How to Wear a Simple Grey Dress Two Chic Ways

We talk a lot about creating a chic and classic style affordably. No matter how large or small your budget, you need to know where to splurge, spend, and save.

The best tip I can give you is to be selective about every item you bring into your wardrobe, especially those pieces considered a bargain.

Inexpensive, sale-priced, clearance items tend to be where we let down our guard. It’s too easy to throw a $20 top or dress in our carts. But what happens when we do that repeatedly is we end up with a closet that doesn’t make any sense.

You’ve been there, I’ve been there, we’ve all been there.

That’s why it’s essential to know the style you are trying to achieve before you shop and then hold even the most affordable item to that standard.

Today’s dress, this simple Ponte shift from Old Navy, is on sale for under $30. It is the perfect example of what to look for in a “save” piece that adds tons of value to your wardrobe. 

How to Wear a Simple Grey Dress

How to wear a Gray Dress

 

Dress, $28 (Missy, Tall and Petite, up to XXL)

Ponte knit is ideal for this time of year. It’s stretchy, soft, and fits well. You can dress it up or down. It pairs with everything from tall boots (below) to sneakers and a denim jacket.

This dress works well because of its timeless cut and heather grey color. It’s also not too short, so you can take it to work, dinner, or to run errands. 

Today, I’m showing you two sophisticated looks with this inexpensive piece at the center.

How to Wear a Simple Grey Dress Two Chic Ways

How to Wear a Simple Grey Dress

Layer with Neutrals

Gray Dress with camel coat, ivory scarf, tan knee high boots, and gold hoops

Boots, $268 |  Coat, on sale $99 |  Scarf, $39 |  Earrings, $90 

To say I love this look is an understatement. My favorite way to dress is in layered neutrals. It creates such a gorgeous richness that works for any occasion. 

Here, I paired the dress with these stunning cognac boots from Banana Republic.

Then, a classic camel coat. I picked up a similar jacket last year and have got so much wear out of it. I like this one from Express; it has a flattering tie waist without looking like a bathrobe.

Finally, add an ivory scarf (under $40 at Nordstrom) and pretty pearl and gold statement hoops.

Simple, classic, timeless.

Pair with Basic Black

Gray Dress with black tights, black booties, black and gold belt, and gold earrings.

Booties, $105 |  Tights, $15 | Belt, $45 (on sale $15)|  Earrings, $7.50 

When you focus on wardrobe building, you’ll eventually get the point that you already have everything else you need to create a fresh look when you bring in one piece.

This look is an example of that. You likely already have a pair of black ankle boots. If not, these booties by Vince Camuto are on sale at DSW. Their block heel makes them incredibly comfortable. Pair them with opaque tights to give your leg a long line.

Then, I added this gorgeous belt from LOFT. Right now, it’s on sale for only $15. It’s subtle but has a designer look and feel. Wrap it around your waist to bring in some visual interest.

Finally, small door-knocker earrings mimic the belt buckle’s style, creating a cohesive, thoughtful outfit.

 


Our Style Content is Inspired by Our Readers

Our readership inspires all of our posts and is not sponsored or paid for by brands or retailers. 

Recommendations are based on my experience as a personal stylist and wardrobe consultant for over a decade. I worked with busy, down-to-earth women who wanted to look chic and feel confident but were often confused by so much of retail. 

Some links are affiliate links, which means if you purchase via our site, we receive a small commission.

If you enjoy our content and would like to help us grow, please  follow on Instagram and join our Private Facebook Group to access more advice and exclusive in-depth conversations with other like-minded women.

Learn about our mission to help women look and feel their very best, every day, here

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How to Wear Black Leggings

Today we are doing a deep dive into how to wear black leggings. I was inspired by a question posted over in our Facebook Private Group.

“Am I getting too old for the tunic over leggings looks? I’m careful to stick with darker leggings, so I don’t look like I’m wearing a tiny dress. Thoughts?” 

See the entire question and all the thoughtful responses from our community here. 

First things first, as long time readers know, I don’t believe in worrying about our age when getting dressed. There are other factors to consider that will help you look your best in any situation

Regardless of our age, there is a way to wear leggings as an outfit AND look chic, modern, and sophisticated. 

Wearing leggings is more popular than ever, and even when this whole mess is over, the athlesuire trend isn’t going anywhere. 

