirt – while we certainly love that combination, sometimes dressing casually can be just as chic as dressing up!

This basic everyday look is all about great, wardrobe essentials that fit well. Finding items like these that you truly love and feel great in is well more than half the battle. 

Here, we are starting with an oversized shirt. Besides being incredibly stylish, oversized shirts are also incredibly easy to style and wear, providing comfort throughout the day while giving off a very intentional and elegant feel to your look.

When it comes to styling, I personally love a few simple tweaks like rolling up your sleeves to your elbows and opening up the front. Here, the choice is truly yours on whether you want to tuck in your shirt all the way, halfway, or leave it be – all three options are great and chic ways to style this piece.

On the bottom, these 90s-inspired straight jeans are as classic as it gets. Providing plenty of support and lift, these blue jeans pride themselves on having the right fit that will earn them a spot in your permanent denim rotation. 

Throw this cashmere cable-knit sweater over your shoulders, adding texture to your outfit, as well as both a classic and a slightly more modern element to your look with its cropped design. Especially as we begin to think of easing into spring, a simple sweater tied over your shoulder can add a stylish and effortless layer of warmth to your look. 

For shoes, finish off this ensemble with this leather ankle boot that’ll keep your feet warm and your outfit balanced! 

7. sweater + wide-leg pant + ballet flat + silver earrings

sweater | pants | shoes | earrings

While there might be a few trusty formulas for simple, chic, and comfortable outfits out there, finding interesting and subtle ways to switch things up can sometimes be tiring.

The truth is, something as simple as a color or a small accessory can play a big role in freshening up a recurring look – and that’s exactly what you see here!

Start with these wide-leg pants – featuring pleats at the front and this gorgeous deep brown shade, these trousers are the perfect go-to closet staple with their simple design and elevated material. 

On top, pair your pants with this alpaca crew – another timeless cozy sweater style that you can reach for any day of the week for a flawless choice. Featuring a relaxed fit with design details like a high neckline and slightly tapered sleeves, this sweater is a true classic for any time. 

For accessories, blend the classic and the contemporary with a pair of strap ballet flats that follow the color palette of the trousers. Opt for the rectangular wide hoop earrings for a slightly unexpected touch, bringing in a gorgeous touch of silver to spice up the look. 

8. satin top + drape pant + slingback pump + leather tote

top | pants | pumps | tote

Monochromatic-inspired looks can take gorgeous ensembles and elevate them even more, which is why these outfits are always a hit! The single shade used in these kinds of looks draws attention to other elements of the outfit, which is why I love to bring in pieces that contribute plenty of visual interest to the final result. 

This satin top does just that, bringing in a beautiful draped effect. Paired with its high neck design, this top is an ultra-elegant piece with a relaxed fit for added comfort.

Pair with these light, neutral drape pants on the bottom. Also beloved for its fit, these trousers play off of the texture of the top while containing the look with structure and its wide-leg fit. 

Use the accessories to tie the look together with its final touches. This stunning medium leather tote brings structure to this look, while this slingback pump keeps things refined and sleek. 

9. sleeveless midi dress + leather belt + heels + hoop earrings

dress | belt | shoes | earrings

Yet another perfect transitional piece that’s perfect as we inch closer to the transitional months between winter and spring. Whether you find yourself in predominantly cold or hot weather, this sleeveless midi dress gives up plenty of styling options that can easily adapt this piece to wherever we are.

For this particular look, simple is the way to go. Pair your dress with a simple, skinny Italian belt for definition as it flairs into an a-line skirt at the bottom. 

On top, balance out the gold hardware of the belt with some small hoop earrings for a delicate touch, and finish off with this simple, ultra-comfortable pair of block heels you won’t want to take off all day long!

10. high-waisted jean + pullover sweater + flats + metallic earrings

jeans | sweater | flats | earrings

If you have been following my page, you know I just love the way French women tend to dress, as well as the principles behind their style. Rather than hopping on all of the current trends, French fashion tends to have a far more timeless appeal – classic pieces that stand the test of time, effortless styling, and chic ensembles that make for the perfect addition to any closet. 

For this more casual look, start with a pair of classic jeans. Featuring a slightly shorter length and a traditional silhouette, these trousers also feature a high-rise fit for even more flattering results. 

If you are looking to step out of your everyday neutral palette without overdoing it, then this rolled-neck pullover sweater gives you a subtle pattern and pop of color while still remaining elegant and understated.

These small hoop-shaped earrings give this look a final polished touch, while these basic flats square toe flats add a more modern – yet still timeless – flair. 

Want a cheat sheet to mix and match casual pieces with elegant style? I have a free checklist, among other freebies, that you can get by signing up here!

11. satin slip skirt + silk top + pumps + stud earrings + handbag 

skirt | top | pump | earrings | bag

Playing off of another staple, this look bases itself on a classic black satin slip skirt. Its sleek silhouette forms the base of this outfit, while the fabric provides flowy movement and texture. 

On top, a silk top matches the feel of the skirt, making this outfit feel elevated and cohesive. Paneled construction on this top results in stunning, intentional stitching detail that makes for a special touch, while the shirt itself features a relaxed fit to keep you comfortable and at ease wherever you’re headed. 

Pointed-toe kitten heel pumps add the classic shoe this outfit calls for, while still being realistic to wear. Other accessories work to further elevate this look with their subtle, classic touches.

Accessorize this outfit with a fabulous bag to finish off this already-fabulous look. This tweed bag brings extra style points, adding some subtle color and structure to the look as a whole.

For earrings, these cubic zirconia studs are the perfect way to bring it all together with understated elegance. 

12. midi slip skirt + cashmere top + knee-high boots + earrings + wristlet

skirt | top | boots | earrings | wristlet 

For those looking to add a bit more color or patterns to their looks, this outfit is a great way to do it! By blending the timeless silhouettes we know and love with some fun use of animal print and patterns, we can create an amazing classy outfit for your week.

Start with this midi slip skirt, featuring a small playful yet classic pattern that brings depth and movement to the piece. Made from textured fabric, this pull-on skirt is comfortable to put on and wear throughout the day. A side slit brings even more functionality and style at the same time.  

Pair your skirt with this cashmere top. A subtle but effective padded-shoulder detail brings elegant structure to this piece, while a mock neck detail continues to elevate it even further. 

A pair of knee-high boots make for the sophisticated touch known around the world, while a pair of teardrop stud earrings introduce a touch of modernity and felinity to the ensemble. 

For your last accessory, this leather wristlet is ideal for carrying your essentials as you slip out the door, all while adding an elegant dash of personality – and a little edge – to your look.  

13. satin top + wide-leg jean + mules + drop earrings + leather shoulder bag

top | jeans | mules | earrings | bag | cardigan

Begin this last look with this satin top, a truly versatile number that can be worn with pants and skirts alike. Even if you want to stray from the neutrals, integrating different colors can be overwhelming if you don’t usually go that route – but no need to stress! The trick is to start small.

Infusing a dash of color while keeping things sophisticated and fun, this top also drapes beautifully featuring a v-neck detail and a relaxed fit. Paired with a long cozy cardigan, the contrast of fabrics and styles creates a stylish combination that also feels wearable, whether you wear this to a coffee date or brunch.

On the bottom, donning a pair of vintage wide-leg jeans brings balance to the outfit as a whole, while also working to elongate your figure with its high waist fit and supportive design. Besides being of great quality, these black pants are undoubtedly going to become a go-to piece for your closet rotation. 

For shoes, a pair of heeled mules brings the perfect balance of comfort and class while straying from the traditional pump, and a black leather shoulder bag brings weight and dimension to this outfit. 

A pair of gorgeous green drop earrings ties in the outfit with a similar color palette to the top, finishing things off with a polished, feminine flair.

Defying Age With Elegance With These Outfits for Women Over 40

From dressing for special occasions to nailing your new styles and even forming your individual style personality (and casual wardrobe!), there are plenty of great things that can come out of embarking on your fashion journey. I stand strongly behind the principle that the most stylish women have one thing in common: their confidence! 

More than being about the way you look, fashion is about feeling empowered in all of the best ways, from aiding our self-esteem to helping us figure out exactly who we are or want to be. After all, great style is about so much more than a certain clothing item, your body type, or your age. 

Another way to ensure you have great style is by focusing on timeless, investment-worthy pieces. Wondering what those are? Keep reading: 6 Investment Pieces To Have by the Time You Turn 50

The post Radiate Confidence With These Outfits for Women Over 40 appeared first on MY CHIC OBSESSION.

Want to know what makes this guide extra special? Our seasoned style expert is back! That way, she can bring in her first-hand experience as a part of our over 50 community.

Into it? Then come along as we discover the secrets and style tips to donning leggings with elegance and poise. Whether you are a seasoned legging lover or just getting acquainted, this guide will get you going with all of the knowledge you need to get started. 

Feeling ready to step up your legging game? Let’s get into these looks – and Dr. Wood’s insights that you’ll get to see sprinkled throughout! 

1. slouchy tunic + leggings + leather loafer + crossbody bag + triple hoop earrings

tunic | leggings | loafers | bag | earrings

Though wearing leggings to the gym or lounging around the home may be the first places you think of to wear leggings (those are Wood’s favorites), they don’t have to be the only places. If comfort is what you’re after (without sacrificing style, of course), why not wear them out and about?

For those of us who still have some chilly days ahead before spring finally comes around, this first outfit is a great match! 

This first pair of leggings is a popular design, and it won’t take much for you to understand why. Start off your look with these ultra-wide waistband leggings known for their high-quality fabric that works to smooth and support, hugging your body for a flattering – but still comfy – look. These black leggings are as traditional as they get, and are perfect to integrate into your everyday outfits.

Next, this slouchy long tunic top is perfect for keeping you warm while earning you a few extra style points at the same time. Featuring a gorgeous mock neck and made from ribbed ottoman knit fabric, this piece seamlessly blends functionality and aesthetics. Similar to an oversized sweater or sweater dress, this piece makes for a stylish look with a comfortable fit.

