Fall Outfits for Men 2025: Casual to Classy Looks for an Effortlessly Stylish Autumn

How can the outfit of a man feel perfect in autumn? Is it the tailored ease? The muted layering? The magical midway between cozy and cool, and simple becoming stylish? Today, we are exploring fall outfits men 2025, which is not only designed to be worn in real life but is also packed with inspiration and can be worn both in the streets of the city or by the fireplace in the country.

Look-by-look, outfit-by-outfit, we can use each visual story to discuss the texture, color and vibe of modern autumn mens fashion. It is a Pinterest board with notes in the margins by the experts. 🍂

Urban Neutrals That Work Anywhere

This look caught my attention instantly. A brown overshirt over a white t-shirt, balanced by creamy beige pants and white sneakers, and the effect is a cool and casual street style that has the subtle confidence I always love in fall fashion. It is casual chic and although it is obviously comfortable, it has structure and finish. The color narrative in this case is right on the mark in 2025, warm, earthy, and not too pretty.

Let’s talk pieces. I would describe the overshirt as a wardrobe hero: it has the smart jacket-like shape and the comfort of a shirt. The beige trousers are multi-purpose – they can be worn with more or less accessories and shoes. And the sneakers? White, minimal, and fresh. They anchor the outfit and make it city-ready. The entire appearance is that perfect blend of casual comfortable and stylish, no over-the-top logos or gaudy finishing, just good taste.

This brings me back to what the fashion editors of GQ tend to say: fall is all about texture, not trend. That’s why an outfit like this stands out — it’s not chasing the moment; it feels timeless but modern. I would have spotted this on a man in Paris or in Brooklyn. European style lovers, this one’s for you.

And the only thing I would add is a light scarf in rusty orange or forest green to increase the level of autumn streetwear. Or even trade the tee in a cashmere crewneck when the temperatures change–little changes that alter the entire mood.

Weekend-Ready Layers With a Modern Edge

Then we have the layering of the cool morning to night days, the days when it is 45 at breakfast and 65 at lunch. A puffer jacket of a sandy color is paired with an oatmeal hoodie and slim trousers and completed with fresh white kicks. The look is simple, clean, and built to move. This is the ultimate casual comfy dressing that you can wear without feeling like you are wearing something basic and at the same time you have layered it well without overdoing it.

What stands out here is the monochrome palette. Neutral on neutral is sophisticated and that is a secret weapon in fall outfits in men. The trick is that you have to select tones within the same family but with a slight contrast: the hoodie is a bit lighter than the pants, the puffer gives volume and heat, but not mass. All together, it feels like something you’d see in a trendy European city or your most fashion-forward friend’s Instagram.

I personally adore the way this outfit combines casual and formal vibe. In this you could run errands or go on a coffee date and feel completely together. Throw in a crossbody bag or beanie and it would border on the aesthetic, in the most perfect sense.

One tweak? I might swap the pants for a jogger-style chino with elastic cuffs if you’re aiming for a more Western or street-inspired silhouette. This is a versatile appearance, and that is why it is so bright in 2025.

Clean Lines, Crisp Layers, and City Cool

This outfit is contrasted in the most perfect manner: a dark plaid overshirt on a deep black tee, slim pants, and classic white sneakers. The profile is smooth, the posture is a bit daring and it all just works. It is fall mens fashion to the guy who likes a little edge but does not want to lose clean lines. It has a sophisticated coolness, which is more on the casual classy side, but with streetwear elements integrated in.

Plaid is one of my fall staples but it has to be purposeful. In this case, the pattern is not too intense to take over and the color scheme makes everything down to earth. The black undertones provide contrast and the white sneakers stand out. Accessories like the round shades? Sharp. This is casual stylish done right.

This ensemble puts me in mind of what a younger imaginative artist would wear to an art gallery opening or a dinner downtown. It’s got range — and that’s the beauty. I would call it perfect for men of 30s or even 40s who would like to look a bit youthful without looking like they are trying hard.

Could it be elevated? Sure. It might be even more street-like with a dark leather messenger bag or a cuffed beanie. The form is already in place, the possibilities of styling are infinite.