For today’s post I’m focusing specifically on black leggings. Since our goal here is to help you create a timeless and classic personal style, I would recommend ONLY wearing black leggings in these outfit formulas. 

How to Wear Black Leggings 

How to wear black leggings

As you can see, I avoid prints and patterns and keep to a solid color palette. If you’re trying to create a timeless, classic look, stick with sophisticated tones. You can add interest with texture, and mixing neutrals. Layer in some of your favorite accessories, like scarves and try to wear the jewelry you tend to save for special occasions in your daily looks. 

After living in leggings during all three of my pregnancies, I’m not here to recreate any of those looks, lol. That’s why it’s so important to pay attention to fit and proportions.

Avoid “babydoll” tops, or tunics that are too clingy. They tend to look sloppy and outdated. 

Black Ponte Knit Leggings 

Old Navy Black Leggings

 

Old Navy High -Waisted “Stevie” Ponte Knit Leggings, $28 

Here I am in them:

 

 
 
 
 
 
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Let’s start by talking about the kind of legging to wear. 

Aside from them being black, the style of legging you choose to wear is important and will effect the overall feel of your outfit. 

Don’t wear the leggings you wear to the gym. They are too thin and not the right kind of sporty. Instead, you want to wear something substantial.

That’s why “Ponte” knit is a great choice. Ponte is a double knit, so you get the comfort of stretch with depth and coverage. They’ll feel more like a pant.

For an affordable option, I’m a big fan of the Old Navy High-Waisted “Stevie” Ponte Knit pants currently on sale for about $20 in sizes regular, tall, and petite up to an XXL and in plus size here

These are an excellent alternative to the  Zella-Live in a legging

Alternatively, these “Ponte Legging Pants” by American Giant get rave reviews; they are more expensive, but think of them as actual pants, not leggings. 

In the outfit formulas below, I’m featuring the Old Navy bottoms. If you’re feeling edgy, you can absolutely replace these with our favorite Spanx Faux Leather Legging

Pair with: A Tunic Blouse

Black leggings with a white popover top, denim jacket, black sneakers, gold studs, and a black crossbody bag.

High-Low Popover Tunic Top, $32 + Denim Jacket, $79 +Sneakers, $95  + Crossbody, $158 + Earrings, $98 

I love featuring items I know you already own, like this high-low tunic from J.Crew Factory. It keeps showing up on our Faves Lists. It’s just a crisp and classic blouse that is ideal for pairing with leggings. 

As a layer, I used another Readers Fave, the KUT denim jacket. I’ve had mine for years and still wear it frequently. 

In this look it’s okay for the shirttail of the top to peak out under the jacket. 

If you are looking for a comfortable, stylish sneaker to wear in your everyday outfits, go with these All Birds. They are of high quality, and you won’t look like you’re wearing your gym sneakers. 

Finally, a straightforward pair of gold ball-style studs fill in your ear without being too much, and a fantastic crossbody bag from Madewell will keep you handsfree with a ton of polish. 

Related: How to Dress up Leggings for the Holidays.

Pair With: An Oversized Sweater

Black leggings with a tan turtleneck sweater, brown booties, gold hoops, and a gold ring.

Sweater, $35 + Booties, $52 + Hoops, $65 + Ring, $50 

This is the kind of look I wear working from home or hanging with my kids. It allows me to do everything I do in a day, from sit on the floor with the baby to grab dinner out with my husband.

H&M makes some of the best-oversized sweaters to pair with leggings at fabulous prices. Look for one like featured above, with a high-low hem; it is the most flattering style for a top paired with leggings. You want something to cover your bum, but often, when the hem is cut evenly across, it can cut off your proportions and make you look frumpy.

The high-low hem allows you to maintain your height while feeling comfortable with how much you expose.

I like to mix neutrals like black, beige, and dark tan. The combination is quite elegant, so I added another favorite, these Sam Edelman booties in “saddle.” Scoop these up if you are still looking for a new pair of suede booties; they are on sale for $50, marked down from $130.

Then I added some fun accessories, like a these gold-tone updated hoop earrings and a statement ring

Related: How to Wear Faux Leather Leggings 

Pair With: A Long Cardigan

black leggings with a tan cardigan, white tank, black knee-high boots, and a leopard clutch

 

Cardigan, $52 + Tank, $8 + Boots, $140 + Leopard Clutch, $275 

Finally, grab a long cardigan. I like this one from Halogen at Nordstrom. It’s affordable and not too long, so many right now will make you look like you’re wearing your bathrobe if you’re not careful. 