If you’re not used to wearing leggings outside of the gym, then loafers might seem like a strange shoe choice, but stick with me! This classic pair of shoes effortlessly dress up this simple look without overdoing it, and sets you up for the perfect accessories.

Along with its subtle cream shade, the woven pattern in this bag softens the look, bringing in some welcome texture and visual interest to this otherwise all-black look. 

Elevate this outfit even more by adding these triple hoop earrings, tying together the gold hardware from both the shoes and the handbag for a chic, intentional ensemble that you can take anywhere. 

2. button-up tunic + Ponte ankle leggings + block heel + hobo bag

tunic | leggings | heels | bag

Despite the persistent cold climate where I live, I’m already dreaming of spring… and I know I’m not the only one! 

Depending on what the weather app is looking like for you, this outfit can be the perfect transitional look to rock while you are out running a few quick errands, grabbing a casual brunch with your family, or shopping around on the weekend. This reliable, functional, and comfortable look might become a new go-to soon enough!

When asked about whether more mature women should be able to wear leggings, Dr. Julie Wood responded with a firm “yes,” though she soon revealed her own preference when it comes to the piece, saying “I only wear them to the gym. […] At the gym or lounging at home.” 

If you also enjoy leggings but tend to keep them reserved for working out, outfits like these are the perfect way to get your toes dipped! This simple, casual look is a great choice for older women who want to experiment with the look of leggings. 

Begin putting together this outfit with these sleek and stylish pair of leggings. Made to be worn outside of the gym, this piece features design details such as raised seams that work to elongate your figure. Their longer silhouette and ankle split design detail make these leggings perfect to style with a (chic!) heel that you can comfortably walk in all day. 

On top, this linen and cotton button-up falls effortlessly over the leggings. While button ups can be styled a million different ways, this look calls for simplicity. Wear it as it! Beyond covering your lower body curves for comfort, this tunic also brings some subtle color and pattern into the look without compromising the neutral palette. 

Finish off the ensemble with a large slouchy bag that matches the shade of your twist heel for an added casual yet elegant touch. 

3. leggings + long sleeve + linen shirt + sneakers + crossbody bag + earrings

leggings | long sleeve | linen shirt | sneakers | bag | earrings 

Getting truly comfortable in your leggings doesn’t have to mean compromising on the style front! Even on busy days when style isn’t your number one priority, small little tweaks and choices can transform any outfit into something you feel amazing in. 

For the foundation of this look, pair these quintessential black leggings with a simple long-sleeved crewneck shirt. Beyond offering great support, these high-waist leggings are ideal for a number of occasions throughout your week.

Layer your linen shirt on top, wearing it unbuttoned and rolling up both of your sleeves together for an extra polished element.

Especially with casual outfits, accessories are a great way of bringing looks together and making them more interesting – all with minimal effort! This imported leather crossbody bag contributes both function and charm to this outfit, while square earrings add a delicate, feminine touch. 

These shoes fall perfectly in line with Dr. Wood’s idea of the perfect shoe when it comes to styling leggings, aligning with the idea of comfort and style behind this look: sneakers! High-quality, comfortable, and versatile, these shoes are the perfect staple sneakers for any minimal, neutral closet. 

4. faux leather leggings + oversized blazer + long sleeve top + mule + leather tote 

leggings | blazer | top | mules | tote

Leggings can be incredible staples in the sense that they are meant to be a true basic – they serve their purpose but don’t detract from the look. For those who want a little something extra, I recommend looking into options like these faux leather leggings! 

Also great for those who are after more support and figure-firming fabric, this design can be worn in tons of different ways. Their shiny finish gives any look a whole different feel, while still leaving room for other aspects of the look to show. 

Try pairing your bottoms with this cream-colored top. Especially when looking to style basics like leggings, small design elements in other pieces can go a long way in elevating the look; and this top does just that.

This long-sleeved shirt is the ideal layering piece, featuring a square neck, ribbed fabric, and a figure-hugging fit that keeps the final look clean while still contributing visual interest. 

On top, layer this oversized blazer. With a wider, boxy fit, this blazer plays with the proportions of the look and brings the right balance to the complete outfit. Able to be worn both open and closed, this blazer might become just as much of a staple as your leggings. 

Finish it off with a pair of leather mules that feature traditional gold-toned horse-bit detailing. On top of their classic appeal, these shoes are great for pairing with leggings because of their open back, which makes the transition between a tight calf fit and a shoe less drastic. 

For the cherry on top, this classic leather tote is here to pull it all together with its structured design and gold hardware. 

5. leggings + tunic shirt + slingback pump + bow belt

leggings | tunic | pumps | belt

Once again using this pair of leggings with elevated seams and an ankle-split detail, this look keeps things sophisticated and comfortable in its all-black color palette. When you are wanting to put together a fancier look, leggings are less likely to be part of your ensemble, though there are various easy ways to elevate this piece!

If you do find yourself looking for a way to upgrade your outfit, I suggest following the principles of Dr. Wood’s personal advice for dressing up a pair of leggings: “I try to wear nice athletic wear on top – tops that add a bit of coverage are especially good.” 

While athletic tops are great options for the gym, the concept of coverage is still something to consider when dressing up a more “formal” fit – even when it’s still casual wear! 

That being said, pair your leggings with this long tunic shirt. Featuring flowy material and side slits for unrestricted movement and comfort, this top pairs perfectly with a variety of black leggings. Make sure to check the size! This shirt tends to run larger, so adjust the fit to your personal preference. 

Two simple pieces are able to transform this look instantly. Starting off with our bow belt, this accessory cinches you in at the waist – as much as is comfortable for you – and gives the look good shape and structure. With the body-skimming fit of the leggings and the loose fit of the tunic, a belt is the perfect way to bring those two different elements together.

For shoes, a pair of kitten-heel slingback pumps elevate the feel of this look even more, taking it from something casual to a dinner-appropriate look you can dazzle in.

6. stirrup leggings + long sleeve crewneck tee + oversized bomber jacket + suede leather clogs

leggings | tee | jacket | clogs

I love creating classy outfits with leggings, but let’s be honest – they deserve to serve their casual purpose too.

This look is great if you are after a super comfortable outfit to lounge in during your rest days, while still retaining some of your personal style in your ensemble. 

These stirrup leggings bring some unexpected function and nostalgic charm to this leisurely look, keeping them fitting just right. 

On top, a long-sleeve crewneck makes the base of your outfit cozy while also incorporating somewhat of a brighter palette (did I mention I’m looking forward to spring?!). 

Layer this stunning quilted, oversized jacket over your shirt. Its shape is great for balancing the tighter fit of the bottom of the look, while also featuring a longer length that will keep your lower body curves covered for comfort. 

Perfect all year round, these soft footbed clogs will have you walking on clouds while adding a current touch to this ensemble. 

7. kick flare leggings + scoop neck sweater tank + wrap jacket + ballet flat

leggings | tank | jacket | shoes 

If you still are looking for a way to integrate leggings into your wardrobe without committing to the figure-hugging fit, this may be the right option for you! 

These self-titled elevated leggings feature more of a traditional pant look, while still keeping the comfort of the original design. Personally, this style is a great choice and sits somewhere around the top of my personal ranking system for women of all ages and body types.

Fitted through the thighs and hips, this piece is made from structured fabric that offers plenty of support on top and flares slightly from the knee down. With angled side pockets, these leggings are also functional for your everyday! For many, this specific take on the popular style brings even more options and versatility when it comes to creating looks. 

On the top, pair your leggings with this simple knit sweater tank, which provides high-quality material and adds a touch of white to the look. 

Layer this double-faced wrap jacket over your tank – this not only provides some warmth while we continue to inch towards spring, but it also gives this outfit a far more chic and elegant feel. Slouchy and structured at once, this jacket falls beautifully as it sits buttoned, allowing only the slightest touch of ivory to peek out from underneath. It’s the perfect way to keep things laid back while effortlessly dressing up as well. 

Finish off this look with a ballet flat, which matches both the comfort and the stylish feel of this outfit seamlessly. 

8. stirrup leggings + shirt jacket + ballet flat + tote + onyx earrings 

leggings | shirt jacket | shoes | bag | earrings

By now we’ve seen just how many different pieces can be styled along with leggings – and there’s even more out there!

Shirt jackets are another great style to search for if you are planning some outfits for the near future. Not only are they versatile when it comes to changing temperatures and transitional periods, but they are also traditionally made with longer silhouettes that make them the perfect pair for some comfy leggings during your week.

Usually made from thicker and more structured materials than a regular shirt, shirt jackets tend to naturally elevate the feel of an outfit almost immediately for this reason. This particular navy style is made from a textured cotton blend and features ivory buttons and patch pockets at the front. 

Pair with our previously seen leggings, this time with Mary Jane flats that really let you show off that fun and nostalgic stirrup detail! 

For accessories, there’s no going wrong with a classic, large leather tote bag that has got you covered no matter what your day has in store. These black onyx earrings bring some subtle sophistication to this casual chic look while still keeping things simple.

My Quick-Fire Expert Tips on How to Wear Leggings Over 50

While it can be helpful to browse and shop suggested styles, creating outfits from scratch can be an overwhelming task – which is why this guide is designed to help you get by. 

Before we wrap things up, let’s take a look at this list of quick-fire pro tips for choosing the right leggings for you every time…there may be more to consider than you think!

Choose High-Quality Fabrics

Opt for leggings made from high-quality fabrics, as good materials often provide better structure, support, and a more polished overall look. If you’re looking for a tried and true brand, consider Athleta. “Those are my favorite”, says Wood.

Go for Dark Colors

Darker colors, such as black, navy, or charcoal, tend to be more flattering and versatile. If you’re looking to get started with leggings, choose black, since they are the easiest to style a bunch of different ways while remaining chic. They can easily be dressed up or down, and tend to have a slimming effect as well.

Length Matters!

Don’t forget to take the length of your leggings into consideration before you hit purchase. Ankle-length or full-length leggings are more flattering than capris, especially if you’re going for a more sophisticated look as a more mature woman.

