25+ Mom Outfits Ideas for Fall 2025 That Are Stylish, Comfortable & Effortlessly Cool

Fall is a time when we all want to change our style. Maybe it’s the crisp air. Or the return of hot coffee walks. Or just that magical layering weather. Whatever it is, I am always itching to overhaul my closet in September. But here is the truth, as a mom you need outfits that are not only gorgeous, but comfortable, something you can repeat, something you can wear to Target or to a museum day.

The question then is, how can we incorporate style in our daily mom life this fall without sacrificing our comfort or personality? And what are the mom outfits ideas of fall 2025 that are fresh, a bit effortless, and you?

Let’s start exploring.

Everyday Elevated: Soft Neutrals & Wide-Leg Denim

Soft neutrals are so calming–and yet so strong secretly–in the colder months. In this ensemble, a beige lightweight sweater is paired with light-wash wide-leg denim in the most refined, wearable manner. It consists of vintage Converse sneakers and is supplemented with a quilted chain bag. The sweater is a little bit tucked in at the waist, but does not overdo it.

The thing I like about both of these pieces is that they are versatile. The sweater is not thick, and therefore, it can be worn under a trench or an oversized denim jacket. The jeans? Comfortable enough to sit on the floor with your children, roomy enough to be on-trend. And let’s be real—those Converse are an easy way to keep your look grounded (literally) and cool.

I have been wearing this outfit to drop preschoolers off and Saturday farmers markets. I once bumped into a friend who is a mom in line at the bakery and she asked me, You always look so put together- what is your secret? Truth? It’s not a secret. It’s about finding silhouettes that do the heavy lifting. I completely agree with Hailey Bieber who once stated in a Vogue interview that simple tailoring is the new luxury.

If you want to level this up even more? Add a structured trench in camel or olive. Or go with a low heeled ankle boot when you are feeling extra.

Feminine Flair: The Midi Skirt & Denim Jacket Combo

This outfit is sunshine bottled in a fall silhouette. A dusty peach breezy floral midi skirt goes perfectly with a clean white tank and a cropped light-wash denim jacket. The skirt is at the ankle, casual enough to run errands to school, and flowy enough to have brunch on the weekend. Earthy and grounded are small brown crossbody and tan sandals.

The denim jacket is the real MVP here. I always keep one in my car, just in case the wind picks up or I end up somewhere unexpectedly chilly (hello, grocery store freezers). Another closet staple is the midi skirt, which flows so well and looks equally as good with a slouchy knit as it does with a fitted tank like this one.

Playing with texture is one of my favorite tricks on the days when I feel too basic. In this case, the soft floral of the skirt gives dimension to the structured denim. And to be perfectly honest, it is simply nice to put on something pretty. You are worth it, even when you are just going out to buy a cup of coffee with a toddler in tow.

A fast fashion trick of fashion editor Elaine Welteroth: “When you do not know what to wear, wear a skirt with sneakers or slides, it is the new way to be comfortable and confident at the same time.” Amen to that.

Casual Luxe: Textured Knit Meets Minimal Denim

This is a style that speaks of understated luxury, but is not precious. A long cardigan in honeycomb knit in oatmeal colors is worn over a silky V-neck tank and cropped straight jeans with raw hems. Metallic slides, oversized sunnies, and a clean tote complete the look and the entire effect is that of an off-duty mom and weekend in Paris.

I always speak of the balance in outfits- this one hits it. The knit provides texture and comfort, the tank makes it fresh and the jeans with a little bit of distressing are saying, I did not have to work too hard, but I know what I am doing. Metallic sandals? A low-effort way to sparkle on gray days.

When I am in a hurry and have a lot of things to do, I run to looks like this. It fits well on the body, layers well when it gets cold, and I can change out to sneakers or boots on any given day.

Want to polish this further? A gold chain necklace and a sleek bun would take this outfit to the next level of Pinterest board-worthy to mom chic.

Street Smart: Parisian Stripes & a Structured Coat

There’s something timeless—and slightly badass—about stripes and camel. This ensemble embraces that vibe with a striped turtleneck in black and white, a pair of cropped straight jeans, and a camel coat that will be perfect to wear on a windy day in the city. The look is anchored by black Chelsea boots and the black quilted bag provides that quietly luxe touch.