Burgundy Statements and Turtleneck Confidence

Here’s where color enters the scene — a bold burgundy jacket over a black turtleneck and slim trousers. It’s confident, a little brooding, and completely fall. This look doesn’t scream, but it commands. It might be called classy, yet there is a trendy touch that makes it soft enough. If you’re someone who likes your wardrobe to speak without shouting, this outfit checks all the boxes.

The burgundy jacket is a standout. It’s giving fall foliage meets downtown bar. Worn over a black turtleneck (yes, the classic is back), it becomes a power move — one that reads as both formal and wearable. The slim trousers keep everything tailored and grounded. This whole look feels very European, very curated.

Frankly speaking, I am happy because in 2025 we have a turtleneck revival. According to Harper Bazaar, as observed earlier this year, turtlenecks are being reinvented as layered armor, soft, sleek and sharp. And I couldn’t agree more.

I would recommend nothing in particular, but maybe a deep brown boot or even a Chelsea to match with the warm color scheme. Boots, more boots, they complete fall looks like nothing.

Leather Layers and Chelsea Boot Season

A good way to finish off this initial group with what may be my favorite of the lot, a dark brown leather jacket with a black turtleneck, black trousers and shiny brown Chelsea boots. It is simple yet not dull, has a lot of texture and is completely fall-ready. This is the appearance of a person who does not buy outfits but knows how to create a wardrobe. It is the most adult-looking fall outfits of men, in the best sense.

Every piece here matters. The jacket is supple but structured. The turtleneck is more on the formal side, but the whole atmosphere remains casual classy due to the leather. And the boots — wow. Chelsea boots are such a timeless autumn essential. They immediately make any outfit classy, particularly in this Western-meets-metropolitan manner.

Personally, this kind of outfit is ideal when you are in the mood to be yourself but in a better version. Think first dates, rooftop drinks, or holiday dinners. Put on a thin watch or a pair of leather gloves and you have something really cute without trying to hard.

This is where I would take you in case you are creating a country-inspired wardrobe that can still be worn in the city. Sleek, neutral, tactile. Autumn perfection.

The Soft Brown Jacket That Feels Like Autumn

This outfit is all I adore about the beginning of fall: the cozy light, the easy-going tailoring, and the last rays of the sun in the day. A navy crewneck and a soft brown suede or corduroy jacket with off-white trousers, and taupe loafers, it is smart, nonchalant, and unpretentiously classy. It doesn’t try to overdo it. It’s timeless, which is exactly what I’m leaning toward in 2025.

The structure here is key. This kind of lightweight jacket is a fall essential- it can be layered but it is also crisp enough to wear on its own. The off-white trousers brighten the entire palette so that it can be worn even in warmer days of autumn. And the loafers? A modern gentleman’s secret weapon. They say “I care” without actually saying it.

I have always believed that navy and brown combination is underrated. It is black, but not so hard, more lived-in. I had a similar outfit when I was traveling through northern Italy last year, and to be honest, it was like a hug of the season.

In case you lack a finishing touch, perhaps a vintage watch or tortoiseshell sunglasses will be a good choice. Something down to earth, something European, something to carry on the story.

Understated Layers in City Tones

Here is an ideal instance of easy street style which is nonetheless clean and styled. A black ribbed sweater and baggy trousers are tossed with a slate gray overshirt. White gum-sole sneakers add contrast and pull everything together. It’s low-effort, high-style — and very aesthetic. You feel that this guy did not think too much about it and this is what is cool.

What makes this outfit work is proportion. The jacket is a little bit oversized, and the pants are wide-leg, which makes it look like modern streetwear, but the color scheme remains muted and universal. In 2025, the gray-black-white trifecta is very much alive, but it’s being styled with softness, not sharpness.

I saw an article in Esquire that declared gray to be the new statement neutral this year and that makes sense. Especially when it’s worn like this: quiet, soft, layered. This style would take her to a creative meeting without making any changes.

The only thing that I would like to add here would be a canvas tote or a wool baseball cap. Something to keep it working,–such as a story that is not told yet as the day passes.

City Smart Meets Weekend Cool

We are in jacket land again, but this time it is a bit more trendy and street-oriented. Camel trucker jacket on top of all-black foundation tee, skinny jeans and topped off with high-top sneakers in contrasting hues. It is a reference to Western Americana but with that trademark urban streetwear touch. It is young, fresh, and quite in line with fall men 2025 outfits.