All About Balance – Pair with Longer Tops, Flowy Blouses, or Tunics

To achieve a balanced look, pair leggings – which are form-fitting by nature – with longer tops or tunics that provide good coverage for a modest and elegant feel. 

While this isn’t a must-obey fashion rule (are any, really?), pieces that are on the flowier side pair beautifully with leggings due to their contrasting silhouettes. 

Layer with Long Cardigans or Jackets

We can only have so many longer tops and tunics to go with our leggings! Layering gives us tons of other great choices when it comes to creating looks with this wardrobe staple – plus it can be done with a lot of the items you probably already have. This is a great option for those who would like to give leggings a try but still want to wear shorter tops. 

From long linen shirts and coatigans to blazers, the possibilities are endless when we start to style these staples with our leggings.

Choose the Right Undergarments

Regardless of what you are wearing your leggings with, picking the right undergarments is an important step that you need to tackle first.

Wear seamless or smoothing undergarments for minimal lines, great support, and unmatched comfort!

Footwear

Shoes can be some of the most stressful parts of an everyday outfit that uses leggings. 

If you are trying to dress up, there is a wide variety of shoes available for you to pick from. Ankle boots, ballet flats, and low heels can pair beautifully with a pair of leggings (just think of what you love to wear with skinny jeans!). 

Steer clear of casual choices like flip-flops if you are after a more polished look. 

Customize Accordingly!

Just like every pair of jeans has its own distinct design features, leggings can too!

Make sure that you are shopping for the right kind of leggings while you browse online. Buying a pair designed for physical activity, for example, can mean a large logo, distracting (but functional!) seams, and other unwanted features that you’ll likely have a problem with. 

Learning to integrate a piece of clothing into our existing wardrobe can be a fun challenge, but remember that leggings don’t have to become your favorite overnight. If you’re looking for an alternative to leggings, try Dr. Wood’s suggestion, “Wear cute joggers that aren’t too bulky. In fact I have these Vuori joggers in about 6 different colors.”

At the end of the day, it’s about enjoying the experimentation process and seeing what truly resonates with you.

Wondering What To Wear Over 50 That Combines Style and Comfort? Keep reading!

The post How to Wear Leggings for Women Over 50: Outfit Ideas appeared first on MY CHIC OBSESSION.

Consider this your personal style guide, where we share style tips and empower one another to embrace our individual style and our best version, all while celebrating the elegance, wisdom, and timeless charm that defines fashion beyond 50. After all, the best thing we can wear is our confidence – and we’re here to ensure it shines as brightly as your wardrobe choices. You’ve come to the right place – let’s get into it!

As we slowly begin to think about transitioning away from the cooler months and, consequently, our winter wardrobes, I’ve put together a list of easy, quick outfit ideas that combine both staple winter pieces and new closet additions that effortlessly blend style and comfort.

1. wide-leg pant + cotton shirt + coat + slingback pump + skinny belt

pants | shirt | coat | pump | belt 

Classic pieces make up this first outfit that’s perfect for a variety of occasions – from the office to an elegant daytime outing and even a drink date post-work. 

These wide-leg pants provide comfort while also making for a flattering fit with their high-rise design. Four-season stretch fabric keeps you mobile and looking put together all day long, and a slightly cropped length makes these pants the ideal choice as we slowly begin to phase out our winter boots (looking at you, West Coast!). 

A classic white button-up shirt might not immediately seem like the most versatile clothing piece in the world, but I beg to differ! Small styling tweaks can make this shirt an ideal choice for drastically different looks or even times of the day.

If you’re headed for lunch with friends, I recommend you wear this poplin shirt slightly open at the front, with your sleeves rolled to your elbows and tucked into your pants. This quick and easy transition makes this look a perfect contender for a day-to-night moment. 

Finish off the base of your outfit with a skinny black belt that serves to secure both your shirt and your pants in place, while also adding a chic and effortless touch of style. 

Layer this classic foundation with this Italian cocoon coat as a way to add not only warmth but also a touch of classic style and subtle pattern that adds character and charm to your look. Finish things off with the perfect shoe for this look – a slingback pump that is both comfortable and ultra chic. 

2. linen tee + v-neck sweater + straight-leg jean + loafer + tote canvas bag 

tee | sweater | jeans | loafer | bag 

Putting together simple and elegant outfits is all about selecting the right pieces, taking into consideration elements such as proportion and color scheme. 

This outfit starts with a simple base: a white tee and the perfect pair of jeans. A wardrobe staple is a staple for a reason, and these two pieces do just as they promise – create a basic, effortless base that’s the perfect starting point for tons of different looks. 

These high-waisted, straight-leg jeans are known for their great fit, made from premium organic cotton that provides support while still allowing you to move comfortably throughout your day.

On top, layer this v-neck sweater blazer, the perfect blend between a relaxed cardigan and a more structured jacket. The result of this style is an elevated design that adds effortless structure while still maintaining an elevated everyday feel to this outfit. 

For shoes, keep things comfortable and elegant with these simple loafers, and a touch of modernity with a canvas tote that is spacious and fashion-forward.

3. button down shirt + cashmere crewneck sweater + stripe drape pant + cap toe pump

shirt | sweater | pants | pumps

I love layering for every season, but there’s something extra charming about a classic button-down popping out from a simple sweater.

For chilly – but not frigid! – weather, this super classy outfit bets on a subtle but eye-catching pop of color. Start with a simple Oxford-style shirt, layering a cashmere crewneck over the top.

For styling, make sure to cuff both sleeves together in order to end up with clean, cuffed sleeves that show off the color of the shirt. On your neckline, gently straighten out the collar of your shirt over your sweater, effortlessly blending both pieces into one classy look. 

Pair these top elements with a striped high-waisted drape pant for a subtle and understated pattern, and finish things off with this cap-toe ballet pump. Not only do these trousers add some seamless movement to your outfit, but they also allow your shoes to peek out in just the right way! 

4. midi skirt + linen blouse + leather shoulder bag + mule

skirt | blouse | bag | mules

Just like other midi skirts, a simple a-line design can be easily styled all year round, making it the ideal transitional staple. If you’re already starting to get a taste of warmer weather where you live, this outfit might be right up your alley. 

Featuring an asymmetrical and pleated front design, this skirt contributes structure to your look while still keeping your outfit flowy and comfortable. A built-in belt allows you to achieve the perfect fit every time, and side seam pockets make this piece even more special. 

Pair this classic silhouette with this delicate linen blouse, another style that can be subtly styled for different looks, moods, and occasions. For this casual yet undeniably sophisticated look, I recommend tucking in the skirt and rolling the sleeves up slightly! 

Finish off with two gorgeous accessories I have a feeling you’ll be returning to often – a soft structure shoulder bag and chic heeled mules. 

5. boat-neck t-shirt + wool pant + crew sweater + penny loafer

t-shirt | pants | sweater | shoes

Elevated basics are mentioned often on my page, and this simple, basic t-shirt is the perfect example of what I refer to when I use this term. A slightly different boat-neck design takes this t-shirt to the next level. While basic pieces are great – and very essential for a complete wardrobe! – having slightly elevated versions of tees, for example, can give us the refresh we need. 

Pair your t-shirt with these black pants from Banana Republic, perfect for elongating your silhouette and bringing subtle movement to your look. For a little variety amongst neutral colors, I suggest tying this cotton crew sweater over your shoulders for an effortless, elegant touch. 

Finish off this simple staple outfit with a pair of classic black loafers. Having returned to the fashion spotlight over the last few years, this style brings both a truly timeless appeal and a current touch to your overall look. 

6. sweater lady jacket + way-high jean + leather mule + chain necklace

jacket | jeans | mules | necklace

If you feel intimated by patterns, stripes are a great example of one that allows you to bring in some visual interest to your closet while still keeping things classic. 

This sweater jacket blends two beloved silhouettes, resulting in a refined piece that can stand on its own to create a gorgeous look. 

On the bottom, a pair of dark denim takes this outfit in a more relaxed and casual direction without letting it lose its chic essence. A high-waisted fit and premium cotton fabric offer equal amounts of elegance and support throughout your day. 

Accessorize with a layered chain necklace, adding a delicate touch that matches the button detail on your sweater, and finish off this look with a pair of leather mule sandals that balance out the color palette of the ensemble seamlessly. 

7. wool flannel pant + cashmere sweater + leather tote + ballet flat

pants | sweater | tote | shoes

Dressing comfortably for a laidback day with your family doesn’t have to mean sacrificing style that makes you feel just as confident as you do relaxed! The truth is, even the most basic and simple outfits can turn into fashion statements if done well. 

These flannel pull-on pants exemplify just that, featuring a tapered leg and an elastic waistband for equal parts refined style and true comfort all day long. Easy to wear and style!

Go for the monochrome route by pairing these trousers with a gray cashmere sweater. The boxy fit of this particular style makes for the right proportions, subtly but effectively elevating your look. 

For accessories, we are once again keeping things simple and classic. A pair of black ballet flats will keep you supported and comfortably on your feet all day, while this large leather tote features a two handle design to be easily worn two ways.

When it comes to formulating the perfect wardrobe, there are a few things worth investing on, and a quality tote bag is one of them! Made from Italian leather, this investment piece weathers beautifully throughout the years, gaining character of its own. 

8. sweater dress + knee-high boot + hoop earrings

dress | boots | earrings

While we all (rightfully) love a little black dress, there’s another staple in the dress department that’s makes our lives just as easy and stylish as that famous wardrobe essential. 

For a foolproof and stress-free winter look, sweater dresses are always great options. Easy to wear and style, this particular midi design features mock neck and sleeve details that further make it an outfit on its own. 

Complement with knee-high leather boots, making for an instantly classic look. Additional features like a wide, block heel make this classy look just as comfortable as it is sophisticated.

For a final touch, add a pair of gold hoop earrings to bring it all together while keeping the look timeless and chic. 

