Fall Outfits for Men 2025: Trendy, Cozy & Classy Autumn Streetwear Looks
Crisp air. Changing leaves. The cozy smell of coffee and leather. Fall isn’t just a season—it’s a whole aesthetic. And when you have ever stood in front of your closet and said, what is the vibe today? You are not alone. Fall is the time when our best fashionable sides come out, and fall men clothing in 2025 will be all about soft layers, more assertive form, and a casual polish that takes you through brunch to late-night strolls. So, what’s trending now? What’s worth trying? And what compositions will have you feel like you, only higher?
It is time to discuss looks that do not only follow trends, but create them.
Modern Minimalism Meets Sporty Street
It is so easy to be crisp with structured trousers and a casual top and this outfit has got it right. The dark forest-green pants provide a sharp, high-end profile, and the oversized ivory sweatshirt adds tenderness and friendliness. A sage green baseball cap shifts the scales in favor of casual street looks and those high-contrast black-and-white sneakers bind the entire palette into a single entity. This is a clean, stylish, and down-to-earth outfit, which is perfect in early autumn mens fashion, when it is still possible to wear light layers.
The crossbody bag brings the perfect dose of casual stylish energy, it is practical and urban and it does not dominate the outfit. The trousers are worth mentioning: they are fitted yet fluid, and they are European-looking but not too uncomfortable. And the cap? Makes everything soft, introduces that daily adorable, friendly atmosphere without sacrificing the aesthetic power.
I love how this look plays in the in-between. It’s for the guy who doesn’t want to look like he’s trying too hard, but still wants to feel put-together walking into a gallery, grabbing matcha, or people-watching downtown. As stylist Tan France once stated, effortless is always in style as long as your fit is respectful of both ease and form, and this one does it perfectly.
This is one level up, but in case I had to add one more, I would add a khaki trench or a cream bomber on top of this. Only a suggestion, warmth and form, needs at least at this time of the shortening days.
Cozy Texture with Oversized Confidence
This outfit is fall in its boldest, warmest form. The teddy-style wool coat in a sandy brown tone is a statement—it’s plush, oversized, and carries that unmistakable cozy charm we all crave once the temps dip. The whole palette is like a hug combined with loose cream trousers and tonal layering under it. This one isn’t just casual comfy, it’s autumn luxe.
This coat is a piece you build around. We have a cream button-up underneath, which can easily fit in any formal or casual classy wardrobe, and wide-leg pants, which soften the top half of the body. The beanie? It’s giving downtown streetwear. But refined. And the thin rectangular shades give a smooth modern touch to counter all the bulk.
I have spotted variations of this silhouette in the street style of Copenhagen and I swear, it works on both sides of the ocean. It’s giving Western luxe without going cowboy, more like “city explorer with taste.” This is evidence that fashion insiders at Esquire were right when they said that voluminous outerwear in earth tones will be the biggest thing this fall.
If you’re wearing this, confidence is required—but so is comfort. And that’s the magic of this ensemble.
Midnight Leather and Monochrome Ease
Daring? Yes. Difficult to pull off? Surprisingly, no. This monochromatic outfit is a balance game that is stylish and friendly at the same time. The black top with a zipper provides a minor detail, almost futuristic, and the black leather pants are loose, drawing the whole thing into a rich, structured stream. It is not only stylish, but also classic autumn mens fashion with attitude.
These pants are everything. Soft leather (or faux—thank you 2025) with a slight sheen, wide legs, and minimalist pleats. They command presence without shouting. The top is simple, short-sleeved, but with a strong cut, so that the texture of the pants does all the talking. The outfit is anchored by a sleek black loafer that makes it more of a casual classy rather than full streetwear.
I would wear this on a cool evening out- add a whiskey-colored trench or structured blazer and it is ready to go to a dinner party. The style is also perfect to those readers who want something simple, stylish, and effective at the same time. It’s “editor of a fashion mag on his day off,” and I’m obsessed.
One tweak I’d suggest? A chain-link bracelet or narrow silver ring. A something to reflect the light and match that leather shine.
Soft Neutrals for a Polished Autumn
This look is what I call “brunch-to-boardroom” chic. Cozy elegance is exuded by a deep forest green turtleneck, and creamy tailored pants that seem to have been plucked off an Italian runway. There’s a quiet confidence here—minimalist but never boring. It perfectly suits in the categories of casual classy, autumn, and European styles.