Layer it over a simple tank. I LOVE this $8 option from Old Navy because it has some swing to it that will mimic the cardigan’s swing. You don’t want a tank here that is skin-tight; instead, look for one cut away from the body with a little movement. 

Zhush up the look with these gorgeous suede tall boots, also by Sam Edelman. Wearing a boot with leggings is an easy way to dress it up. 

I added this Clare V. leopard clutch because I want to show you how you can use leopard print as a neutral. It’s also on my wish list, but I haven’t bought it because we have no place fun to go right now. A good dupe is this foldover clutch from Tuckernuck that is under $50

Some Real Life Examples: 

 

 
 
 
 
 
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A post shared by The Well Dressed Life (@thewelldressedlife)

 My 5 Best Tips for Styling Black Leggings

1. Keep your colors neutral and avoid prints and patterns.

2. Wear a “real” shoe, like a boot, sneaker, or even a pair of heels. 

3. Accessories! Incorporate some of your favorite pieces, like scarves, hoops and statement rings to add depth and interest. 

4. Don’t wear your gym leggings, instead opt for a “ponte” knit that will feel substantial, hold you in, and still allow for comfort. 

5. Pay close attention to proportions, while you will want something to cover you rear, don’t let your top consume you. Look for a top with a high-low hem to help create a long, lean line of the body. 

 


Our Style Content is Inspired by Our Readers

Our readership inspires all of our posts and is not sponsored or paid for by brands or retailers. 

Recommendations are based on my experience as a personal stylist and wardrobe consultant for over a decade. I worked with busy, down-to-earth women who wanted to look chic and feel confident but were often confused by so much of retail. 

Some links are affiliate links, which means if you purchase via our site, we receive a small commission.

If you enjoy our content and would like to help us grow, please  follow on Instagram and join our Private Facebook Group to access more advice and exclusive in-depth conversations with other like-minded women.

Learn about our mission to help women look and feel their very best, every day, here

Sign Up for Daily Content and Receive Our Free Classic Wardrobe Checklist

 

 

The Best Selling Amazon Over-the-Knee Boots I LOVE

Over-the-knee boots have been popular for some time. Over in our Facebook Private Group, I get questions about them frequently. Specifically how to wear them and if they are age-appropriate.

So let’s start with the question of age. It’s simple. AGE DOES NOT MATTER. The Well Dressed Life is all about helping you achieve a modern and classic style, which is inherently timeless and ageless. I break down my philosophy on age and “appropriate” dress here.

For style inspiration, you have a lot of options. But first, lets talk about the boot. 

I wanted one that was versatile, affordable, casual and easy to incorporate into my uneventful life. 

Last December, I started to hear (unsponsored) praise for these Best Selling Amazon Over-the-Knee Boots on social media, so I decided to give them a try. 

I’ve had them for almost a year now and still highly recommend them. 

The Best Selling Amazon Over-the-Knee Boots I LOVE

Best Selling Amazon Over the Knee Boots

Boots: $45, Jeans: $80

I will never be comfortable posting pictures of myself, but thank you to everyone for being kind. I know the pictures are helpful, even though I feel like a major dork in them. 

For some context I am (almost) 41 and am 5’10. However, I found these on Pop of Pippi’s Instagram and she is petite and looks fantastic in them. So don’t be afraid to give them a try if you are petite (and follow her Insta for some great petite looks).

Are they the best quality? They do the trick, which is to let you wear a trend while it’s popular without feeling committed to it and spending a small fortune. 

They are surprisingly comfortable. The block heel gives nice support and they are not too high making them super easy to walk in. 

I paired them with the Joe’s Curvy Skinny Ankle Jean. (On sale for $80 at Nordstrom Rack – they usually retail for $189). I LOVE these. They are high waisted, with nice stretch. But the slide over any skinny jean easily. 

I’ve worn them a few different ways, usually with jeans (above) or leggings and a long cardigan (below). The key is to keep it simple. Almost think of them as pants, if that makes sense. 

This weekend I’m going to wear them with this black sweater dress from the J.Crew factory sale for dinner on Saturday (I’ll share over on Instagram).  