The thing I like about this is that there is a collision of worlds: vintage jacket, contemporary silhouette, and sneakers that are not loud but still attract attention. It is friendly and simple to replicate, and that is what makes it even more casual chic. The attitude is enhanced by the cap and glasses, but they do not cover the fundamentals.

I have noticed that the same looks have appeared on Pinterest boards labeled Autumn mens fashion, those created by designers in London, Berlin, and San Francisco. This style has a hushed international language to it, it is like it is in touch with country texture and city tempo.

Throw on a scarf or a canvas messenger bag and you are good to go on a coffee-run. Or make it minimal and the shoes speak.

Denim on Denim Without Trying Too Hard

Double denim? Yes, if you know how to style it. In this case, a traditional blue denim jacket looks just right on top of a creamy crewneck sweater and a pair of faded jeans of a similar tone. The tan suede boots keep the look earthbound – not too much Western vibe, but not costume-y. This is casual comfy, with a wink.

The secret behind denim-on-denim is contrast and this outfit has it right. The darker color of the jacket makes things grounded, and the jeans remain casual and not too matchy-matchy. I also adore the fact that there are boots here, too, which is an automatic fall-ifier of any outfit, particularly in a climate where September is summer at noon and sweater-weather by five.

I recall a man at a music festival in Asheville who had something very close to this and he was like he came out of an editorial. Evidence that country-inspired, adorable attire is not just a country girl.

I would have added a flannel shirt with a waist tie to bring out the extra 90s vibe. Otherwise? This is effortless casual gold.

Sharp and City-Ready in Monochrome Layers

This style is to the man who does not want to be too formal yet he wants to look classy. Black turtleneck is paired with black jeans, a charcoal tailored coat is worn over it, and white high-top Converse is worn. It is simple and a bit playful with the baseball cap adding a slight urban touch to it. It’s what I call “cool weather confidence.”

I adore that this ensemble would be appropriate in NYC on a brisk stroll or in downtown Chicago at a late supper. It is high-low dressing in the right way sneakers and a coat, casual foundation and formal top. That is how to make Autumn streetwear feel high-end in 2025.

Among the most useful pieces of advice that I have learned with the help of such stylists as Brandon Garr or Patrick Kenger is that the coat does not have to be very loud, it has to fit well and add shape. And this one does exactly that.

If I had to add anything? Perhaps a pair of tiny gloves of leather, or a narrow scarf inside the coat. It would complete the profile and add even more sophistication without taking away the informal appeal.

Smart Casual Meets Functional Fall

This ensemble is so comfortable and structured at the same time, I could not take my eyes off it. A Harrington-style jacket in a tan color is placed over a white tee and navy utility-style trousers. It is completed with suede boots made of chocolate and a structured belt. Simple? Sure. Yet also witty, contemporary and decidedly casual in the most stylish sense of the word.

These pieces are fall essentials. The jacket is lightweight, providing only a little protection against early chill, and the tapered cargo trousers add functionality without being too functional. I adore how the boots make everything sharper – suede has always given a look some texture and warmth, and in this case, they are both Western and urban.

I had something like this on a short visit to Napa Valley wine country, wine tasting in the day, and porch evenings. That is the outfit that can be used in various situations without adjusting anything. That’s the goal, right?

This outfit is a compromise between country-leaning style and city sensibility to anyone who is interested in the former but does not want to lose the latter. When the temperatures drop, replace with a ribbed knit or scarf and the layers remain purposeful.

Velvet Drama With an Editorial Finish

This is pure autumn glamour. The star of the show is a deep burgundy velvet blazer which is overlaid with a clean white turtleneck and high-waisted grey trousers. Burgundy Chelsea boots ground the outfit with sophistication. It’s bold, yes — but also surprisingly wearable. This is how the fall men outfits 2025 are when sophistication and character get together.

Velvet may seem very overwhelming, this is why it is important to find the place where it will be comfortable, like in a case of this styling, when it is minimal and color-blocked. The grey trousers in muted tones tone it down and the turtleneck brings that old-fashioned appeal. This screams classy and a bit daring in all aspects.