This combination is effective because it is not a trendy one, but all of the items are highly modern. The coat adds structure (and hides anything you spilled at breakfast), while the cropped jeans give the outfit breathability—great for warmer fall days. And the striped knit? A must-have. Always.

I basically wore this outfit last fall on a weekend trip and received so many compliments in total strangers, which is evidence that classics are just that. Jenna Lyons once said, style is about editing and this outfit is a lesson in that concept.

To personalize it more? Try red lips or a deep burgundy manicure. That slight touch of glamour adds coziness and character to a rather sparse appearance.

Laid-Back Energy: Sporty Comfort With a Twist

Here’s what I call the “weekend warrior” look. The oversized hoodie is combined with a creamy fleece shacket and easy-fit mom jeans. Complete with a green baseball cap and spotless white sneakers, it is a low-key, high-impact outfit that is ideal to be worn during playdates, errands, or lazy fall mornings in the park.

Frankly, this is what you live in. The hoodie provides the comfort of being wrapped in a blanket and the soft white jacket provides a touch of lightness without the full puff-coat. The green cap keeps things fun and casual while sneakily saving you on unwashed hair days (no judgment—ever).

This duo takes me back to coffee dates with other mothers after preschool. We all wore the same uniform and this was the easiest of the lot. No zippers, no tight waistbands—just pure ease.

If I could add one thing? A slouchy leather tote in tan or olive. Just enough room for wipes, snacks, and your sanity.

Monochrome Ease: Soft Grays for On-the-Go Mornings

Monochrome soft gray outfit is something that immediately relaxes. The style combines a casual knit sweater with joggers of the same color, and it is layered over a clean white shirt that peeps out underneath to add depth. The outfit is rounded off with a polish and practicality by chunky gray-and-white trainers and a petite silver crossbody.

This is the type of outfit that functions when you have a lot to do but you have a lot of energy… not. The joggers are designed in a way that they can be mistaken as casual trousers, and the knit is the extra layer that you will need when the weather turns cold. That shirt underneath? It is not just detail, but a visual counterbalance to the slouchiness at the top. Put on the sneakers and you are fall ready in less than five minutes.

Gray-on-gray may be dull on paper, but it is quite stylish in real life. I have a pair of similar ones that I wear when I travel with my children, and it is a pair that never fails to get compliments at a coffee shop or TSA checkpoint. One woman even asked if I styled for a living (I laughed, but it felt good).

In colder weather, you can simply replace the sweater with a cropped puffer or a long wool coat, or, to make it a bit softer, a beanie in charcoal or blush pink.

Soft Whites & Knit Layers: The Elevated Everyday

This is a sophisticated look, not yelling, but certainly talking. Raw-hem off-white cropped jeans are matched with a creamy knit cardigan that falls long and comfortable. It is completed by a matching soft tee tucked in and chunky neutral-toned sneakers. The overall feel? Polished, but totally approachable.

The texture play here is what makes it shine. That thick cardigan? A must-have for any fall closet. The frayed hem on the pants adds a hint of edge, and the beige New Balance sneakers (yes, those ones) bring in that trending dad-core vibe without trying too hard.

Honestly, I tend to wear this type of outfit when I wish to feel like myself, only better. A bit less out of control, even when the living room is a disaster, and there is yogurt in my hair. And, even fashion insiders are still crazy about monochrome color schemes Vogue recently devoted an entire spread to Winter Whites to transition between seasons.

Take this up a notch with a belt bag across the chest or a silk scarf in warm tan.

Structured Neutrals with a Sporty Spin

This outfit is your power move in disguise. The chunky waffle-knit sweater is creamy beige, the tapered tailored pants are in a light camel hue, and the stylish sneakers and a roomy tote complete the outfit. The silhouette is sharp, yet the textures make it friendly, i.e., I am serious but I also have snacks in my bag.

The genius of it all is the proportion of hardness and softness. You have straight lines in the pants, a bit of a tuck to give you a waistline, and a chunky sweater that falls at the right spot. Sneakers mean comfort without sacrificing your stride—literally.

My personal hack with outfits such as this one is to roll the cuffs of the trousers up a little bit in case they fall in an awkward place. A small roll changes everything. I once wore a look like this to a school event and three moms asked where my pants were from (I told them: Target. Their jaws dropped).

To make it sleeker, you may substitute the sweater with a mock neck knit or the sneakers with slip-on mules.