I original purchased the tan suede, and just ordered them in black for the holidays. I think the suede adds a richness to the look but again, has a casual vibe. 

Our Style Content is Inspired by Our Readers

Our readership inspires all of our posts and is not sponsored or paid for by brands or retailers. 

Recommendations are based on my experience as a personal stylist and wardrobe consultant for over a decade. I worked with busy, down-to-earth women who wanted to look chic and feel confident but were often confused by so much of retail. 

Some links are affiliate links, which means if you purchase via our site, we receive a small commission.

If you enjoy our content and would like to help us grow, please  follow on Instagram and join our Private Facebook Group to access more advice and exclusive in-depth conversations with other like-minded women.

Learn about our mission to help women look and feel their very best, every day, here

Sign Up for Daily Content and Receive Our Free Classic Wardrobe Checklist

 

 

 

A $30 Blazer for Work

These days, workwear leans a little more casual than usual, which can make getting dressed feel redundant and boring. Instead of feeling like you’re limited to the same old outfits, use it as an opportunity to try something new.

This classic patterned, oversized blazer is just the thing. It’s only $30, available in regular, tall, and petite up to a size XXL. Whether you’re working from home (and running to Target in between conference calls) or heading into the office a few days a week, scoop this up and get inspired. 

Old Navy Oversized Blazer 

Wear to Work Plaid Blazer

 

Blazer, $30 available in regular, tall, and petite up to a size XXL, plus size option here  

When incorporating a trend or a style outside your comfort zone, it’s important to maintain some timeless elements. This is what helps your look stay modern. Here, I’m using an oversized blazer (trend) with a houndstooth pattern (timeless). The combination strikes the right balance, and the price point allows you to give it a try without making a significant investment.

Below are two outfits, created with items you already have, and a few you can easily pick up to continue to expand your wardrobe. 

Target and Conference Calls 

 

Wear to Work Plaid Blazer

 

Blazer, $30  |  Sweatshirt, $25  |  Sneakers, $90  |  Jeans, $59  |  Bag, $23  |  Hoops, $45  |  Bracelet, $58

Making a casual look fresh and pulled together comes down to combining casual pieces with a few polished ones. It’s that tension between a sneaker and a proper handbag that is unexpected and modern.

Here, I’m layering the blazer over a grey sweatshirt. Fit-wise, this works because the blazer is oversized. Use a sweatshirt that is lightweight and not too boxy. It’s extra cute if you have one with a zipper and hood. Use whatever you already have; just be sure it’s thin enough to fit under the blazer.

Then, a pair of sneakers. These Cole Haan sneakers continue to be a best seller. I love using them in outfit posts to show just how versatile they are. The British tan accent on the shoe tongue gives them a sophisticated feel and pulls out the blazer’s rich tones.

To keep the look cohesive and add the right amount of structure, I used a similar color bag. This one is from ASOS for under $25.

For bottoms, grab a pair of casual jeans. I’m using light-washed ankle length boyfriend jeans because I like the contrast. You can wear whatever you prefer, from dark wash straight jeans to distressed skinnies.

In the Office 

 

Wear to Work Plaid Blazer

Blazer, $30  |  Pants, $119  |  Booties, $85  |  Sweater, $79  |  Bag, $23  |  Hoops, $45  |  Bracelet, $58

When I create these outfit posts, I always want to provide some helpful tips. Maybe it’s an unexpected way to wear something or a product recommendation you end up buying and loving. Then, I want you to feel inspired. Perhaps you have similar items hanging in your closet and never thought to wear them together until now. 

Finally, and perhaps what makes this site different from other style sites, I want you to build a functional wardrobe. You’ll see items repeated throughout a season and even the year because that’s how we dress in real life. 

The blazer works with so many items many of you already have, like your favorite black jeans. Or go ahead and wear it with the Spanx Perfect Skinny Black Pants. It will look fantastic.

Want to kick the style factor up even more?  Try wearing it with these leather leggings

To give you some variety, above, I’m featuring them with these new to me, Curves 360 by NYDJ Ponte pants. If you want a slim cut pant but don’t like skinnies, give these a try. You’ll create a similar look in a more flattering cut. These are available in all sizes, including petite and plus. 

Because these pants are straight leg, you can easily wear your favorite ankle boot. Just remember that the pants’ hem should sit on the top of your boot, creating a break. 