The turtleneck is not tight and clingy, and the color is earthy yet rich, which warms up the whole outfit. Ivory trousers bring in the brightness and this makes this more than the normal fall colors; it becomes cleaner. And those loafers? A deep camel suede that gives that country and modern vibe. Comfortable, casual, but seriously chic.
There’s something so reassuring about an outfit like this. It does not scream, it murmurs but it makes people turn their heads. This is that, as GQ once said, “Muted tones provide men with the confidence to get more adventurous in fit and detail.”
This set needs nothing. However, should I be doing it to a cold snap, I would overlay the shoulder with a soft camel coat or scarf. Or add a textured satchel for dimension.
Layered Earth Tones with Urban Precision
To conclude this round, here is a classic-worthy look, the fitted brown shacket on top of a cream turtleneck, and dark olive pants and bright white sneakers. It is a lesson in minimalistic fall street style that does not shout, yet definitely attracts attention. Think of it as Western-inspired meets Parisian casual.
The color blocking is ideal: a warm brown top layer, soft ivory middle and grounded green bottom. The shacket has a crisp cut but a slack hemline–it can be worn to work or on weekends or on a fall date. The pants are not too loose so as to be comfortable and the white sneakers keep it all down to earth in the casual comfy zone.
I am personally a fan of the warm and cool balance here. This one feels like something I’d wear to a city stroll followed by coffee in a bookstore. There is comfort in all the pieces- and the fit is never loose.
A structured satchel or a slim watch would be ideal to push this outfit into edgier realms in case you want to do so. Something subtle that matches the understated energy.
Tailored Neutrals with a Sporty Core
This outfit is the poster boy of intelligent layering- combining tailoring with street wear. A camel overcoat immediately raises it, and the white hoodie gives it some casual, even sporty feel. This isn’t just casual, it’s the refined kind that looks like you know exactly what you’re doing (even if you tossed it on while sipping espresso). It is completed with light beige trousers and white sneakers that are as clean as the air, cobblestone-walk kind of energy that early fall is.
The anchor is the camel coat, timeless, masculine and full of color. The hoodie under it tones down the vibe, and it balances that casual comfy sweet spot. The beige trousers add a touch of fancy without being too formal and the sneakers shout casual convenience. Together, it’s a flawless mix of clean neutrals—ideal for building a capsule wardrobe.
It is a style that I always revert to when I need to feel smart and relaxed. Plus, the palette works whether you’re 25 or 40, and it’s age-defying in the best way. GQ has at one point observed that camel overcoats are to fall what linen shirts are to summer: a non-negotiable. I couldn’t agree more.
If I could add one element? Perhaps it would be a leather bag or a thick scarf, especially when you want more than a good layering on colder autumn mornings.
Bold Color Pops Under Classic Layers
Let’s be real—this one walks. It is a certainty that something this electric as an orange crewneck would go well with the form of a camel topcoat. The layering is not accidental: a black blazer is visible enough to add depth, and the loose pants and powder blue sneakers add a touch of surprise. It is fall men outfits with a taste, as it is more on the side of casual street styles with not a single bit of class lost.
The real star here is color blocking. The neutral coat colors it down to the right degree so that bright orange can shine without being overpowering. Sneakers, which people tend to forget about during colder seasons, bring a refreshing touch of individuality and remain in line with the casual stylish trend. It is a style that follows the rules and breaks a few, and that is why it is fashionable.
I admire the courage of this color combo. It’s something I’d wear on a city day—somewhere like SoHo or LA’s Arts District. These are compliments catching colors and, to be honest, that sort of energy? Worth it.
To complete the picture, a bulky watch or a black cap would attract more texture without making the story complex. When the colors are this loud less is more.
Retro Checks and Shearling Warmth
Hello, retro revival. This ensemble is all Western glamour and nostalgia, yet it is so current at the moment. It has a rugged, textural theme with a jacket made of shearling, in delectable rich brown suede, thrown on top of a ribbed ivory sweater. But the real win? The checked trousers. Marginal flared, marginal slouch, all the way back in our fall wardrobes. It is casual classy and a touch of country cool.