Classic and Crisp: Denim Meets Statement Texture

The ultimate combination of prep and comfort, this outfit combines a heavy cable-knit sweater with a crisp white button-down and matches it with charcoal denim and black loafers. The large pearl hoop earrings add some sparkle and neutralize the casuality of the jeans.

The reason why this outfit is the winner is that it is textural, yet simple to replicate. The contrast of chunky knit and crisp cotton? Instant interest. The darker denim balances the outfit and prevents it to look too school-uniform-like, and the loafers are just classy enough to make everything look better.

I consider this type of an outfit my staple when it comes to indoor occasions, parent-teacher night, brunches, even birthday parties. The earrings are a power move. They show intention without being fussy.

Want to switch it up? Wear a red lip or slick ponytail to add some French-girl flair to the equation.

Effortlessly Tailored: Slouchy Trousers & a Minimal Black Knit

Other times you want your outfit to be a deep breath. This one does exactly that. A casual black sweater is inserted into sloppy, charcoal-gray wide-leg trousers, which are fastened with a thick black belt around the waistline. The appearance is completed by traditional black-and-white sneakers and plain silver accessories.

I am totally in love with the casual yet smart look of this outfit. The trick is balance: the broad pants offset the loose sweater, and the belt adds that shaping waistline that makes the whole thing look complete.

It is a dream office day, lunch with friends, or just a walk around the bookstore with a latte outfit. And trust me—those sneakers are a secret weapon. They whisper style, but scream comfort.

If I could change one thing? Perhaps an olive or caramel trench coat to wear over. Or a daring cuff bracelet to add more shine to the look.

Chic Comfort: Tailored Neutrals With a Designer Touch

There are times when you want to make it comfortable but not to lose the style. This ensemble is on point: a large camel cardigan on top of a long white button-down, with cropped taupe pants. The whole ensemble is connected by the statement sunglasses, a quilted black Chanel bag, and the chunky gold accessories that take the whole mood to a new level.

The trick is contrast here, sharp lines of the shirt, flowing softness of the cardigan. I adore cropped pants such as these in the fall: they are cool weather appropriate but still reveal a little ankle to add that casual elegance. The loafers with chain detail? Chef’s kiss. Slip-on and sleek.

I have re-invented a version of this to take to museums or lunch dates during the week, it is fancy but not flashy. It is one of those looks which attract attention without seeking it. This is the type of outfit that designer stylist Rachel Zoe was referring to when she said, style is a way to say who you are without having to speak.

Want to experiment? Add a soft silk scarf around your bun or wear a tote bag instead of a mini crossbody to have a different tone.

Coffee Run Meets Cool Girl: Classic Denim & Cozy Camel

The trick to this ensemble is that it is simple: a luxurious coat of camel wool over a high-neck sweater of the same color, with straight-leg jeans and classic high-top Converse. Massive black sunglasses and a cubby leather handbag complete the urban-intensive vibe.

The solution to the problem of I want to look great, but I do not have the energy, according to fall 2025, is this. Structured but not stiff denim, a knit that fits snug but does not make you sweat, and a coat that makes everything look better. The black and white upper half of the outfit ties your outfit together with practically no effort.

Personally, this is my weekend armor. Grocery store? Chic. Pumpkin patch? Even better. And believe me, the Converse are underestimated, they introduce the necessary dose of youthful touch to an adult palette.

You can add a fine-gauge turtleneck underneath to keep extra warm, or gold hoop earrings, should you feel a bit more dressed-up.

Cozy Textures, Rich Tones: Chocolate & Denim Mix

It is somehow luxurious to mix unanticipated textures and tones. In this ensemble, a silky chocolate blouse is tucked into blue denim that is of a vintage style and a chunky brown cardigan is worn on the top. The accessories, which include a chunky gold necklace, statement earrings, and sporty sneakers, strike the balance between the elegance and ease.

This palette feels grounded and cozy, yet slightly indulgent. Imagine: enjoying cinnamon lattes in a cafe, yet having two children and a to-do list that is a mile long. The silk has the right amount of shine to make even the grayest fall afternoon shine.

This outfit brings me back to those weekend days in early fall when the temperature is already going down, but it is not yet time to wear a coat. That draped cardigan in soft material is a transitional hero- it keeps you warm and it keeps you chic.

Want to play with this idea? Substitute corduroy trousers or wear a formal blazer to make it rougher.