9. slip skirt + long sleeve t-shirt + boyfriend blazer + cap toe ballet flat

skirt | t-shirt | blazer | shoes

Made from gently rumpled satin, this skirt starts off this look with its gorgeous texture and eye-catching movement. With a well-thought-out design, this piece is both form-fitting and flared at once, hugging your figure in all of the right places while still keeping you supported and comfortable.

On top, pair your skirt with a simple long-sleeved t-shirt that complements the outfit without detracting from the main event. Layer a slightly oversized black blazer on top, creating contrast with your other more delicate pieces and elevating this look with style. Pro tip! Finding a great blazer can be a quick and easy way to dress up a variety of basic outfits. 

Finish off with these stunning cap-toe flat that brings the elements of the outfit together with its golden sheen.

10. taper pant + slingback flat + leather belt + double-gauze shirt + crossbody bag

pants | shoes | belt | shirt | bag 

This next look is another super versatile option for daily wear that can also easily be dressed up or down depending on the occasion.

These pants kick things off with their tailored look and pleat details. Falling at ankle length and featuring a tapered leg, these trousers also come with a super high-rise that encourages a great fit beyond pairing well with any slightly shorter top. 

Next, this double-gauze shirt provides a fun new take on the classic cotton button-up, giving off a chic but unique look to this outfit. While I love the tucked-in look, this shirt would look great styled in an even more laid-back way without losing its elegant essence.

Roll up your sleeves, wear it slightly open at the front, and try tucking in only half of the shirt at the front; this might take a little trial and error, but a quick adjustment takes this outfit from serious to relaxed in just a few seconds!

For shoes, keep it classy and comfy with these stunning slingback flats. Since the color palette of this outfit leans on neutral rather than bringing in bright colors, shoes are a great way to bring in some texture and pattern without having to commit to too much. The crossbody bag – that can also be worn as a clutch! – brings in a deeper shade to this look, adding even more dimension to the final product.

Finally, add a belt to this look in order to balance both the color of the bag and the gold hardware details throughout! 

Want even more tips on mixing elegant and casual styles? I have a free checklist for you – among other freebies!- that you can get by signing up here.

11. button-up shirt + linen pant + Mary Janes + leather tote + earrings + gold watch

shirt | pants | shoes | tote | earrings | watch

Personally, I believe that flowy fabrics and designs can make for some of the most chic outfits out there, and that is especially true when you pair them tastefully with a few of your favorite accessories. 

This all-black look focuses on creating a relaxed silhouette that gives off elegance and movement as it falls. Beyond rolling up the sleeves to your preferred length, the rest of the styling is truly up to you!

While this is a longer-length top, the combination of these pieces really makes it a versatile look in more than one way. Whether you want to tuck in your shirt at the front or leave it be, this look truly adapts to whichever way you feel your most confident. And that’s what it’s all about, right?

Gold accessories like this dainty gold watch and knot earrings give us the delicate yet eye-catching details we want, lending an even more sophisticated yet effortless flair to the ensemble. Top it off with a comfortable pair of Mary Jane flats and a mid-sized, structured bag that ties with the accessories and brings structure to an otherwise laidback look. 

12. tee + high-waisted pant + long cardigan + mule + skinny belt

tee | pants | cardigan | mules | belt

This look brings in yet another pair of beautiful drape pants (can you tell I love this chic, versatile style?). Working to both flatter and elongate the silhouette, these comfortable trousers pair beautifully with a simple black tee for a put-together yet not-too-formal look. For an added detail, a skinny Italian leather belt adds its own delicate touch.

On top, this long cardigan provides both style and warmth to this easy go-to look while keeping things both elevated and perfect for every day. 

Integrating animal print into an outfit might be a controversial style decision for some, but I firmly believe there are plenty of ways to integrate this pattern in a way that is stylish, chic, and timeless.

For those looking to add a little extra personality and charm to their looks, subtly integrating a print like this through a shoe or a different accessory is a fun way to do it! For this look, I’ve decided to go with a heeled mule for an unexpected dash of style.

Cheers to Aging Gracefully and Knowing What to Wear for Women Over 50!

We all know how difficult it can be to get a hang of your perfect style and truly figure out what works and what doesn’t! Through these outfits, I hope you can see just how many options there are not only for different looks but for different pieces that can be styled in a wide variety of ways.

Regardless of your body type or age, the only thing that is important to remember is that the best styles are the ones that make you feel like you. 

I hope these outfits can serve not only as a little inspiration for your closet, but also as a testament that style knows no age. It’s all about finding joy and confidence in the way you dress. After all, just like us, our sense of style is always evolving – it’s a good thing we have each other!

Ready to start the journey of self-discovery and owning your sense of style? That starts with overcoming common struggles. I’ll help! Keep reading: Can You Relate? 13 Common Fashion Struggles for Women Over 50 and How To Overcome Them

The post What To Wear Over 50 That Combines Style and Comfort appeared first on MY CHIC OBSESSION.

Before we dive into our outfits, let me share why this guide is a little different. While I provide my own expertise and professional fashion advice, there’s something extra special about hearing from those who more closely relate to your experience, understanding all of the nuances, beauty, and challenges of navigating fashion over 50.

For this guide, I’ve invited a special guest into the conversation, our very own MCO reader, not only to review this post, but to more directly address both the realities, concerns, and tastes of our over 50 community!

Covering both warmer and colder spring weather, this list encapsulates an approach to well-rounded different looks that incorporate both warmer and cooler pieces for balance, style, and – of course – our trademark chic touch! 

Taking Dr. Julie Wood’s insights into consideration that you’ll read throughout this post, let’s dive into our curated spring outfits.

1. linen puff sleeve shirt + straight-leg pant + penny loafer + bucket tote

shirt | pants | shoes | bag

This non-clingy, mid-length sleeve top is the perfect first piece for this outfit. Light and airy, this linen shirt provides elegance and style through its fabric and design. Able to be worn both completely buttoned or slightly open, this canvas-colored top brings us seamlessly into spring as we start to move away from long sleeves and heavier textiles. 

On the bottom, these straight-leg pants balance out the slightly wider silhouette of the shirt, also adding a pop of subtle tan color to the palette of the look.

For chic, stylish, and cohesive finishing touches that tie the outfit together, go for classic brown penny loafers for both comfort and current (but also timeless) style. When it comes to spring style, “Chic, comfortable shoes are a must,” says Wood.

This brown bucket tote coordinates with your shoes (a great way to look put together) and will always have room for all of your essentials. 

2. pull-on skirt + crewneck sweater + flats + bandana + crossbody bag 

skirt | sweater | shoes | bandana | bag

Monochromatic outfits seem to be a hit throughout all of the seasons, and I couldn’t resist adding a spring twist to this classic look. 

For those of us in cooler climates, spring can be particularly tricky to dress for as we try to navigate the chilly yet slightly warmer weather as the temperatures begin to rise.

Start this outfit off with this merino wool crewneck sweater, perfect for keeping warm while still donning a classic silhouette in a stunning and elegant fabric. On the bottom, this pull-on skirt brings contrast with its crepe texture against the wool – bonus points, it’s super easy to wear!

In general, maxi skirts are great spring pieces for easy, casual outfits that are still elevated and chic. 

Just because the warm weather hasn’t quite arrived at our doorstep yet doesn’t mean we shouldn’t begin to implement some spring elements into our outfits as we eagerly wait for the flowers to bloom. 

“This spring I want to incorporate scarves in a way that feels fresh,” says Wood. This green silk blend bandana is the perfect way to add a pop of color to your chic monochrome look, while also keeping things elegant and, of course, warm!

This piece is also a great way to transition from heavier winter scarves by using this beloved accessory for style. Tie it around your bag or your neck for an undeniably chic touch to your already undeniable chic look.

For your final accessories, these flats make for the perfect spring shoes, covering just enough to keep your feet comfortable while also steering away from boots. This crossbody bag makes space for all of your valuables to stay safe and nearby, while also working to add a final elegant touch of modernity to your ensemble. 

3. satin slip dress + crewneck sweater + flats + pendant necklace + earrings

dress | sweater | shoes | necklace | earrings

Spring is famously known for floral prints when the subject is “dresses”. While there’s nothing wrong with a beautiful floral print, this season is also a great time to start incorporating all kinds of dresses, both old and new, back into the mix.

For this outfit, this satin slip dress makes up the base of our outfit with its long silhouette and simple design. A subtle racerback detail adds both comfort and movement to the classic style.

While this might not look like one of your typical “spring dresses,” this design goes to show that fashion is truly about finding what works for us – and learning how to style the things we love and may already have. Talk about a new version of the little black dress! 

Perfect for those of us enjoying a slightly warmer spring, this dress is ideal for the transitional weather, able to keep us covered while featuring a lightweight, cool fabric.

Over the top, this lightweight and luxurious sweater provides an extra layer of warmth when necessary without weighing you down, thanks to the cashmere and organic cotton blend.

Able to be worn both tied over your shoulders or worn over the dress, this Eileen Fisher sweater adds a casual, laid-back touch while still keeping things elegant and elevated. “One of my favorite places to shop is Eileen Fisher,” says Wood. “A cliché, I know, but her stuff is good, socially responsible, and often on sale,” she adds.

Bring in a season-appropriate pop of color with this matching Banana Republic ruby necklace and earrings combo that adds both a cohesive and sophisticated special touch to this look. For shoes, these suede mules tie the look together with their neutral color, as well as bring us effortlessly into spring with their half-open design.  

4. flare jeans + sweater + cardigan + loafer

jeans | sweater vest | cardigan | shoes

When it comes to clothing styles that women over 50 may feel unsure how to style, wide-leg jeans are top of the list. “I haven’t wrapped my brain around wide-leg pants yet. Please show me how to be chic wearing them. I still wear skinny jeans,” says Wood.

While there’s nothing wrong with wearing your favorite pair of jeans, after all, there’s no season where a pair of jeans won’t come in handy when it comes to creating an amazing, simple outfit. Denim is a staple year-round, but why not try something new this season?