If you have the Sam Edelman Walden booties, wear them, in either black or tan. Above is  a different Sam Edelman in classic black leather, with a higher shaft. These work well with straight or bootleg pants. 

I’m using this washable wool crewneck from the Banana Republic, another Reader Fave, in vanilla cream to layer under the blazer. 


Our Style Content is Inspired by Our Readers

Our readership inspires all of our posts and is not sponsored or paid for by brands or retailers. 

Recommendations are based on my experience as a personal stylist and wardrobe consultant for over a decade. I worked with busy, down-to-earth women who wanted to look chic and feel confident but were often confused by so much of retail. 

Some links are affiliate links, which means if you purchase via our site, we receive a small commission.

If you enjoy our content and would like to help us grow, please consider following on Instagram and join our Private Facebook Group to access more advice and exclusive in-depth conversations with other like-minded women.


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5 Fresh Workwear Blouses for Fall

Mock neck blouses are popping up across retail, providing a welcomed change in the sea of your standard v-neck tops. These overtly feminine pieces are an attractive option for work, especially if you only dress from the waist up. They bring attention and color to your face, which is all most of your colleagues are seeing of you these days anyway.

If you are back in the office, they pair beautifully with any bottom, like a slim pencil skirt, a full pleated skirt, and your favorite trouser in the best cut and shape for you. 

Of course, take this out of the office to drinks and dinner with a pair of jeans. Or, add a faux leather skirt and wear these straight into the holidays. 

Pick this style up if you have narrow shoulders and a small bust; however, avoid if you are bustier since it will only make you look wider and fuller than you are.

General body types this will complement are triangles since it will add volume to your upper half balancing out the lower, and straight up and down because it creates curves and visual interest. Hourglass could also pull it off as long as you balance your waist and hips.

It’s also a fantastic option for Petites with a small frame

I found five seriously gorgeous options in a range of sizes and prices. 

5 Fresh Workwear Blouses for Fall

 

five work blouses 

 

Banana Republic: Satin Billow Sleeve Blouse | Under $50, in regular, tall and petite, in rose (above) and navy.

J.Crew: Long Sleeve Ruffle Neck Top | Originally $89.50 (on sale for Under $50 with code FALLTIME) Sizes XXXS – 3X in green (above), white, pink and navy

Ann Taylor: Seersucker Mock Neck Top | $69.50 in dusty teal (above) sizes XXS – XXL

Anthropologie: Letizia Blouse | $98 in mauve (above) sizes XS – XL 

Nordstrom:  1. State, Keyhole Blouse | $69  in green (above) and pink sizes XXS – XXL


Our Style Content is Inspired by Our Readers

Our readership inspires all of our posts and is not sponsored or paid for by brands or retailers. 

Recommendations are based on my experience as a personal stylist and wardrobe consultant for over a decade. I worked with busy, down-to-earth women who wanted to look chic and feel confident but were often confused by so much of retail. 

Some links are affiliate links, which means if you purchase via our site, we receive a small commission.

If you enjoy our content and would like to help us grow, please consider following on Instagram and join our Private Facebook Group to access more advice and exclusive in-depth conversations with other like-minded women.

 

 

 

How to Style Joggers

Let’s break down how to style joggers. 

Last month our series, “What to Buy at,” featured Banana Republic. I love BR for their classic modern style and commitment to offering an inclusive size range. They make my job so much easier. 

After that post, I received several questions about how to wear these joggers, specifically, how to style joggers in an outfit for work and weekends. So today, I’m breaking down a few options to wear for whatever work looks like for you and ideas to make them casual, since right now those worlds are merging together. 

If you are new to our site (welcome!), today is an excellent example of how many of our posts are designed to help you build a functional, practical, and chic wardrobe. I use items from popular, mainstream retailers, focusing on realistic price points and inclusive size options. 

My goal is to help you build a wardrobe much like I did when I worked with my private styling clients. I reuse popular items throughout each season, so what you purchase through this site becomes a piece you turn frequently. 

In the looks below, I used a combination of items you may already own, along with some new options, all well priced, all available in a range of sizes. 

How to Style Joggers for Work 

 

How to Style Joggers

 

Joggers, $56

Maybe the best thing to come out of 2020 is jogger pants. They are having a big moment. With work and home life being one and the same, it’s nice to have a few pieces you can grab that straddle both worlds.