Statement Outerwear: Black Coat, Leather Pants, and Layers

When drama meets practicality, it looks like this. An oversized black wool coat over a taupe cardigan and a pair of leather trousers, with a pair of classic black Converse shoes and a white tee that is not fussed over. It’s cool without being cold, elevated without being overdressed.

This outfit has a quiet power to it. The coat is the heavy lifter and the layers underneath give depth and warmth. The sneakers keep it mom-friendly (thank you, Converse, once again), and leather trousers bring in that edge.

I recall a very similar outfit on a chilly morning strolling downtown one of those days you never know where you will be but you want to be prepared. I found myself in a rooftop cafe drinking hot cider and feeling very composed.

You might want to mellow the contrast by wearing a patterned scarf or replace the black coat with a warm navy or houndstooth wool coat.

Pop of Personality: Lavender Knit & Silk Scarf Accent

Color lovers, this one’s for you. The cardigan is a cable-knit piece in a bright shade of lavender with high-waisted jeans and a printed silk scarf knotted around the neck. Large sunnies, gold hoops, and a black structured handbag are a finishing touch to this cool practical style.

The unexpected combination of that soft knit in a bold color, anchored down by denim and contrasted by the elegant detail of a scarf is what works so beautifully here. The result feels intentional, expressive, and still oh-so-easy.

Color is my secret (or not so secret) styling weapon on those days when I feel meh. This ensemble made me remember how happy a bright item can make an otherwise gloomy day. And, yes, silk scarves are back in a big way: fashion stylist Erin Walsh can vouch that they are the quickest way to make a whole look in a matter of seconds.

Want to add more energy? Add a matching lip color or change the jeans to wide-leg trousers.

Layered Vintage: Rich Burgundy & Romantic Sleeves

Not always fall fashion has to scream, sometimes it can speak in a low voice. This ensemble consists of a dark burgundy cable knit sweater vest over a thin puff sleeve blouse with a high neckline. This outfit is a subtle romantic outfit, with an intellectual edge, hidden in a high-waisted pair of vintage-style blue jeans. Gold hair accessories and bold sunglasses complete the moment.

That is the sort of thing I put on when I want to be a little bit smarter, perhaps it is the vest, perhaps it is the energy. The blouse has a soft yet defined structure and the cable knit is rich and warm, but not bulky. Stuff it into jeans or pants, add a trench and, voila, you are ready to go to the cafe.

A style tip from fashion editor Chrissy Rutherford? The simplest trick to appear that you know what you are doing, even when you are late and your hair is still wet, is to layer sleeveless knits over classic shirts.

Throw in a leather satchel or a book tote and you are mom-muse to a T.

Monochrome Noir: Black-on-Black with a Sporty Edge

Here’s an outfit that lives in my head rent-free. A long black tailored coat on cropped black jeans, a high-neck top and vintage-looking high-top sneakers. A crossbody bag made of black leather and round sunglasses provide depth and glamour. It’s all-black, but never boring.

The secret sauce? Texture. The woolen coat is heavy, and it contrasts with the denim, and the bag is made of leather, which is glossy enough. It is a mini Paris, a mini street-style star and comfort. And then there is the fact that dark denim is just a little bit more refined than your everyday blues.

I wore this kind of thing to a city museum day with my kids and felt completely pulled-together, even when I had a juice box in one hand and a half-eaten cookie in the other. That’s the magic of black—it hides the chaos.

A red lip or a matte nails is a mild drama, but a surprise twist can be achieved with a silk scarf tied around your ponytail.

Striped Ease: Cool Tones & Relaxed Silhouettes

Stripes in fall? Always. This appearance combines a baggy taupe and black striped sweater with a pair of wide-leg chocolate brown trousers and white sneakers. It is the ultimate casual cool, and it has just the right amount of slouch to say, Yeah, I got this.

The beauty of this is the harmony of the masculine power and gentleness. The sweater is oversized but not shapeless. The pants are roomy but still tailored. And the sneakers? The best friend of every mom, particularly when you are doing 10,000 steps by lunchtime.

In my case, I wear a striped knit at least once a week in fall. It plays with denim, with trousers, with skirts, and it always looks deliberate. Better still when the sleeves are a bit long and warm.

To spice it up, put on gold earrings or a structured mini bag in a bright color- just to contrast.