Every piece in this look adds its own voice. The jacket feels cozy and rugged—perfect for transitional weather. The cream sweater is casual enough to wear down, but tailored enough to wear with tailored items. The pants are vintage-inspired but totally current. And the white sneakers take it all to the modern realm. This is fall fashion that doesn’t try too hard—and lands perfectly.
I’ve seen this outfit combo at vintage markets in Brooklyn and coffee shops in Denver. It travels well—both physically and stylistically. And in case you like autumn streetwear that tends to be nostalgic, this one is a winner.
One thing I’d do differently? Perhaps a forest green or deep burgundy scarf–just to give a little seasonal dramatic effect. But truly, it’s complete as-is.
Layered Texture with Artistic Simplicity
Muted tones. Soft layers. An introvert’s dream outfit, but still camera-ready. This is one of those that is aimed at the men who like things hot but not glitzy. More minimal fall-energy is provided by the ribbed cardigan over a light chambray and a crisp white tee. Combined with dark pants and a knitted beanie, this outfit is more of a humming than a singing fit. And sometimes? That’s exactly what your style needs.
This cardigan is a must-have in any casual comfy rotation: it is thick and yet breathable, and the oversized fit makes it look editorial. In 2025, chambray shirts are a necessity because they are easy to wear. The white tee holds it all together and the black pants are doing their work without screaming.
I got this look and it reminded me of slow Sundays, indie bookstores and autumn light through cafe windows. It’s aesthetic without being too styled. Very “modern Monet” energy. Perfect for layering scents like sandalwood or vetiver.
A pair of well-worn leather messenger or tan Chelsea boots would be a good addition here, but it also does well on understatement.
Varsity Vibes with Tailored Balance
If you’ve ever wanted to blend nostalgia with modern tailoring—this is how you do it. The varsity jacket is a classic color block with leather sleeves, which gives the jacket a youthful playful look. It is however accessorized with a cream cable-knit and loose pinstripe trousers which give it a more formal twist. The result? A style that looks like it is ready to go to campus, client meetings or weekend trips to the coast.
The sweater grounds everything—it’s thick, warm, and inherently cozy. The pinstripes keep the style on the fancy side of preppy. And the jacket? It introduces fashionable college vibes that are taking over in fall men 2025 clothes. It is casual stylish at its best, when combined with minimal loafers and a leather weekender bag.
I do believe that this is one of the most versatile looks in this whole lineup. It is a mix between cute and cool, casual and dressed-up, structured and easy. It’s giving fall moodboard.
A green wool cap, or a dark scarf, would give something–but this outfit is one that is made to be admired.
Refined Structure in Classic Glen Plaid
A well-cut coat has a certain kind of power and this long glen plaid overcoat has just that. The entire look is slanted towards formal, but at the same time, versatile enough to be worn in everyday autumn environments, as it is worn over a smooth buttoned black shirt and soft ivory trousers. Simple, but with a lot of presence, it is a style that makes heads turn in subtle manners.
This coat is one that you cannot do without when you are creating a classic capsule of fall men outfits. It plays with tradition—hello, European tailoring—without feeling outdated. The trousers tone down the sharpness, and the matte leather shoes and the black tote provide the gravitas that is necessary. All this is about control, however, without attempting to impress anyone.
Personally, I would wear it to gallery night or editorial events where your style is supposed to say more than what you can say. Fashion editors tend to say that structure is the new statement and this look makes it obvious.
I wouldn’t add a thing. The restraint is what makes it stunning.
Classic Layers with a Bold Accent
Here’s a perfect example of how age and style aren’t mutually exclusive—in fact, this one proves they’re best friends. We have a navy overcoat, a thick cable-knit sweater, a pair of tailored grey trousers and the surprise element: burgundy Chelsea boots. It is high, available, and perfectly suitable to the 40+ population that seeks fall men outfits that do not disrespect personal style.
What I love here is how nothing competes. The coat is deep and crisp. The sweater’s texture does all the talking. And the trousers? They are perfect to wear casually classy because of a clean pleat and light wool. However, this is the boots that make this look great to memorable. The pop of color in that deep wine color adds personality, and joy, to an otherwise very calm palette.
This ensemble is an indication to me that fashion never expires. It matures—and it deepens. Bookmark this one, if you need a moodboard that is both rooted and inspirational to create your autumn mens fashion moodboard.