The cut, tapered leg, and drape of a jogger make them a more polished alternative to leggings and sweatpants. At this point, we know how much better it feels to get dressed in some capacity for our day. Feeling pulled together makes all the difference in our mood and productivity. 

These BR joggers are best sellers, on sale for under $60 in a range of sizes and colors. Black (above) and olive (ideas below) are the easiest colors to wear. Sizes are inclusive up to a XXL in missy and petite. 

Like Black Pants

 

How to Wear Black Joggers Three Ways

Sweater, $41, Loafers, $140, Crossbody, $130

Don’t let the casual nature of these pants throw you. Wear them like you would any pair of black pants. Here, I used this black and white marled sweater from Gap. It’s easy-peasy, comes in regular, tall and petite up to an XXL and on sale for $41. This is suppose to be oversized, not giant, but not fitted. I like how the sweater complements the joggers; both feel cozy and casual.

Then, to add a level of polish, some better pieces, like a structured crossbody bag by Madewell and these insanely comfortable loafers by Birdie

With a Jacket

How to Wear Black Joggers Three Ways

 

Tank, $48, Jacket, $169, Heels, $105, Hoops, $60

The trick to wearing a casual jogger with a jacket is to make sure the fabric of the jacket works with the jogger’s material. Here,I’m using the Ann Taylor motto jacket we featured earlier this month. It’s done in a knit, which means it will complement the blend of the joggers.

As a layer,I used this popular sleeveless shell (also from BR, in white and black). For this look, tuck the shell into the pants and give it a little blouse by pulling it out a bit.

Then, I added block heels in a python print that combines the two neutrals.

Finally, because the motto’s zippers are silver, you want to wear silver-tone accessories, like these hoops. It will help the look feel purposeful.

Party Up Top

 

 

How to Wear Black Joggers Three Ways

 

Sweater, $47, Necklace, $48, Earrings, $195, Lipstick, $28, Slippers, $120

If you are working from home and Zooming all day long, keeping things polished up top and comfy below is sometimes the way to go. 

Here, I’m using another Reader Fave, this under $50 silk and cashmere-blend sweater (members of our Private Facebook Page RAVE about it). It comes in six seasonal colors; I’m featuring the “pine.” 

When video conferencing, think about wearing colors that bring light and warmth to your face. The sweater is a lovely base to add some simple accessories, like a chain link necklace and stud earrings. These small details will add layers to your look and help you look more professional. 

What’s not professional are these Ugg slippers 🙂 Who knew when I bought them in late 2019 just how much I would wear them, lol. 

Finally, consider your make-up if you are regularly on camera. You may need a darker or brighter lipstick, so you don’t look washed out. My favorite is this red lip by Kosas.

 


Below is our article from March (when all of this nonsense started).  I used a similar pair of olive joggers to create three casual outfits. Almost all of the items are still available. 

How to Style Joggers for the Weekend 

How to Style Joggers for the Weekend

 

Joggers in olive, similar here

Joggers are what you want to wear when you don’t want to wear sweats. They are slightly better, and make all the different in that space between feeling sloppy and like you still have your life together. 

I’m featuring them in a dark army green. It’s a fantastic, updated neutral. 

Let’s dive into the first outfit: 

White Tee and Denim Jacket

Three Ways to Wear JoggersJoggers,   |  Tee, $25  |  Jacket, $79  |  Sneakers, $50

You likely have these pieces already hanging in your closet. I want to call out the tee shirt because it’s what many of you are looking for.  It’s a lovely ballet neckline with a sleeve that goes to your elbow, making it ideal for layering or to wear alone.

It’s available in: white here,  from a 00 (XXS) – 18 (XXL) and plus size 1X – 4X here. 

Then I added our favorite denim jacket by KUT. I just love it, I wear it all the time. It’s available in petite and missy up to an XXL.

Finally, I included these sweet tie top sneakers by Vans. I almost stopped myself from featuring them here, since my girls are obsessed with their slip on version, but these, with their contrasting sole and warm “marshmallow” color feel right for grown ups

Cozy Sweater

Three Ways to Wear Joggers

Joggers,  |  Sweater, $25  |  Necklace, $40  |  Sneaker, $48 

Temperatures are all over the place right now, at least on the east coast. One day it’s warm, the next it’s dark and chilly. 