This takes me back to the type of ensemble you would find on a Vogue editorial fashion shoot but that you would wear to a holiday dinner or to an art gallery opening. I have dressed my partner in a similar combination in a winter wedding, and the compliments kept on coming.

This is your formula when you want to make a statement this fall but you do not want to yell. Add a vintage ring or brooch if you’re feeling bold — 2025 is all about adding personal storytelling to timeless silhouettes.

Soft Suiting for Casual Autumn Days

There’s something irresistibly relaxed about this look. A light grey blazer with a soft shoulder, a white tee shirt and beige trousers with a wide cut. White sneakers keep it fresh and wearable. It is lending a touch of continental casual, the style of clothes that can be worn in a Paris cafe as well as in a creative office.

It is an excellent illustration of how the casual street style is getting sophisticated in 2025. The casual tailoring does not forsake the polish, but reinvented it. A blazer made of a breathable fabric is ideal in that in between season of early fall. The wide-leg pant trend is still going on, but now it is being worn with grace, not slouch.

In a recent podcast, one of my favorite stylists, Ilaria Urbinati, stated that men are now dressing like themselves once again, rather than according to the algorithm. I really took that to heart and this outfit is just that.

For anyone who’s usually afraid of blazers being too stiff or corporate, this is your entry point. Simply cuff the sleeves, be sparse with the accessories and the casual feel will do all the talking.

Corduroy and Puffers: The Cozy Power Combo

This look is like wrapping yourself in autumn. Brown puffer coat on top of a chunky mocha knit, wide-wale corduroy trousers and white high-top sneakers. It is comfortable, self-assured and deliberately oversized, which is the ultimate illustration of how even casual comfy can be fully styled.

It is not loungewear posing as streetwear, it is Autumn streetwear that has something to it. The cords, the texture of the cords and the volume of the jacket give everything shape and dimension. Plus, the earth tones are flattering on literally everyone.

I know what it feels like to be concerned that you will look too puffy in a puffer. But here’s the trick: keep the base outfit fitted (like the slim sweater here) and go for structure in the outerwear. This outfit nails that balance.

In my case, a puffy puffer in a deep color is one of the most sensible purchases every fall. You will wear it with jeans, with joggers, even over a suit jacket in case of necessity. Extra points when you can find one that has a removable hood to give you that western-city versatility.

The Elevated Hiker Vibe

And to finish this last collection of highlights: a navy vest quilted and over a grey ribbed turtleneck, with white cargo pants and cinnamon leather boots. It is fall at its finest with a touch of alpine vibe. Like, “I’m headed to the mountains after brunch.”

There’s a polished ruggedness here. The vest provides extra warmth and texture, the turtleneck is fancy and the boots are right out of a menswear advertisement. I would describe it as country classy, a little bit western, a little bit European and completely prepared to take a hike on the leaf-covered trails or a backyard whiskey night.

I spotted something like that in a fall campaign by Todd Snyder who wrote, Utility is only useful when it looks this good. He’s not wrong.

And to put on the finishing touch, perhaps a beanie or field cap of a neutral wool would be sufficient. But honestly, this one’s ready as-is.

Urban Tailored: When Formal Meets Fall Ease

This outfit is something commanding, there is no doubt about that, it is clean, confident and just right between formal and casual classy. The deep brown leather long coat is structured and it gives it a subtle Western touch with the sharp collar and the bold silhouette. This outfit, combined with a cable-knit camel turtleneck and creamy trousers, is based on a classic material in 2025 forms. The oxford-style boots are gloss-finished and do not overdo it.

This coat is an investment piece, it is structured but versatile and it brings drama to the most basic layers underneath. The knit turtleneck does not only keep you warm, it brings a lot of texture, and the ivory pleated trousers keep it light and visually elongating. And those brown leather shoes? An essential in every autumn streetwear wardrobe that is playful with minimalism.

As an individual, this is my style of look on those in-between fall days when I am not looking to dress up in a full boardroom but still want to look good. As the style editor GQ, Noah Johnson once said, your coat should do most of the talking in fall, everything should know its place. Amen to that.

To level it up? Throw on a suede belt with a brushed nickel buckle or even replace the turtleneck with a fitted mock-neck knit in case you want to be less bulky and still want to achieve that look.