I’d only maybe add a navy scarf to echo the coat if you’re layering up for colder days. But honestly? This outfit already sings.
Rich Browns Meet Denim Ease
It is a kind of entering a walnut-panelled lounge, warm, elegant, with a lot of detail. The brown turtleneck is thick and it goes perfectly with a pair of classic jeans, and you have that high/low that characterises casual street styles in 2025. Throw in a structured leather bag and black patent shoes and all of a sudden the entire outfit has a purpose.
It’s all about materials here. The turtleneck is chunky and it is handmade, as though you picked it up in a small country store. It is not too polished because of the jeans that are slightly relaxed in their shape. And that rich leather bag? Iconic. It informs you that this man is a good traveller even when he is going to the local cafe. Casual stylish, but with direction.
I have literally replicated this outfit last year, and to my surprise, I received so many compliments even by people who have completely different style preferences. It is one of these safe yet daring combinations which go well in practically any environment.
To turn it up a notch, you can replace the shoes with a dark brown boot to go more into country or Western vibes.
Statement Sweatshirt with Campus Nostalgia
Varsity vibes, but fashion-forward. This navy sweatshirt with the word BLESSED written in orange block letters is a statement in itself, but the tan pleated trousers and white sneakers provides a simple and clean base to it. It’s very now, but echoes late-’90s energy in the best way.
This is a pure autumn streetwear with a nostalgic touch. The baggy pants are contemporary in their movement and the sweatshirt is tucked in to keep the shape down to earth. Brown belt? Subtle, but thoughtful. Such an appearance is observed on fashion TikTok, in brunch places on weekends. It’s trendy, but super wearable.
I see this as a weekend go-to. A stroll to the farmers market, record stores, perhaps even a causal dinner. It is young but not childish and the color combination is deep but not obnoxious.
Throw a puffer vest or lightweight bomber on top and you’ve got layering options for chillier days.
Earth-Toned Layers with Utility Cool
This is an audacious move to Western-inspired, but with a luxurious twist. The complete brown color scheme is grounded, warm and casual comfy. The shearling vest is made of leather and really makes a statement in terms of texture, the soft sweater and jogger-style trousers add that casual fall softness. It’s utility meets loungewear, with a fashion-forward twist.
The tonal approach is what really shines here. All the items, including the taupe knit and the nutmeg boots, are in the same brown family- making the look cohesive, cozy and very editorial. These boots especially are made to walk on crisp leaves and forest paths. And the shearling detail makes everything feel very high-end, outdoorsy, and energetic, which is very country chic.
I always get attracted to such outfits during the early November period when the weather changes and you require something that feels like fall. This is one that talks to season more than any other–without shouting it.
Optional add-on? An olive or rust woven scarf or wool cap would help complete the palette very well.
Muted Neutrals, Maximum Charm
Let’s start with a soft, grounded look that’s giving “autumn minimalism” with a wink of casual comfy charm. The rough cream knit sweater is a beautiful contrast to the deep brown trousers- not too old fashioned but not overdone either. Nothing is too loud, and that is the reason why it works so well. Add the glossy loafers and round sunnies, and it’s clear: this is casual stylish dressing done right. Clean lines, strong confidence. Definitely a go-to for chillier days when you want to look effortless but still totally put together.
The highlight here is that ivory cable-knit, which never goes out of style, is breathable, and not chunky. I adore a chunky sweater, which is cozy enough, but sophisticated enough to wear in transitional seasons. The loose fit of the pants maintains the mood in the fall comfort zone, and the black patent shoes make the outfit down to earth and refined. It is the knitwear and the dark brown pants combination that is the warm beverage in a chilly October morning to anyone who will be creating a wardrobe this season. It’s aesthetic without trying too hard.
To be honest, this is the one that I would wear when I invite friends over to my house, something comfy, yet still the cool guy vibe. You may dress it up or down according to the occasion. Want to make it more country chic? Just throw in a suede jacket or a wool cap and you are good.
In case I needed to complement this outfit, I would probably wear a thin chain, or perhaps an old leather strap watch to add details. But honestly? It’s already serving. It is easy, good, and completely wearable as the most casual autumn mens fashion.