These vintage flare jeans prove us right when it comes to finding the perfect outfit for spring! Featuring a super high-waisted design, these blue jeans provide both support in your midsection and make for a flattering, elongated fit – all while, of course, keeping you confident and feeling your best. 

On the top, this tan sweater shell makes for a great spring top, blending both a warmer fabric with a cooler, truly transitional design.

When necessary, this relaxed-fit cardigan in a fun spring color adds a layer of warmth and casual style that pairs perfectly with your classic base. “To me, spring means switching up my New England color palette – finding a couple of signature pieces in colors like aqua, lilac, or camel,” says Wood.

Finish off your look with an everyday loafer, a shoe especially designed to keep you comfortable as you walk around all day long, without compromising on your style one bit. 

5. gauze popover + elastic waist pants + block heel + leather tote

shirt | pants | heels | tote

Simplicity is important when it comes to dressing classy and well, and this wardrobe principle still stands strong while we prepare our closets for our spring pieces. 

For warmer weather, this soft J.Crew gauze popover shirt is a great choice. Fitted tops can be great, but this looser, lightweight top with a gorgeous design and v-neck detail keeps us comfortable, chic, and cool. “Yes to loose and flowy tops,” endorses Wood.

On the bottom, the dream pant is just what it sounds like – an ultra-comfortable pair of trousers with a put-together, tailored look. Featuring soft double-knit, wrinkle-free fabric, and an elastic waist, these pants are the ideal spring piece both for their versatility and style.

Once again, the slightly tapered detail of the pants balances out the boxier silhouette of the top, making it the perfect everyday wear piece. From the office to your errands and your couch – there’s nowhere you won’t take your new go-to spring trousers! 

As for shoes, these tan block heels are especially designed to keep us comfortable all day long, while giving off the elegant and sleek look we all know and love. 

6. workwear dress + tote + ballet flats 

dress | tote | shoes 

For those of you who live in warmer climates, spring is a time to break out the dresses and accessories that can blend comfort and style without compromise. 

This workwear dress is another ideal transitional piece, as it blends both lightweight fabric and a more structured look for a true blend of components.

While this dress is praised for its versatility, simplicity is always a good bet. Pair your main piece with a warm-weather tote (it’s never too early to get excited about the summer heat, is it?) and a pair of super comfortable, versatile, and classic flats. 

7. sleeveless dress + cardigan + loafers + straw bag

dress | cardigan | bag | loafer

Springtime is a great opportunity to start bringing in some summer pieces into your wardrobe rotation. From incorporating the dresses you already own and love, to investing in new versatile pieces for your collection, there are hundreds of ways to style these timeless pieces to make them look made for spring. 

The Riviera dress from Everlane does just that, providing a combination of a cotton a-line skirt and a sleeveless knit top look. This simple silhouette is both versatile and flattering and, better yet, perfect for styling a hundred different ways. 

For this look, this floral print cardigan is layered on top of this dress, offering an escape from the remaining winter chill while also tying the look together and adding that quintessential spring touch – florals!

This raffia and leather bag from Nordstrom adds another playful nod to spring to this outfit, while still being practical. “My favorite styles for spring are accessories that are more lighthearted than my usual classics. Maybe even a print top,” says Wood.

Speaking of Nordstrom, it ranks high as one of the best places to shop for women over 50. “My favorite places to shop for clothes are Nordstrom, Sweaty Betty (for the gym), Bloomingdale’s, Nic & Zoe, Lake Pajamas, Eileen Fisher, Quince, and Jenni Kayne (but only when on sale),” says Wood.

For shoes, a classic pair of brown loafers makes for the final touch. 

8. boxy Oxford + kick out crop jeans + ballet flat + tote

shirt | jeans | shoes | tote

This next casual look is a true classic wardrobe staple year-round, slightly adapted from season to season for weather and small tweaks. For our spring version of this quintessentially famous look, try a pair of crop jeans to ease us into the warmer weather, while oversized shirts like this elevate our look with their classic design and silhouette. 

For the best result, wear your shirt slightly open and tucked in with sleeves rolled up to just before your elbows; this more laid-back way to style a classic piece makes the outfit feel more natural and effortless. 

For accessories, go for a classic pair of black ballet flats for a fool-proof, comfortable option, as well as a classic black tote that allows you to carry all of your essentials (and non-essentials!) with you wherever you go.  

9. cardigan + white tee + wide-leg jean + flat + leather bag

cardigan | tee | jeans | shoes | bag

Having some great, simple wardrobe staples is necessary for whatever season we are dressing for. When it comes to spring, lighter neutral colors allow us to give off a more airy, breathable feel to our looks without committing to a single color palette all season long. After all, while bright colors definitely find their groove during this season, they’re not the only option! 

If, like Wood, you’re not quite sure about wide-leg pants, these white jeans are a great place to start. Due to their more rigid material, these pants won’t overwhelm with their larger silhouette like a more flowy fabric might. Instead, these white pants do a great job of keeping an elegant fit while also keeping things slightly more current. 

On top, go for a simple white shirt as your first layer, and get ready to reach for this extremely versatile piece all spring and summer long. “One of my favorite spring styles is the perfect t-shirt, non-clingy with elbow-length sleeves,” says Wood.

For a pop of elegant color, bring in this felted merino cardigan for a touch of warmth when needed. Finish things off with a pair of beautiful accessories – this small crossbody Italian leather bag brings in a touch of structure and sophistication with its deep tan shade, and the Birkenstocks offer an easy-to-slip-on solution.

However, if Birkenstocks aren’t your style, feel free to swap these out for loafers, ballet flats, sandals, or even sneakers!

10. tiered dress + sneakers + earrings + bracelet

dress | shoes | earrings | bracelet | bag

Continuing on our warmer spring grind, this poplin-tiered dress might be a favorite style when it comes to a simple yet ultra-chic spring pick. 

Simple and extremely easy to wear (and style!), maxi dresses are the perfect spring piece, and this one is the perfect example, ideal for a sunny spring day spent taking a leisurely stroll or enjoying a Sunday morning brunch. “This look says I’m ready for brunch, a birthday party, a museum visit, and/or dinner out at a casual restaurant”, says Wood.

For shoes, try a minimalist sneaker – the perfect option to keep you both stylish and comfortable, designed to be worn all day long. 

For an extra special touch, add some fun accessories to your ensemble! Go for simple yet interesting gold jewelry that works to tie the look together and add yet another layer of elegant sophistication to this simple yet put-together outfit.

11. wide-leg pants + Oxford shirt + leather tote + slingback flat

pants | shirt | bag | shoes

Oxford shirts are another great piece year-round, and especially great for spring due to their easy styling potential! 

Their classic structure and silhouette effortlessly elevate any outfit, while their design allows for more laid-back, casual styling that makes this piece truly versatile year-round. 

For this outfit, try wearing your button-up shirt tucked in and slightly open, with your sleeves rolled up. This easy and effortless look brings balance to your look, making it even more adaptable to whatever new pieces you might eventually bring into your collection. 

On the bottom, add a pair of lightweight pants for a piece that’s equal parts chic and practical. “A favorite item for this season is lighter weight pants that can take you from the gym to a cafe,” says Wood.

As for accessories, add a simple tan tote and pointed-toe slingback flats as a way to integrate a touch of natural fabric and a more slouchy (but always elevated!) feel to your look at the same time. 

12. lady jacket + pleated skirt sleeveless dress + slingback pump 

jacket | dress | pump | belt

Looking to dress up a little more for any special events this spring? I have a feeling you’ve just met match your match! 

This pleated sleeveless dress sets the tone for this look, bringing texture, fluidity, and personality to this outfit. While this dress is already beautiful on its own, replacing the tie with a skinny leather belt is an easy way to add more structure to your look. 

On top, this gorgeous jacket integrates stunning, elegant pops of color that coordinate effortlessly with the dress, all while keeping you warm when necessary and, of course, bringing an extra touch of sophistication with its silhouette. “Lightweight jackets and blazers are spring styles I’m loving”, says Wood.

Finish this look off with a shoe to match your belt, adding a small heel and chic pointed-toe detail for extra elegant flair. 

Where Should You Start When Building Your Spring Outfits?

The spring season is an exciting time for fashion when we can finally begin to transition from heavy coats to cooler short sleeves, satin shirts, and much more, in order to create casual spring outfits we love.

However, if you’re feeling overwhelmed with all the options and outfit ideas and don’t know where to start, we know just what items can be your top priorities! “A great, coordinated, pair of shoes and a bag that will take you through spring, and maybe even summer”, says Wood. “The combinations in outfits 2 and 7 are especially chic and versatile.”

We are all about choosing versatile items that will maximize your wardrobe, and a simple yet stylish bag (along with the right shoes!) will do just that.

And of course, we can’t forget about our beloved wardrobe classics. “Women should make a cool pair of jeans a priority; choose one pair from the variety of styles in this post and maybe try a style that’s a departure for you”, Wood suggests.

Lastly, “Choose a jacket to wear as a statement piece”, Wood recommends. “The lady jacket in {outfit} 12 is striking. I also like the cardigan in outfit 4, which, given its tailoring can be treated as a jacket.”

If you are hesitant to bear your arms, a lady jacket acts as a fabulous layering piece or statement item.

Here’s to Finding the Best Spring Outfits for Women Over 50

Contrary to popular belief, there is no need to resort to short shorts, the latest trends, or simply any outfits you don’t truly love in order to feel confident and find the best way to dress. It’s all about finding what works for you!

The journey to truly find and define our personal style and perfect look takes effort and experimentation – but the good news is, it’s just as rewarding as the final destination! At the end of the day, confidence goes a long way in helping us dress, and it’s all about doing what we can to achieve looks we love.

Need help defending and owning your personal style? I created a resource to help you build a wardrobe from scratch that you can find here!

The post Essential Spring Outfit Ideas for Women Over 50 to Look and Feel Great appeared first on MY CHIC OBSESSION.