Utility Twist: Cargo Jacket & Rolled Denim

Functional can absolutely be fabulous. This style combines khaki green utility jacket with cuffed wide-leg denim, a plain white t-shirt, and retro sneakers. A cobalt clutch and polka-dot headband make the ensemble light and fun, and the look is all personality.

It is magic in the combination: rough cotton twill on top of soft cotton basics, grounded with classic sneakers. The silhouette is relaxed enough to do errands, but there is enough contrast to feel thoughtful.

I have had versions of this to weekend markets and afternoon walks. The drawstring jacket is perfect to wear over sweatshirts, dresses, etc. And what girl doesn t love a good headband on a day when she did not wash her hair?

Bold hoops or a canvas tote will make this look more mom-on-the-go.

Modern Power Look: Oversized Blazer & Statement Red

This appearance indicates that moms can also power-dress. A baggy gray double-breasted jacket is paired with wide-leg pleated pants in creamy beige. Throw in a simple white t-shirt, bright red boots, and an oversized red clutch, and you have a business-like look that does not overdo itself.

It is one of these outfits that can be worn straight off a runway but is extremely wearable. The neutral colors tone down the drama of the red accessories and the oversized shapes make it comfortable.

Real talk? I have taken this to a client meeting and then directly to get pizza with my children. The blazer concealed every sin, the pants did not crease and the boots made me feel alive.

One of my fashion stylist tips: Add one thing that seems excessive. Then wear it anyway.” The red clutch here? That’s the moment.

Urban Utility: Earth Tones & On-the-Move Cool

This outfit radiates casual confidence. A statement belt is fastened on a rich chocolate-brown sweater that is loosely fitted into wide-leg black trousers. Under it, there is a peeking white tee, which is complemented with white sneakers and a sleek crossbody that is worn across the chest. The vibe is no-fuss, elevated urban mom-on-the-go energy.

I live off these types of looks in fall, easy layering, based on neutrals, and prepared to take me through the school run and a rare solo coffee. That crossbody? It’s practical and keeps your hands free (you know, for carrying snacks, phones, and random LEGO bricks).

This is one of my favorite style hacks of tucking in a sweater just a little bit. It defines your waist while keeping things laid-back. When it gets cold add a light wool coat and you are golden.

Paris-Inspired Basics: Creamy Layers & Classic Denim

This is a silhouette that is reminiscent of cobblestones in a European vacation. A blush peacoat is double-breasted and lies on top of a chunky gray turtleneck, which is accompanied by cropped dark denim and high-top Converse. It is held together by a structured black handbag, making it sophisticated, and the layers are soft, making it completely functional in fall.

This combination is just right on the money, stylish yet casual, relaxed yet not dull. The sneakers with the high tops give that youthful touch to the otherwise adult palette. And, to be fair, that coat color is all about soft fall mornings.

I adore the same style on weekdays when I go on errands or meet with friends. You think you have done something, even when your mind is on five schedules and three snack times.

Bonus? The cut-off denim allows you to display your footwear, which implies that you should take out your favorite shoes.

Playful Layers: Pink Knit & Blue Shirt Combo

This outfit is all about cheerful contrasts. It is a textured cardigan in bubblegum pink with a light blue button-up underneath, a pair of medium-wash denim, and a vintage-style woven belt. There is a slight 90s nostalgia in here, all packaged in new wearable items.

I love this kind of soft color and structure combination. The button-up adds a touch of class and the cardigan adds comfort and character. It is a perfect mom look- it has depth, it is cozy and it looks styled even when you only had ten minutes to get ready.

The use of color has been massive in 2025 and it will extend into spring. Elle Fall Trend Forecast states that the unexpected color combinations and textures layering are the key. Check and check.

Complete with sneakers to make it playful or change to loafers to make it preppy.

Blazer and Denim, But Make It Street

This is the denim-and-blazer combo reborn. A structured blazer in dark charcoal over a black top with high-neck and wide-leg jeans that were high-rise and ended at the right place. A black bag with a top handle and undone bun with loose hair completes the entire look.

This silhouette never fails. The blazer makes the appearance crisp in a second, and the loose jeans make it smooth, which is the perfect contrast. It’s giving cool-mom-who-reads-The-Cut, and honestly, who doesn’t want that?

As an individual, this is what I grab when I want to feel like I am on top of the world, as in, the world is crazy, but my jacket is on point type of energy. And wide-leg denim is actually quite flattering and forgiving-don t knock it until you have tried it.