Relaxed Layers with Vintage Vibes

This outfit captures that casual comfy vibe so well, and it is still elegant. A workwear-inspired overshirt is textured in brown and adds some charm to the look, whereas the cream turtleneck underneath keeps it anchored in the comfort zone. The casual slate-gray trousers keep everything in motion and the low-key sneakers complete the look with that nonchalant, but no I did not think about it, but no I am not trying too hard.

Each piece in this fit plays a clear role. The jacket is an everyday fashionable layering hero, just put it on anything, and you are instantly autumnal. Turtlenecks are coming back in a huge way in 2025, and when combined with the contemporary jogger-inspired trousers, this is the sweet spot of the tailored and casual.

I have some friends who are die-hard believers in this formula when the fall comes. One of them even refers to it as his coffee shop uniform that is neither too dressed up to have an afternoon espresso but still dressed well enough to bump into somebody. And honestly? That’s the real sweet spot for casual fall dressing.

The only thing that I would alter here perhaps is a soft wool beanie or a cord cap in cinnamon shades to complete it. Enough to tip the hat to country sensibility but not all the way to lumberjack.

Elevated Hoodie Energy

That is why neutral-colored street wear is the trend to rule the autumn mens fashion, as it is simple, deep-colored, and layering. This ensemble goes towards the monochrome earthiness with a mocha hoodie and matching trousers, and an oatmeal coat that holds it all together in a sleek manner. It’s not just about warmth—it’s about intention. The longline overcoat refines the casual street style, making it feel smart even when you’re in a hoodie.

This is a masterclass in tonal layering. The hoodie is fluffy and warm, imagine heavy cotton or fleece brushed. The trousers continue in the same color family, which makes it simple and harmonious. And then there’s that long camel coat. Tailored, classic, but worn open for casual comfy swagger.

I recall seeing one man in the subway last November wearing something like that. Everybody was in dark puffers and he did not look flashy. There is some kind of calm confidence in staying with warm neutrals and, to be honest, it is always so comfortable.

One tweak? This would be taken a step further by a chunky-soled sneaker with tonal laces. Oh–and perhaps add a bit of a soft scarf to make it deeper in case it is cold.

Color Play on the Cobblestones

It is one of those ensembles that shouts fashion week adjacent and yet it is completely wearable. The jewel-toned forest green cable knit is paired with bright orange corduroy trousers, trendy, bold and unapologetically European in its feel. The crossbody bag and the green knit cap give it a playful jolt and the sneakers bring it all together in a creamy-orange mix that just works.

Now we can speak about styling magic: the trick is in contrast. Texture contrast (cable vs. corduroy), color contrast (green vs. orange), and silhouette contrast (slouchy but structured). The shirt that is showing under it softens all this and makes the sweater almost an outerwear. That is the burnt orange that I want to drown in.

Three years ago, I would have smiled and told you no when you told me to wear green and orange together. But fashion has changed and I am loving this adorable bold application of color. Even a stylist Law Roach has mentioned about clashing with control in menswear- it is all about balance.

Perhaps I would include some stacked rings or a slim watch to attract the attention without being over-accessorized. But honestly, it’s already such a statement.

Modern Country Knit

This appearance is similar to strolling on the crunchy leaves in Vermont holding a flat white. It is a subtle country style being used here, the brown cropped pants are rich and the fisherman turtleneck is creamy and the thick white sneakers provide a subtle Western stomp. It’s simple, but every detail has been thought through.

The knit is the standout here. It is organized, thick enough to stand up on its own and with beautiful cable details. The trousers end at the right point above the ankle, revealing the chunky sneaker, which is a cool contrast that makes the whole thing less traditional than it could have been. And yes, it is crowned by the beanie: warm, casual, a bit rough.

My brother wore something similar to a Thanksgiving last year and received compliments by literally everyone including our cousin fiance and our grandmother. It’s that good.

If I were styling it? Perhaps, replace the sneakers with suede Chelsea boots to be more polished. That would be depending on the day and the distance you are walking.

Neutral Confidence in Soft Earths

It is precisely the kind of look that autumn mens fashion dreams are made of, light layering, soft neutrals, and that buttery-as-hell energy that goes, Yes, I care, but I am not overthinking it. The zip-up bomber in sandy beige is paired with a warm camel sweater below, which makes this mouthwatering combination of the same tone. The custom ivory trousers are fluid yet crisp and the rugged tan boots make the outfit grounded in crisp-weather utility.