Layering for the Urban Chill
This one is like the modern answer to “guy walks into a café in SoHo and all heads turn.” There is this complete beige-on-beige layering thing, which is somehow clean and rugged at the same time. The hoodie under the quilted jacket? Perfect for those fall mornings when the weather’s flirting with winter. Add tailored trousers and dark Chelsea boots, and you’ve officially unlocked casual street styles with edge. Oh, and that oversized scarf? I’m obsessed—it’s giving cozy drama.
Let’s break it down. The puffed quilt is not only to keep you warm, it is a fashion statement. You have that puff that is not bulky, and the neutral tone makes it compatible with almost everything. The hoodie that goes with it softens the silhouette, and the scarf gives it movement. All these details form a pleasant high-low combination of casual comfy and somewhat higher fall streetwear. Then the tight-fitting trousers and the smooth dark brown boots make the entire appearance seem very current–very 2025.
In my case, I never fail to support layered looks in the cold seasons. They are more flexible in styling, and they are not lazy-looking. I would wear this set of clothes in a weekend brunch or even in a normal working day in a creative place. It’s giving trendy without being too trendy.
I do believe that this appearance would stand out even better with a leather satchel or crossbody bag. Something that says, in a discreet way, I have my life together, and that contains your necessities. Maybe even a beanie on windier days? It is just an idea in case you prefer a little more edge.
Cool and Clean in Monotone Grey
What’s cooler than cool? This full grey ensemble. It’s European, it’s sharp, and it’s got this undone elegance I can’t stop thinking about. The slightly oversized knit sweater pairs with wide, pleated trousers in the same tone—and somehow it feels both casual and formal. It’s one of those looks that says: “Yes, I have style, and no, I didn’t try too hard.”
It is the trousers that are the most important element here, those neat folds, the rigid shape, and that bit of overstatement in the volume? Chic. Combined with a simple grey sweater, you obtain a completely plain, aesthetic statement. This fit isn’t about accessories or flashy bits. It’s all in the shapes and tones. And the pointed shoes? Unexpected but cool. They include a smooth Western reference without going into costume.
This makes me think of those off-duty fashion editor moments you see at fashion week, easy, architectural, peaceful. The type of the appearance that I would have when I want people to say, where did you get that, but in a low tone. Think museum days or wine tastings with friends.
I could change the shoes to sneakers in the daytime or add a charcoal coat to add some texture to the fall. But honestly, even as-is, this one’s whispering chic into your ear. It is ideal to the subtle dresser who does not want to be left behind.
Retro Sporty Meets Airport Luxe
There’s a sporty vibe here that I can’t get enough of—but it’s elevated. The shearling-trimmed leather bomber gives the whole outfit structure, while the neutral layers underneath keep it grounded in casual comfy energy. And then there is the matching beige weekender bag, not to mention the detail that makes an outfit a story. You’re not just dressed, you’re going somewhere.
The shearling jacket in this case is a hero item- classic, warm and a bit rugged. Below, there is a tailored cardigan and a white shirt, which is both polishing and does not make the entire outfit too formal. Then the jogger-style cream pants and tan sneakers bring the entire thing back to the casual domain. The outfit’s biggest win? Balance. It does not overdo it to be something, it is simply cool.
I can imagine this look being used on weekend trips, fall road trips or even errands that are stylish. And that weekender bag? Major bonus points. It says “I care” without yelling it. One of the fast styling tips that I learned at GQ is that when you are in doubt, ensure that your leather accessories are in harmony. This outfit nails that.
I could also include a pair of tinted sunglasses or a baseball cap to go more into the sporty direction. In any case, this fit is adorable, simple, and shouts fall getaway, however, make it stylish.
The Gentleman’s Autumn Edit
Structured, sophisticated, and classically masculine—this look feels like autumn at its finest. The combination of the double-breasted overcoat, the taupe trousers and the striped turtleneck make a color scheme that is pure October: smoky grays, warm browns and comforting textures. This is casual classy with a capital C. Whether you’re walking through a city park or sipping espresso at a hotel lounge, this look feels right.
Most of the heavy lifting is being done by the overcoat, which has a discreet herringbone pattern and two rows of buttons, coming across as formal but the loose tailoring makes it casual stylish. At the bottom, striped rollneck adds an interesting effect but makes it warm. And those soft brown trousers? They ground the look in a very wearable way. And add polished loafers to it all and you have a fall formula that is elegant but not stiff.