For extra impact? Put on bold earrings or replace with red lipstick to give it a power finish.

Chic Quilted: Warm Tones & Texture Play

This look is a love letter to texture. Deep gray turtleneck is topped with a quilted olive-green jacket with black padded shoulders and combined with golden caramel trousers. This ensemble is complete with tortoise-shell sunglasses and a luxurious leather crossbody that gives it that fall vibe of being fancy yet relaxed.

This is a dream color palette, earthy, rich, so wearable. The jacket is practical but still has shape. The caramel pants? Dressy enough to be sophisticated, but casual enough to wear on the weekend.

I took this on a long walk with a friend in the park and it was just perfect in crisp wind and cafe breaks. And, quilted jackets are hot, hot, hot right now due to their functional-chic moment, Marie Claire declared them one of fall top outerwear staples.

Want to mix it up? Replace the wide-leg denim or put on combat boots to be edgier.

Whimsy in the Details: Hearts, Knits & Heritage Vibes

This adorable ensemble combines nostalgia and modernity in a perfect way. It is a traditional beige cardigan with medium-wash wide-leg jeans with embroidered heart-shaped pockets. The elegant touch is brought by a silky green scarf tied around the neck and a textured olive tote bag and gold aviators.

This outfit immediately triggers an image of what you would wear on a cool fall morning- when the air is fresh and crisp and smells like leaves and fresh coffee. The heart embroidery is not kitschy, but rather playful, and the knit makes it real. The scarf? That is where the style becomes the French cool mom.

Add a trench coat and you’re good to go — it’s a look that’s all heart (literally).

Effortless Neutral: Relaxed Knits & Soft Tones

Sometimes, simple is supreme. It is a thick ribbed beige sweater with slouchy sleeves over soft brown wide-leg trousers, and the look is completed with retro Adidas-style sneakers. It is quietly cool, very wearable, and just warm enough on those early fall days.

This is what I call a “school-drop perfection” outfit. It is that in-between that you are dressed, but not overly so. You can definitely put on a crossbody and go run errands all morning in this and still look presentable.

The muted color palette creates a calming, luxe effect. This is easy to wear under a wool coat or utility jacket and not lose the ease. Cozy minimalism, redefined.

Refined & Relaxed: Preppy Layers with Edge

This mocha-colored knit vest is piled on top of a clean white button-up to provide a touch of warmth and class. The combination with thin black leather pants and a mini statement bag makes it look smart and purposeful. It is made high by accessories, such as layered gold necklaces and a large watch.

I love this kind of vest moment for fall. It is classic, clean and very flattering over a white shirt and when you rough it up with faux leather or coated denim, it becomes cool instantly.

Allison Bornstein, a fashion stylist, lives by the mantra of anchor, add and accent and this outfit does it perfectly: the button-down is the anchor, the vest is the add and the leather pants? 100 percent accent.

A look that you can wear to lunch or casual office days and feel fantastic in.

Modern Take on the Sweater Dress

A sweater vest with menswear influences is turned into a complete outfit when worn over a white shirt dress. The oversized and loose silhouette looks amazing with the rigid black knee-high boots and a simple handbag. It is completed with round sunglasses and pulled-back hair, which is striking but friendly.

This look made me gasp. It is so simple to recreate, but it is a complete fashion moment. And sweater vests are living strong, too, even into fall 2025, particularly in oversized, tunic-length versions, such as this one.

This outfit is a type of something I put on when I do not want a pair of jeans. You still have the warmth and the structure, but there is the movement and the airiness. And yes, boots over bare legs are still a vibe – especially when you top it off with tights later in the season.

Optional: top with a long trench coat or belted wool wrap to make it as dramatic as possible.

Cool-Girl Comfort: Oversized Black Layers

The ultimate throw-on-and-go outfit. The look is completed by a chunky charcoal turtleneck under a large black jacket on top of wide-leg faded gray jeans. This casual outfit is completed with the tortoiseshell bag and oversized black sunglasses.

This is the uniform of the effortlessly stylish. I can picture myself in this on a misty fall morning to get coffee, go to the market or meet a friend to chat a long time on the sidewalk. It is comfortable yet not slouchy all because of the proportion play and the bold styling.

The oversized sunglasses are a must. Believe me, when you are having one of those days, they do 80 percent of the work.

Want to give it more dimension? Switch the boots to lug-sole loafers or put on a bright lip under all that black.