Such a winner is this jacket, which is a cross between casual and classy with knit cuffs and clean lines that suit almost every figure. The crewneck under it makes the outfit warm and does not scream, and those brown leather boots? To be honest, they are your best bet when you want to ground an outfit when all the rest is light and airy.

It makes me think of October mornings in the early morning, when the sun is shining in the right direction and your coffee is still hot in the hand. This outfit fits right in with that vibe. It is an ideal outfit of the person who wants to feel warm and subtle elegance. Stylist Ilaria Urbinati never stops insisting on the importance of investing in boots that can make the basics look better, and this outfit is the reason why.

I would perhaps add a beanie with a texture or a leather strap watch to emphasize the accessories a little bit, but even as it is, this one is a powerhouse.

Street Cool with a Nordic Beat

Talk about mixing street looks with a graphic edge, this ensemble introduces city-boy vibe into the fall with a big dose of coolness. The dull sage puffer on an all black base translates to one thing, I am here to do business but I am not compromising my style. The contrast is sharp with thin black trousers and bright white sneakers. Throw in a black beanie, round sunnies, and, yes, a pearl necklace, and now, this is not only streetwear in autumn. It’s fashion.

Every piece here works in sync. The cut-off puffer is large this 2025 season-it is warm and yet allows your fit to breathe. It is slick and layered by the black shirt underneath and anchored by the pants. And those kicks? They’re giving “fresh out the box” without being precious.

I have noticed this style appearing all over Brooklyn and Copenhagen, it is a new trend of European minimalism combined with street style. Even Vogue.com referred to it as a form of functional rebellion, which, to be fair, is very accurate.

To elevate the look? Some useful depth might be provided by a crossbody bag or tonal gloves. Otherwise, it’s already packed with attitude.

All About Warmth and Texture

In case your list of fall outfits men need is cozy, cute, and relaxed layering, this one fits all three. The toffee warm bomber, oatmeal soft turtleneck, and trousers in creamy white create a palette that looks like it was taken out of a Pinterest board. The beanie is simply the icing on the cake- laid back and necessary.

Let us deconstruct it: this jacket is the casual outerwear dream, and the striped ribbing at the hem is the varsity nostalgia touch. The chunky knit under makes the structure softer, and the rolled beanie in the same tones? Chef’s kiss.

I had something like it last year when I went out on a long walk around the city during the Thanksgiving weekend and the compliments never ended. It’s approachable, warm, and aesthetic without being overdone. The type of ensemble that is work-like but home-like.

Could we layer even further? Totally. Include a wool scarf of a slightly darker color or a glove moment made of leather. But even solo, it delivers.

The Effortlessly Refined 40+

This is the one to the adult men who have mastered the art of casual and confident dressing. A zip-up taupe that is lightweight, crisp ivory trousers, and suede loafers that are subtle, all in unison to show that age never dulls style, it sharpens it. No trends chasing here. Just cool, calm mastery.

The bomber is sleek—no bulk, just clean design. The fit of the pants is loosely slack, rather breathable and functional and the suede loafers have just a bit of texture or luxe without appearing to distract the eye. This is the casual classy at any age.

I was at brunch with one of my friends and her dad came in pretty much this outfit, and I can tell you every man at the table was taking notes. It has a maturity to it, but it also suits younger men who prefer a nice monochrome look.

I would only add one thing a watch made of metal links or a simple bracelet. Keep the elegance going from head to wrist.

Western Workwear Remix

Okay- this is the country, Western, and casual street style mash-up that I did not know I needed. A patchwork-style puffer vest in earth tones over a denim shirt instantly gives “fall foliage road trip meets downtown edge.” The wheat boots and the off-white cargo pants make the outfit very down to earth and functional.

The star of this outfit is this vest, which is color blocked, chunky, and a statement in itself. The denim shirt beneath gives it that real texture and the structured white pants give relief to the top heaviness. And those boots? They were created to crunch leaves in the woods, or simply to get a PSL on your block.