As you gain wisdom about your style and start building a quality capsule wardrobe full of pieces you love and that inspire you, it’s a great time to start thinking about what pieces you want to invest in. If you only have these 6 “splurges” in your life, let it be these! Here’s a list of investment pieces to have by the time you turn 50.

1. Wool Coat

coat options: camel wool coat, long peacoat, belted coat

Though it may not be applicable to every climate, a wool coat is a great investment piece, because, in the colder months, it’s a piece you might end up reaching for daily! And not to mention the style value that it brings to your outfits. (We’re talking real classy and expensive here.)

When you’re out and about, it’s also the first thing that someone will notice about your outfit. If any piece of clothing sets a first impression, it’s your coat, so it’s well worth investing in one that pairs well with most of your wardrobe, is comfortable, and fits your body well.

If your location doesn’t support a wool coat, you still have some options. Your first idea is to opt for a camel sweater blazer or jacket if that color suits your skin tone. Camel is a color that looks instantly luxe, but black, dark gray, and navy blue work too. Or how about a trench coat? It’s lighter than a wool coat, but still chic and effortless.

Whether you get a wool belted coat, a peacoat, or a light jacket, when in doubt, focus on good tailoring. No, you don’t have to send your clothes to a tailor (unless you want to), but if you purchase an item that looks sharp and well-suited to your body, it goes a long way to elevate your look!

2. Blazer

blazer options: structured, oversized, smart

If you invest in a quality, well-made blazer that’s versatile, I can say this: You won’t regret it. There are so many options to choose from, so you can tailor which style, fabric, and color you might want based on the rest of your wardrobe.

No matter which you choose, it will add structure and elegance to whatever you pair it with – whether you’re wearing it over jeans and tee, or with a blouse and trousers to work. Whether you’re 28 or 58, older or younger, a blazer will elevate your look and the way you feel about yourself. Really.

Not sure which colors you should be purchasing a blazer and the rest of these investment pieces in? When adding clothes to your wardrobe, it’s important to follow a color palette to ensure a cohesive wardrobe. Don’t know where to start with choosing a color palette? I created a resource for you that will help you build your wardrobe from scratch!

3. Leather Shoes

shoe options: loafers, ballet flats, or sandals

Shoes in 100% leather are more than worth the price tag, especially as you get older. I know you know this, but comfortable, well-made shoes are so important for your posture and health.

Genuine leather not only molds to your feet over time but holds up well under daily wear and tear, so it will last for much longer than other materials. Plus, leather is actually a very breathable material, so leather sandals in the summer are a great option to help keep cool, too!

Purchasing genuine leather shoes is an investment, of course, but whenever you can purchase a genuine, real material, you’re not only making a wise choice by choosing quality or quantity, but you’re investing in the way you feel about yourself. No, that’s not just some weird justification – it’s true! I don’t know about you, but whenever I’m wearing something that I invested in, the way I feel about my outfit improves, and my confidence grows.

4. Leather Handbag

handbag options: shoulder bag, tote, crossbody

On the topic of leather, choosing leather for your handbag material is a great decision for long-lasting durability. It’s a smart investment piece because if you’re using it every day (or even most days), you’ll want a material that will last over time and still look polished, even years into the future. And even if it gets a few scratches, leather can develop a nice patina over time instead of just looking like it’s ready to be updated.

Leather is a classic, timeless material that will never go out of style. Plus, it’s versatile in the fact that it can pair well with both casual and more formal attire. But if you’d rather purchase faux/vegan, there are some good options out there! Just look at quality retailers for a well-made alternative.

5. Straight Leg Jeans

jean options: madewell, j.crew, everlane

I get it – so many jean styles come and go in popularity, and if you find yourself too wrapped up in the trend cycle, you’ll find it hard to keep up. Though experimenting with your denim style can be exciting, and yes, fashion should be fun, don’t let what’s popular at the moment replace what’s timeless.

Once you find a quality pair of straight-leg jeans, free of rips and holes, you’ll find yourself reaching for them all the time. Straight-leg jeans are easy to pair with almost any style of shoe and are a long-lasting look that doesn’t fall victim to trends.

When you spend more on your jeans, you’re paying for better, longer-lasting denim. Plus, a good fit in jeans is so important, and it will make a big difference in the look and how you feel in them if you spend a little more.

6. A Luxe Accessory

accessory options: pearl earrings, watch, necklace, silk scarf

Choosing a luxe accessory that fits your personal style, whether that’s pearl earrings, a high-end watch, a designer handbag, a gold necklace, or a silk scarf, will help pull your style together with a signature piece.

Investing in something that you love and that fits your individual taste will add a unique element to your wardrobe that will always be special because it feels so “you.” If this is your signature style, you’re probably going to want to wear this often, so choosing this item to be a “splurge” won’t go to waste.

You probably already know that there are a lot of lists out there about what to get by the time you’re 30, but investing in these pieces takes time, and it may take until you’re 50 (or older!) to have that “eureka” moment where the style puzzle finally clicks in place for you, so to speak, and you feel ready to invest.

The point is, it’s okay to move at your own pace and it’s okay if your list looks different than someone else’s! That’s what makes style fun – even when we work from the same wardrobe principles, style manifests itself differently because we put our own unique spin on it. So, take the investment pieces idea that resonates with you, and pass on the rest!

Not sure what your signature style should be? Follow this guide so you can start dressing in a way that feels like you: How to Dress Your Style and Choose Pieces That Will Perfectly Complement Your Signature Look

The post 6 Investment Pieces To Have by the Time You Turn 50 appeared first on MY CHIC OBSESSION.

green tank | button-down | pants

1. Feeling Invisible in the Fashion World Where Youth Is Prioritized

As you age, it can be easy to feel like the fashion industry has forgotten about you. Many stores prioritize catering to younger age groups, leaving you with limited options for finding stylish clothing that suits your tastes and preferences. You may feel invisible in a sea of bright, youthful clothing and fashion trends like crop tops and ripped jeans that don’t reflect your personal style.

Fortunately, there are ways to overcome this feeling of invisibility and find clothing that fits your style and budget! One solution is to seek out stores that cater specifically to older women, where you’ll find more age-appropriate clothing options. Some ideas are Eileen Fisher, Talbots, and Frank & Eileen.

Another option is to shop the wardrobe basics at “younger” places like Madewell, Everlane, J.Crew, and Banana Republic. Though these stores are geared to a younger audience, wardrobe basics are for any age!

2. Shopping on a Limited Budget As You Approach (or Are in) Retirement Years

As you approach retirement, it’s natural to start thinking about ways to reduce expenses, including shopping for clothes. Shopping on a limited budget can be a struggle for anyone, but for women over 50, it can be especially challenging when you have limited funds but still want to maintain a fashionable and up-to-date wardrobe.

First, it’s important to prioritize quality over quantity. Investing in well-made, timeless pieces that can be worn for years is a better use of your money than constantly buying trendy pieces that may go out of style in a season or two.

Second, look for sales and clearance racks. Shopping during sales and taking advantage of clearance racks can save you a significant amount of money. Also, consider shopping at thrift stores and consignment shops, where you can often find high-quality clothing at a fraction of the cost.

Finally, don’t forget to shop online! Online shopping allows you to compare prices and find the best deals without leaving your home. Many online retailers offer free shipping and easy returns, making it even easier to find great deals on clothing.

3. Deciding What To Keep From Your Younger Wardrobe and What To Toss

As you get older, your style and preferences change. It’s only natural! While you may have loved those low-rise jeans or mini skirts in your 20s, they may no longer feel age-appropriate or flattering now. But, letting go of clothes you’ve had for years can be difficult.

Start by going through your closet and assessing each item. Ask yourself if it still fits well, is in good condition, and if it’s a style you still enjoy wearing. If the answer is yes to all three, then it’s a keeper.

For those items that no longer fit, are damaged, or are out of style, it’s time to say goodbye. Donate them to a charity or give them to a friend who might enjoy them.

You can keep a few sentimental items that you don’t plan on wearing again, but don’t keep items out of guilt. Remember, letting go of old clothes can be freeing and allows room for new, age-appropriate pieces that fit your current style and preferences!

4. Balancing Current Fashion Trends With Age-Appropriate Styles

As a woman over 50, you want a wardrobe that feels timeless yet current, but you also want to dress in a way that is age-appropriate. Balancing these can sometimes be a challenge!

While you don’t have to give up on all trends, it’s important to choose ones that flatter your changing body and suit your personal style. One key tip is to focus on incorporating trends in small doses.

For example, if animal prints are in fashion, try adding a leopard print scarf or a pair of snakeskin boots to your outfit, rather than going head-to-toe in animal print.

Another strategy is to adapt trends to fit your personal style. For instance, if jewel tones are trending and flatter your skin tone, opt for an emerald green necklace to add a pop of color to your ensemble.

5. Dealing With Age-Related Changes Such As Hot Flashes and Other Menopausal Symptoms While Trying To Dress Stylishly

I haven’t experienced it, but I can only assume that menopause is the pits. As a woman over 50, you may often face the challenge of dealing with age-related changes, such as hot flashes. And the last thing you want is to be sweating and uncomfortable in your clothes. So how to navigate this tricky situation?

First, choose clothing made from breathable fabrics, such as cotton or linen. These fabrics allow for better air circulation, helping to keep you cool and comfortable. Look for clothing with moisture-wicking properties, which can help absorb sweat and prevent it from lingering on your skin.

Another tip is to dress in layers. This allows you to easily adjust your clothing based on your body temperature. When experiencing a hot flash, you can remove a layer to cool down, and then add it back when you start feeling cold again.

Also, opt for looser-fitting clothing styles. This allows for better airflow and can help prevent clothing from clinging to your body when you’re feeling sweaty. Look for flowy tops, dresses with an A-line silhouette, or wide-leg pants that provide comfort and allow for better ventilation.

blazer

6. Finding Appropriate Clothing for Work or Special Events That Don’t Make You Look Too Matronly

Whether you continue to work, have your children’s weddings to attend, or both, you may have already found that stylish special occasion dresses for older women are few and far between.