I would wear this to an opening at a gallery or even to Thanksgiving dinner. It is one of those outfits that makes you feel a bit taller and walk a bit slower- in a good way. And for men over 40, this is a phenomenal way to dress sharp without looking like you’re trying to relive college.
Just to give it a little more style I would perhaps add a wool beret or a pair of smooth leather gloves. It is already in that classic style of cool-but-it-could-use-a-little-more category.
Olive Athleisure That Actually Works
You know that sweet spot where casual comfy meets structured cool? This is it. The vibe is simple enough with a relaxed-fit sage hoodie under an olive boxy shacket. Tapered joggers in the same tone streamline the look, and the gum-soled high-top sneakers pull it all together in this seamless casual street style that doesn’t scream for attention—but definitely earns it.
The thing I like about this is the subdued color scheme it is a voice of autumn but not a fall back on browns and burnt oranges. Olive green is deep enough but not too gloomy, and the structured hood of the hoodie makes the look more up-to-date. This outfit doesn’t fight with itself—it’s designed to move with you, whether you’re heading out for errands, chilling at the park, or just trying to look clean on a casual date.
It reminds me of what I’d pack for a cozy getaway upstate—low-maintenance, cute, but sharp enough for a spontaneous coffee run. Honestly, the comfort factor is 10/10. This is fall dressing that lets you breathe.
To take this up a notch, perhaps a knit hat or a messenger bag would give it some layering. Or trade the sneakers in boots in case the weather requires it. Either way? You’re still winning.
Military Tailoring, Reimagined
This right here is the power suit’s cooler cousin. Monochromatic olive is having its moment in fall outfits for men, and this set proves exactly why. The sharp military coat, paired with high-waisted pleated trousers and a matching dress shirt, has that commanding presence—but with a softness that feels totally 2025. Gold accents make it quietly regal without feeling costume-y.
Nothing in this outfit is accidental: the tailored overcoat with epaulettes, the tailored waistcoat, the trousers a bit longer that fall over the smooth black shoes, it is formal but flowing. Consider it as a heritage menswear re-packaged to the new street-luxury generation. It is ideal to fashion-forward professionals or those who want to be bold with their autumn mens fashion and not be safe.
Frankly, this exudes that power whereby you enter a room and people will automatically want to know more. It’s not just about fashion—it’s a statement. I’d wear this for a gallery event or stylish dinner party, somewhere that warrants a little flair.
I would perhaps put a leather glove or a soft beret to make it more modern. Something that nods to European elegance. It is one of those few looks that hit both strength and grace.
Color Blocking With a Punch
Okay, let’s talk color. This playful set is straight from the streetwear universe, but it’s giving runway intellect. The huge suiting in neutral coloring is pelted with geometric patches of primary colors blue, red, yellow, and the contrast is stunning in the most positive sense. The white cap and black crossbody bag keep the look grounded, while the Chuck Taylors shout vintage rebel.
This is more than just trendy—it’s wearable art. The color pops are modernist, almost Mondrian-like and the oversized tailoring makes it have that new-gen designer silhouette. It stands on that thin thread of formal inspiration and casual stylish presentation. You get the visual drama without losing wearability.
I personally believe that this look is reserved to the daring. I would use it to a creative conference, a pop-up launch, or any place where being there is part of the message. The building is functional and accessories make it youthful and cool.
Could it use something? Maybe a stronger sneaker—a bright contrast color? Nevertheless, it is a pulse of this outfit. It’s a fashion moment, and honestly? We need more of those in the autumn.
Sunset Tones & Weekend Ease
This look is pure country-meets-city fall freedom. Burnt orange trousers and a salmon-colored jacket shouts pumpkin patch but the cut makes it clean. The crossbody of the same coral color is the icing on the cake, and the white tee balances the entire mood. Slide sandals give it “I’m off-duty but still care,” which is exactly what you want in casual transitional wear.
The color scheme of this outfit is warm, and the simplicity of the shapes is the combination that makes this outfit sing. The jeans are loose yet clean and the zip-up jacket is well-structured that it can also serve as an upper layer. It is not dense or tight, it is fluid, and it looks perfect with the early fall weather.