This reminds me of the “prairie-core” trend that’s getting tweaked for menswear—more utilitarian, more functional. This has lately been termed by Hypebeast as the rural renaissance and it is certainly making its way into autumn mens fashion.

To make it new, I would perhaps change the shirt to flannel when the temperatures are low, or add a ribbed knit beanie in charcoal to tie it all together.

Patterned Warmth with Street Savvy

Thought that autumn mens fashion must be low-key, think twice. The style is all about adding texture, color and adorable collegiate touch to the colder months, but without losing structure. The Fair Isle sweater is just that, seasonal, and it is worn over a crisp white button-down. However, it is the large camel coat and the tapered joggers that make it modern. It is casual and very stylish with high-top sneakers, which are finished fresh and familiar.

This sweater could be your new best friend, it has all the appeal of vintage hand-knits but it fits neatly under a well-fitting coat. The tapered trousers ensure that things are kept sporty and wearable and the high-tops make autumn streetwear enter a slightly preppy realm. There’s movement, color, and rhythm to this whole outfit.

I have a thrift store Fair Isle sweater of my own in Vermont that I now wear over henleys and under coats like this all the time–it feels like gold. It makes a statement without being loud. One trick I learned from Esquire’s style team? Combine formal outerwear with fun knits-it prevents your outfit to be too retro.

Would I tweak anything here? Perhaps, to balance all of that softness, you should simply add a structured leather tote or a crossbody bag.

Rust Tones and Rugged Elegance

It is a look that is very down to earth, the brown suede jacket, the dark blue shirt, the dark blue jeans. It looks Western-inspired and refined, and falls in the perfect middle between relaxed and fitted. The jeans have a slight cuff, there is a contrast in the leather loafers, it is the type of outfit that speaks style rather than screams it.

What does that mean? The jacket is made of suede perfection, a trendy, tactile item that only gets better with age. The warmth is anchored by the navy shirt underneath and the cuffed jeans is not fussy yet intentional. And I must say, black leather shoes, a little bit shined? A must for anyone doing fall right.

I would say, invest in anything this season, but a classy suede jacket. It also goes well with denim as it does with chinos or corduroys. Also, the rust color is like walking in fallen leaves.

To sharpen this look even more? Just a touch of personality, put a rugged watch or a bandana in the pocket.

Varsity Influence with a Tailored Edge

This is fall varsity with grown-man polish. The chocolate brown and ivory varsity jacket is a very casual street style, which is layered over a crisp white shirt, which makes the entire outfit crisp. Plaid pants are a nod to the old-school prep but the trim fit and white sneakers make the combination entirely modern. Sunglasses and a weekend bag? Just bonus style points.

This jacket is an easy way of adding personality to any outfit. In 2025, letterman styles are back, but this time they are cleaner, thinner, more colorful, more refined. The pants are worth a mention as well: the plaid is not too formal and not too rigid and the slim ankle cut is just perfect with low-cut white sneakers.

To tell the truth, this entire fit gives me a vibe of a coffee shop in Columbia or NYU, where a guy carries a novel under his arm and a tote with vinyls. There’s personality here. There’s nostalgia. But it’s anchored in now.

I could wear a thin cashmere crewneck under the jacket on colder days or replace the pants with tailored joggers in case you are looking to have a more casual comfy vibe.

The Power of Pink (Yes, Really)

Now here’s where things get fun. It is a lesson in how to wear tonal neutrals with a twist, those fuchsia loafers. A tan blazer that is double-breasted is layered over soft whites, which creates a buttery, aesthetic tone, and then, bam, the shoes. Bold, bright, and trendy in the most unexpected way. Paired with round sunglasses, it’s giving style savant energy.

Now, about the structure: the blazer is simple and straight, with the ease of fall. The undershirt makes it light and unbuttoned to a certain extent. The ivory trousers are breezy and refined. It is the suede loafers though that make this casual classy to straight up editorial.

I have even begun to add pops of this kind myself to my fall men fashion, be it colored socks, flashy sunglasses, or sneakers in a bright color. This is the very trend that Harper Bazaar Men discussed about 2025: “Elevated simplicity and one happy shock of color.” Nailed it.

If this feels too bold for your everyday? It is always possible to replace olive or burgundy loafers and still maintain that surprise factor.