It can be frustrating to feel like you have to choose between looking frumpy and looking too youthful! For work, consider classic pieces like tailored trousers, pencil skirts, or pleated pull-on pants paired with a blouse or blazer. Opt for timeless prints like stripes or houndstooth. You can add personality to your outfit through a statement piece like a chunky necklace or bold scarf. If you prefer dresses, look for shift styles in muted colors or prints.

For events or weddings, you can have a little more fun with your outfit! Try a jumpsuit or a maxi dress. Skip the stuffy matching bolero, and opt for a wrap, cardigan, or stylish blazer instead to elevate a simple dress.

7. Finding Clothing That Flatters Your Changing Body Shape

As you age, your body goes through many changes, and this can make finding clothing that fits and flatters a challenge. But I don’t have to tell you that! Many women over 50 find that their weight redistributes, with more weight settling around the middle, and it’s not as easy to lose weight as it was before.

This can make finding pants, skirts, and dresses that fit well around the waist a real struggle. To overcome this, look for clothing that has a little bit of stretch to it, such as spandex or elastane. This will allow the fabric to hug your curves without feeling too tight or uncomfortable. You might also consider clothing that has built-in shaping or control features, such as tummy control panels in pants or shapewear for dresses. Spanx is a great brand for this.

Another tip is to pay attention to the neckline of tops and dresses. V-neck or scoop necklines can draw the eye upwards towards your face and away from your midsection. Additionally, high-waisted pants and skirts can elongate your legs and give the illusion of a longer torso, helping to balance out any midsection weight gain.

8. Struggling To Find Clothing That Is Age-Appropriate but Still Fashionable

Nobody wants to look like they’re trying too hard to be young. Aging gracefully is a wonderful thing! First, it’s important to recognize that age should not limit your style choices. You can still incorporate trends into your wardrobe, but opt for pieces that are tailored to your body shape and personal style. Embrace classic pieces such as blazers, basic t-shirts, and slim jeans that never go out of style.

Another way to stay stylish is by adding accessories such as scarves, statement jewelry, and beautiful handbags to your outfits. These small details can make a big impact on your overall look.

One of the best ways to balance age appropriate yet stylish is to shop at the brands previously mentioned that cater to your age and style, such as Eileen Fisher, Talbots, and Frank & Eileen. These brands offer classic yet current pieces that are age-appropriate and stylish.

Related: Fashion Over 50: Aging With Grace & Embracing the Size You Are Now

9. Balancing Comfort and Style, Especially for Shoes

I’ve had many women write to me telling me that they want to wear cute shoes, but the cute shoes aren’t agreeing with their feet! As you age, your feet change too, becoming more sensitive and prone to discomfort.

However, that doesn’t mean you have to give up on stylish footwear altogether. The ideal shoes balance comfort and style and have adequate support and cushioning while still looking fashionable.

Here are some tips to find these shoes:

• Choose shoes with a lower heel: High heels can put extra pressure on your feet and make you more susceptible to slips and falls. Opt for a lower, thicker heel or a comfortable pair of flats instead.
• Look for cushioned soles: A padded insole or a shoe with a cushioned sole can make a big difference in how comfortable your feet feel throughout the day.
• Consider orthotic inserts: If you have specific foot issues, custom orthotic inserts can be a game-changer for comfort. Look for shoes that can accommodate these inserts.
• Invest in quality materials: Shoes made with high-quality materials like leather will mold to your feet over time and offer more support and comfort. Margaux, a high-end shoe brand, is known for having some of the most comfortable shoes.

You may not be able to wear every cute shoe you see, but they exist. If you kiss enough frogs, you’ll find your prince!

10. Feeling Pressured To Dress More Conservatively As You Age

Though there’s nothing wrong with dressing conservatively, society often expects older women to dress in more matronly clothing and are often surprised to see a stylish older woman. No wonder sometimes you feel like you’re losing your style.

But this doesn’t have to be the case! It’s important to remember that style has no age limit and that you can still rock stylish outfits and feel confident in your clothing choices.

The best way to overcome this struggle is to incorporate classic pieces into your wardrobe. Timeless staples like a well-tailored blazer, a stylish trench coat, and a classic pair of jeans can be styled in many different ways and will always be in style. These classic pieces can be paired with more trendy items to create a stylish, age-appropriate look.

Another way to break out of the conservative dressing mold is to experiment with accessories. Adding a statement necklace or a pop of color with a scarf or purse can add some flair to even the most conservative outfits. Plus, accessories are a great way to show off your personality and add some fun to your outfit.

Need help on building a wardrobe from scratch and adding the right wardrobe pieces to your closet? I created a resource for you that will help you build your dream wardrobe!

11. Choosing the Right Undergarments for Different Outfits

Wearing the right undergarments can make a huge difference in the way an outfit looks and feels! But with so many different types of undergarments out there, it can be overwhelming to figure out what to wear with different outfits.

Don’t be afraid to invest in this area. After all, you want to choose undergarments that are comfortable, supportive, and that work well with the specific outfit you’re wearing. This is a tall order!

For example, if you’re wearing a form-fitting dress, you may want to choose a shaping undergarment to smooth out any bumps or lumps. If you’re wearing a sheer blouse, you may want to wear a camisole or nude t-shirt bra underneath.

Related: Top 10 Best Undergarment Brands for Everyday Wear

12. Figuring Out What Looks Best With Gray Hair

One of the biggest visual changes that come with age is the transformation of your hair color, especially as it turns gray. For many women, gray hair can be a challenging change to their beauty routine, but it doesn’t have to be!

Choose a shampoo and conditioner that’s formulated for gray hair to maintain its luster. Also, make sure to keep your hair moisturized to avoid dryness and frizz. Lastly, consider investing in a hair treatment to give it extra shine. Own your color – don’t hide it!

While you embrace your gray, find a cut that works with your hair’s natural texture and density. Whether it’s a sleek bob, textured layers, or even a curly style, there are endless options for every woman. Embracing your gray hair can be liberating and beautiful if done correctly, not to mention it can enhance your style.

Related: 15 Smart Ways To Invest in Your Wardrobe and Make It Better

13. Dealing With Skin Changes

As you age and change, your skin undergoes some changes of its own too. One of the most common skin changes women over 50 experience is a decrease in elasticity and the appearance of fine lines, age spots, and wrinkles. This can make certain clothing styles and fabrics less flattering, and certain colors may emphasize these “imperfections”.

To deal with these skin changes, there are a few things you can do. First, consider visiting a color professional so you can get a list of the best colors to wear for your skin tone. This can do wonders for your appearance and confidence!

Another tip is to pay attention to the neckline of your tops and dresses. As the skin on your neck and chest tends to be more delicate and prone to wrinkling, opting for higher necklines or adding scarves or statement necklaces can draw attention away from these areas.

When it comes to skincare, taking good care of your skin can help minimize the appearance of fine lines, wrinkles, and age spots. Consistently moisturize and protect your skin from the sun’s harmful rays with SPF. Additionally, incorporating products with anti-aging ingredients, such as retinol or hyaluronic acid, can help improve skin texture and tone.

As for makeup, using products that focus on hydration and luminosity can make a big difference in enhancing aging skin. Ditching heavy foundations in favor of tinted moisturizers or BB creams can help achieve a more natural look, while also hydrating the skin. Using a brightening concealer to cover dark circles and spots can also help with achieving a more youthful appearance.

As you get older you may find that you need to tweak your beauty and skincare routine, but just remember, at the end of the day, your skin tells the story of your life, so wear it proudly!

Related: 8 Best Foundations for Aging Skin Over 50

By understanding the common fashion struggles that women over 50 face and how to overcome them, you can now create a wardrobe that is both stylish and comfortable!

For more tips to elevate your over 50 fashion, keep reading: Fight the Frump: 12 Easy Ways You Can Fix Your Frumpy Outfits

The post Can You Relate? 13 Common Fashion Struggles for Women Over 50 and How To Overcome Them appeared first on MY CHIC OBSESSION.

1. maxi dress + sandals + gold hoops + straw bag

dress | sandals | hoops | bag

For older women who want to look chic and elegant this summer, wear a maxi dress. When it comes to elegant summer fashion, it’s the best way to look timeless while staying comfortable! And though bright colors can be fun to incorporate into your warm weather look, opt for a dress in a neutral shade, like navy. It’s a summer version of the classic little black dress.

Pair your maxi dress with a comfortable pair of sandals and some gold (or silver) hoops to complete the look. Adding a straw bag as a finishing touch can take this casual look to the next level!

2. white tee + linen bermuda shorts + sandals + gold necklace + tote bag

tee | shorts | sandals | necklace | bag

Looking for effortlessly chic yet casual outfits for a summer day? Look no further than the classic combination of a white t-shirt and linen bermuda shorts. The neutral colors make it easy to pair with any accessories, allowing your personal style to shine through.

Add a touch of glam with a gold necklace and a sleek tote bag. Finish off the look with comfortable sandals and you’re ready to conquer the day! Bonus tip: This outfit can easily be transitioned to fall by swapping out the shorts for a pair of jeans.

3. floral dress + lightweight cardigan + sandals + pearl earrings + straw bag

dress | cardigan | sandals | earrings | bag

Floral prints are a timeless choice for any summer outfit, and this look is especially perfect for a classic and modest ensemble for women over 50. The floral dress should be in a subtle color palette to maintain the classic aesthetic- so try to avoid loud and bold patterns. If you want some long sleeves, pair it with a lightweight cardigan for some coverage, and slip on some comfy sandals – perfect for mature women.

To elevate the look, it’s a good idea to add a pair of pearl earrings for an elegant touch and finish off with a straw bag for some summer vibes. This look is perfect for a summer brunch or a casual outing with friends. The beauty of this outfit is that it’s effortless and comfortable while maintaining style. You’ll look polished and chic without sacrificing comfort or modesty!