It seems like a weekend market outfit, where I would buy some cider and browse books at a street stand. There’s charm here—it’s cute, approachable, a little unexpected. And sandals for autumn? Honestly, yes—especially when styled right.
I would add a ribbed sock or perhaps a lightweight knit scarf to make it even more fall like. I would keep the jacket though–this is a good color, and you can not put it in the back of your closet.
Designer Cool With a Retro Twist
This is luxury with teeth. The quilted bomber in soft olive green, with a creamy shearling collar, makes immediate stylish rebel. Paired with classic slacks and a tucked tee, it feels both Western and European—clean lines, luxe textures, and that little extra oomph. The Gucci bag and oversized sunnies bring it straight into aesthetic power-dresser territory.
There is nothing accidental about all this: the diamond stitching on the jacket, the crisp white tee to interrupt the green, the tonal belt that does not clash with the rest. This is the type of fall outfit that seems to be effortless, but it is perfected. It is intimate, though intimate in a runway style and espresso shot kind of way.
This is the man that enters the room and makes you reconsider your entire wardrobe. If I had this jacket? You’d have to physically pry it off me. It’s equal parts bold and wearable.
The only thing I would possibly play with is shoes, we do not see it here, but a low top leather sneaker or suede boot would put the cherry on top. In any case, this is a lesson on what high-low dressing can be in 2025.
Classic Camel, Updated for Now
If fall had a uniform, this would be it. A rich camel wool overcoat layered over ivory separates is the kind of effortless casual classy combo that never loses steam. And that subtle flash of tartan scarf? Timeless. It’s not just about staying warm—it’s about looking like you’re strolling through a Parisian street with nowhere to be and everywhere to go.
The coat is clearly the hero piece here. It has a rather soft backbone with the help of its double-breasted structure, but not stiff. The cream sweater under is warm and earthy, like a luxury knit, and those off white trousers make it light and balanced. Paired with brown leather boots or brogues? Total autumn win.
Frankly speaking, this is the outfit that comes to my mind when I imagine weekend art galleries, walks in the city, or even a visit to your favorite wine bar with friends. The quiet flex here is the tartan scarf which adds color, but does not scream.
A wool fedora or a structured weekender bag would be perfection to enhance the appearance. However, it is already touching all the right fall notes: warm, good, and very much that guy.
Grey on Grey, But Never Boring
Here’s proof that grey is anything but dull. A checkered blazer layered over a slate turtleneck, paired with wide-legged pleated trousers and grey sneakers, builds a simple, elevated casual stylish look that’s ready for boardrooms or brunch. It’s clean, understated, and deeply smart.
This is all about textures and tonality. The blazer is checkered which gives the outfit pattern and structure and the turtleneck is warm and gives the outfit depth. The pleated trousers provide bulk which counterbalances the smooth upper half. The entire thing is connected by the fact that even the shoes are tonal- it is very European, very polished.
I would wear this to a date night in town or even an art show. A grey palette in fall is something special, it is both down-to-earth and refreshing. And Esquire fashion editors have said it as well: tonal grey looks are one of the least complicated ways to look casually sophisticated.
Would I tweak anything? Perhaps add a dark navy wool overcoat in case it gets cold or add a steel watch with a little sparkle. Otherwise, this is quiet luxury, full stop.
Street Tailoring in Deep Berry
This one is for the bold. A tailored maroon checkered suit, layered over a matching hoodie and gloves, blends streetwear and tailoring in the most unexpected way. It is dark, rich and a bit quirky- and that is why it works. You’re not just dressing for fall—you’re stepping into autumn mens fashion that’s experimental, and still totally wearable.
Let’s break it down. The foundation suit is traditional: small checks, well fitted, excellent length. However, we then throw in the oversized hoodie with its structured hood and matching gloves- and bam. It becomes a casual comfy masterpiece. The ensemble balances between defiance and accuracy with black loafers that have a shiny finish. It’s exactly the kind of look I imagine seeing in the trendy corners of Brooklyn or Milan during fashion week.
It is something I personally adore because it breaks the notion that tailoring must be rigid or corporate. If you’re someone who wants to have fun with style this fall, this one’s a power move.
A few tweaks? Perhaps, a thin chain on top of the hoodie or a beanie in a tonal plum. It’s already delivering drama—might as well double down.