My love of H&M sweaters is well documented. So I paired the joggers with this white, slightly oversized turtleneck sweater. (It’s getting limited in sizes but is available in regular and petite.)

I added a long necklace by Kendra Scott (on sale for under $40 at Nordstrom Rack) – because why not? Jewelry makes me feel human. 

Finally, I am crazy about these shoes by Louise et Cie. They are a leather slip on sneaker in a leopard print available in lots of sizes for under $50, also a Nordstrom Rack. I was not allowing myself to buy another leopard print shoe, but will be breaking that rule with these. 

Better Than a Sweats

 

How to Wear JoggersJoggers, $69.50  |  Sweatshirt, $38  |  Flats, $145  |  Earrings, $36 

I took the joggers and added a simple grey sweatshirt by Everlane. I find they run slightly small, so size up, or pay close attention to the measurements. 

Then I added these chic and comfortable Rothy’s in camo. I’m wearing my Rothly’s in my office almost daily. There’s something about wearing a real shoe that helps me feel grounded.

Now, keep in mind, my office is a few steps away from my house. I have to go outside to get in, so wearing shoes is required. I get it might be less important if you are currently working at your dining room table – just something to consider. 

Finally, these earrings, by our new favorite Gorjana. I’m mentioning them because they come in gold AND silver tone, and so many readers have requested more silver options. They are incredibly affordable and a simple way to raise your spirit. 


Our Style Content is Inspired by Our Readers

Our readership inspires all of our posts and is not sponsored or paid for by brands or retailers. 

Recommendations are based on my experience as a personal stylist View Post and wardrobe consultant for over a decade. I worked with busy, down-to-earth women who wanted to look chic and feel confident but were often confused by so much of retail. 

Some links are affiliate links, which means if you purchase via our site, we receive a small commission.

If you enjoy our content and would like to help us grow, please consider following on Instagram and join our Private Facebook Group to access more advice and exclusive in-depth conversations with other like-minded women.


A Zoom Perfect Piece for Under $40

Here on the East Coast, right outside of Philadelphia, it feels like we skipped over a lingering summer and jumped headfirst into Fall. The leaves are already turning orange, and it’s cold enough in the mornings that my kids voluntarily wear a hoodie to the bus stop. 

Our big girls are back to school (in person!), the baby is turning two and has two speeds: running and asleep, and our calendars are as overscheduled as they were in the pre-COVID good old days.

I’ve never been more grateful for all the things on our plates. Whenever I want to complain about the busyness, I remind myself that the alternative is a disaster. 

Now that we are in full swing with the Fall season, I need to spend some time organizing my closet, and pulling my wardrobe together, so getting dressed for the day is easier. It’s no surprise that after this last six months, my closet needs some TLC. 

To start with, I need a few casual tops, that are cozy and chic, like this button top sweatshirt I found at J.Crew Factory.  I’m always looking for a basic with a twist and this checks all the boxes. 

J Crew Factory Button Top Sweatshirt

J.Crew Factory Button-collar pullover sweatshirt in green, pink, and ivory

 

Sweatshirt: $44.50 (plus 20% with Code: COMFY) NOW $35

I picked it up in white and green (head over to my Instagram to see how I’m wearing it today). You can wear it on it’s own, or layer over a long sleeve tee or collared shirt with your favorite jeans. 

Right now, it’s on sale for $35, in all sizes including a 3X. It’s just the thing if you are looking to add some casual yet polished options to your early fall wardrobe. 

And! Don’t forget! Our Fall 2020 Wardrobe Challenge starts THIS FRIDAY! This is the BEST time of year to participate, whether you are new to The Well Dressed Life, or have participated in the past, you will walk away with insights, clarity and a perfectly organized closet. 


Our Content is Inspired by Our Readers

Our readership inspires all of our posts and is not sponsored or paid for by brands or retailers. 

Recommendations are based on my experience as a personal stylist and wardrobe consultant for over a decade. I worked with busy, down-to-earth women who wanted to look chic and feel confident but were often confused by so much of retail. 

Some links are affiliate links, which means if you purchase via our site, we receive a small commission.

If you enjoy our content and would like to help us grow, please consider following on Instagram and join our Private Facebook Group to access more advice and exclusive in-depth conversations with other like-minded women.