4. chambray shirt + white jeans + sandals + gold hoops + sunglasses + crossbody

shirt | jeans | sandals | earrings | sunglasses | bag

This classic outfit combination is a staple for women of all ages, but it’s especially chic and age-appropriate for women over 50! The chambray shirt gives a relaxed yet sophisticated feel, while the white pants add a crisp and clean element to the look. And though there’s nothing wrong with dark denim or skinny jeans, give your dark washes a break and opt for slim/straight jeans as it’s a subtle way to update your look.

The addition of gold hoops and sunglasses brings a touch of glamour, while the crossbody bag and sandals keep the outfit practical and comfortable for running errands or lunch with friends. Even better is that you can wear these individual pieces for a long time – they’re not just restricted to summer!

5. tunic top + straight jeans + mules + pearl earrings + crossbody

top | jeans | mules | earrings | bag

Another classic summer outfit for women over 50 who have cooler climates is a comfortable tunic top paired with straight jeans. This outfit is perfect for casual outings, but can easily be dressed up with the right accessories. Tunic tops are especially good for a body type where you carry your weight in your middle, as this style is not too form-fitting.

For shoes, mules are a great option. They not only offer comfort and style but can be found in a variety of different colors to be worn with your various outfits. (But of course, we’re partial to neutrals.) To add a touch of elegance to this look, accessorize with pearl earrings. This outfit is chic and practical, making it a great choice for any spring, summer, or fall day.

Related: Styling a Classic Linen Outfit: My Mom vs Me

6. striped tee + midi skirt + sandals + pearl earrings + straw bag

tee | skirt | sandals | earrings | bag

A classic look if there ever was one. This summer outfit combo is the perfect casual yet stylish look that’s suitable for any daytime occasion. Start off with a classic striped tee – a staple that should be in every woman’s wardrobe! Pair it with a flowy midi skirt that falls below the knee, creating an elegant and feminine silhouette.

For footwear, opt for comfortable sandals that are easy to walk in and give a relaxed vibe. When it comes to accessories, keep it simple and timeless with pearl earrings. These lustrous gems add a touch of sophistication and class to the ensemble. A straw bag is the perfect finishing touch to this outfit, as it adds a rustic feel that perfectly complements the breezy, summer look.

This outfit is so versatile and can easily be dressed up or down, depending on your occasion. Add a denim jacket or a blazer for a more polished look. Swap out the sandals for heels to take it from daytime to evening. The possibilities are endless with this ageless and classic summer outfit!

7. black tee + linen pants + sandals + gold hoops + crossbody

tee | pants | sandals | earrings | bag

Looking for a chic yet comfortable summer outfit that’s perfect for women over 50? Look no further than the classic combination of a black tee and linen pants! This versatile outfit can take you from running errands during the day to a dinner out with friends in the evening.

Start with a simple black tee, which can be dressed up or down depending on your accessories. Pair it with a lightweight pair of linen pants in a neutral shade like white or beige. Not only will these pants keep you cool in the summer heat, but they also provide a more sophisticated look than denim cutoffs or shorts.

For shoes, opt for a pair of comfortable sandals. A pair of hoop earrings add a touch of glamour to this simple outfit, and a crossbody bag is the perfect accessory for keeping your essentials close at hand while still staying hands-free.

8. blouse + straight jeans + mules + pearl earrings + sunglasses + crossbody

blouse | jeans | mules | earrings | sunglasses | bag

If you’re looking for a stylish yet practical summer outfit that’s perfect for everyday wear, try pairing a blouse with straight jeans and mules. This outfit is both comfortable and chic, making it perfect for women over 50 who want to look stylish without sacrificing comfort.

When choosing a blouse, opt for a lightweight, breathable fabric such as cotton or linen. Look for a relaxed fit that’s comfortable and flattering. Pair your blouse with straight jeans, which are both timeless and flattering for any body shape. Choose a light wash for a fresh and modern look.

Mules are the perfect summer shoe as they are comfortable, easy to wear, and stylish. For an added touch of elegance, accessorize with a pair of pearl earrings and sunglasses. To finish off your outfit, add a crossbody bag that’s both functional and stylish. Choose one that’s large enough to carry your essentials but not too bulky. Opt for a classic design that will complement any outfit.

9. white dress + sandals + gold necklace + tote bag

dress | sandals | necklace | bag

When it comes to classic summer outfits, you can never go wrong with a white dress. This versatile piece can be dressed up or down depending on the occasion, making it the perfect addition to any wardrobe. Paired with a comfortable pair of sandals and a gold necklace, this outfit exudes effortless elegance and style.

The beauty of a white dress is found in its simplicity. It can be styled in so many different ways and the crisp white fabric adds a touch of sophistication to any summer look. Pairing this outfit with a tote bag is not only practical for carrying your essentials, but it also adds a touch of casual chicness to the overall look. A gold necklace, on the other hand, elevates the outfit with a touch of glamour and class.

This classic summer outfit is perfect for a day out shopping with friends, a casual lunch date, or even a beach vacation. It’s comfortable, stylish, and ageless – making it the perfect addition to any fashion-savvy woman’s wardrobe.

10. chambray shirt + midi skirt + sandals + gold hoops + straw bag

shirt | skirt | sandals | earrings | bag

The classic combo of a chambray shirt and midi skirt is perfect for women over 50 who want to exude effortless elegance. Start by selecting a chambray shirt with a comfortable fit. Look for one that allows you to roll up the sleeves (like this one), which gives it a more relaxed and summery vibe.

Next, pair your chambray shirt with a midi skirt that complements it well. For example, you can go with a white or beige skirt for a crisp, clean look, or opt for a colorful patterned skirt to add some personality to your ensemble.

When it comes to shoes, keep it simple with a pair of comfortable sandals. The gold hoops and straw bag accessories complete the look perfectly. This outfit is perfect for summer picnics, lunch dates, and even casual work events. It’s a versatile and chic outfit that can take you from day to night.

It’s amazing how easy it is to pair together stylish, classic looks when you have all the wardrobe basics! Are you struggling to know what they are? I have a free wardrobe checklist for you (and more!) to use to build your wardrobe HERE.

Crop tops and short shorts aren’t your things? No worries. Now you know that you can look “in season” while also looking timeless and staying true to yourself. Want more style tips and summer outfit ideas for women over 50? Keep reading: A Classy Summer Capsule Wardrobe for Women Over 50

The post 11 Modest and Classic Summer Outfits for Women Over 50 appeared first on MY CHIC OBSESSION.

This post is sponsored by Talbots. Thank you for supporting the brands that support My Chic Obsession.

button-down shirt | pants | blazer | green tank (similar)

My mom, Amy, has been a mom for 3+ decades and was a single mother to 6 kids for the majority of those decades. To say she taught me about life is the understatement of the year, and as mothers do, she has greatly influenced my style as well.

The first time I went to Barbados to meet the other half of my family (I’m half Bajan/Barbadian!), my mom sat with me and helped me plan out all my outfits. We got a pen and paper and together we came up with a week’s worth of outfits using just a handful of my clothes.

I didn’t know it then, but I had just put together my first travel capsule wardrobe! The whole trip I was amazed that I could mix and match my clothes together and thanks to my notebook of planned outfits – I was never stuck figuring out what to wear. From that moment on, my love for classic and versatile clothing grew.

I was only 14 at the time and I didn’t have much to my name (let alone my wardrobe), but if I were to pack or dress for warm weather now, you better believe I’d be wearing one of the top must-have pieces – a linen boyfriend shirt!

The quality to the versatility to even the charm of the wrinkles – what’s not to love? Buying a linen boyfriend shirt is like buying 3 shirts. You can wear it buttoned-up like me, wear it as an extra layer/jacket over a tank like my mom, or even wear it as a swimsuit coverup.

My mom especially loved that “the linen shirt is an easy-on-easy-off layer that you can add to an outfit if you need a little more coverage or warmth in these changeable spring weather days!”

Keep in mind the fit is oversized, but you should be good to order your normal size (I’m wearing a S and my mom has an XL, for reference). The white is a little sheer, but if you wear skin-colored undergarments you’ll be more than fine!

Okay, now pants. Navy blue is the perfect darker neutral for spring and summer. It’s visually lighter than black, but still grounding and slimming. Plus, navy blue pants offer the perfect nautical vibes and make a great backdrop for a Breton top. Très chic!

Let’s talk fit. The linen pants run a little long, but if you choose the petite sizing (I’m wearing 4P and mom has XL), then you get this really cool and current crop. These are the type of pants you can wear out in the garden, on vacation, lounging around at home, or even dressed up to go out.

And if you want to get dressed up to go out, what’s the perfect outerwear piece to throw on?

(Did you guess a blazer?)

Ding ding, you got it!

A blazer instantly elevates your outfit and now thanks to this linen blazer, you don’t have to reserve this extra layer for just the cooler months.

You can wear it over a button-down shirt or even a sundress. When the weather cools down at night or is constantly fluctuating throughout the day, a linen blazer is the perfect way to add posh and polish to your outfit.

Okay, you’ve heard enough from me. Let’s hear from my mom:

“What I like about these clothes is the balance they show between structured and loose. The blazer has just the right amount of form to it so that it finished my outfit and adds polish. But it isn’t fussy or overly detailed and neither are the linen pants. That makes them comfortable to wear.

They also exude quality that you can feel when you slip them on. Having a blazer and pants in neutral colors helps make them more wearable, especially when you can pair them with a more intense color. And as someone with big bones, I like the way these clothes drape my figure without suffocating it.”

I’ve seen (and felt) the power of what classic, quality clothes can do for your mood. And if there was ever a month for mothers and mother figures to invest in their style, and maybe even pass it on, then it’d be now. Because after all, your spring and summer wardrobe is not complete without linen pants, a linen button-down shirt, and a linen blazer!

Now you’ve got the right summer pieces. Do you want even more timeless outfit ideas? Keep reading: A Classy Chic Outfit Idea for the Timeless Woman

#mytalbots #talbotspartner #talbots #modernclassicstyle #greatstylerunsinthefamily #sponsored

The post Styling a Classic Linen Outfit: My Mom vs Me appeared first on MY CHIC OBSESSION.