#OOTD: How to Wear Chukka Boots for Fall For Guys

Is there any pair of footwear more essential for early fall than chukka boots? And not just any chukka boots, but the very best chukka boots you can get your hands on? Think of chukka boots like the perfect go-between as you step from summer into fall. They’re not as bulky as hard-wearing snow boots or duck boots, nor are they as lightweight and breezy as your favorite summer sneakers. The right pair of chukka boots, easily some of the best boots for men this season, is wearable with tan chinos and an Oxford shirt back at the office, or else with a rugged henley and expertly faded jeans on the weekend. And today’s pair in question checks all the right boxes, particularly if it’s durable style you want. And if you haven’t yet gotten acquainted with the Astorflex Greenflex Chukka Boots, it’s high time you got started.

These rugged-yet-versatile leather chukka boots are the kind you can wear just about any day of the week, and it helps that they’re stylish and sustainable to boot. Natural rubber soles meet environmentally friendly construction, and the result is a pair of chukka boots made to break in over time, not wear out. No doubt about it, the Astorflex Greenflex Chukka Boots are going to become your new seasonal go-to. I think you’ll also appreciate the supporting cast alongside your new favorite boots, including rugged fall outerwear and essential men’s pants. The rest of today’s #OOTD is up for grabs below, so shop accordingly. Stay stylish!

  • The Chukka Boots: Astorflex Greenflex Chukka Boots, $195 — Here they are: The centerpiece of your next fall ensemble and some of the best men’s boots for fall, period. They’ll only get better and better the more you wear them.
  • The Fall Jacket: Faherty Stretch Terry M-65 Jacket, $288 — Faherty has taken the field jacket and made it supremely comfortable, using easily wearable stretch cotton terry fabric for a modern, streamlined finish.
  • The Fall Shirt: Flint and Tinder Stretch Canvas Expedition Shirt, $118 — For wearing to the office on a casual day, for working from home and for grabbing beers this fall, get this garment-dyed Panama canvas shirt that’s just the right blend of comfortable, rugged and versatile.
  • The Jeans: Mott and Bow Slim Crosby Jeans, $108 — The right pair of jeans is as essential to your fall #OOTD as the chukka boots shown here, and Mott and Bow makes a nicely priced pair with a classic fit and wash.
  • The Socks: Flint and Tinder Wool Camp Socks, $18 — A pair of the best men’s boots for fall isn’t worth all that much without the best men’s socks as a much-needed accessory. These are warm, retro-inspired and ready for anything.
  • The Watch: Shinola Runwell Quartz Watch, $595 — To complement your perfectly rugged chukka boots, get an equally rugged, super-sharp brown leather watch from a brand that knows how to deliver expertly crafted style.
  • The Everyday Bag: Mission Workshop 500D Drift Tote, $285 — This rugged and durable tote bag has been a favorite of the blog this season, all owing to the fact that it can haul your laptop and electronics, or else some fall picnic essentials. Make it your next EDC essential now.
  • The Fall Hat: Buck Mason Rib Cotton Cashmere Seafarer Beanie, $60 — When fall weather turns unexpectedly chilly, break out this soft cotton cashmere hat (after storing it in the pockets of your Faherty M-65 jacket, of course.

How’s that for a rugged-yet-up-for-anything fall #OOTD? You can customize this ensemble to your liking, perhaps swapping out that Faherty field jacket for a fall-ready blazer, but really, the chukka boots in question are what makes this #OOTD really tick. As I’ve said before, from the price tag to the construction, they really are some of the best men’s boots for fall, and that’s just a fact. It gets even better from the ground up though, from a pair of Mott and Bow denim to the right socks to accent this outfit in fine fashion. And your accessories are only going to drive home the point even further (that this is an outfit fit for the brewery or for a casual office setting). Take the Shinola Runwell Quartz Watch, a truly remarkable timepiece that’s both rugged and refined. You’re also going to want to throw on that Buck Mason beanie when cold weather hits on that fall road trip you’ve been planning. Of course, a rugged Flint and Tinder shirt is just the kind of shirt you need to wear, sleeves rolled up, as you hit the road or head to the office. If this #OOTD looks like it’s got what you need, be sure to let me know in the comments below. Happy shopping!


#OOTD: How to Wear an Overshirt For Fall

It’s been a busy few weeks when it comes to fall style essentials and surveying the seasonal landscape here at The Style Guide. You might have even noticed a few posts in our new Tuesday Steal series replacing the traditional Tuesday #OOTD slot. But we’re back at it today with a new ensemble, and not a moment too soon for early fall. Let’s get to business. How to wear an overshirt for fall really does start with one of the best men’s overshirts, and the fact that it’s coming at you by way of Flint and Tinder is absolutely a huge bonus. It’s also accented by another stone-cold style essential, the kind of layer you won’t want to leave home without, and that’s one of the best men’s henleys for fall.

Shop an essential fall overshirt now

Today’s #OOTD shows you how to wear it

Now is the time to really let the building blocks of your seasonal wardrobe shine, and that’s where today’s #OOTD comes in. Gone are the days (hopefully) of sweating it out this summer and trying to figure out, say, how to wear chinos in the heat. No sir, fall brings with it some of the best times of the year for layering and for rugged adventure (even if said adventure simply involves a brewery tour and some cold, fresh beer). And of course, that means this look is filled with rich seasonal colors (think faded brown, tan and olive). But it all comes down to the gear itself. I think that you’ll quickly find the Flint and Tinder CPO Shirt Jacket delivers on everything you need in a stylish shirt jacket in this transitional time of year, from the lightweight construction to the durable and functional styling potential. If you’ve been stowing away your “shacket” through the hot summer months, it’s time to let it back out into the open, just in time for the best season in menswear. Let’s get back in the saddle with today’s #OOTD, shall we?

  • The Overshirt: Flint and Tinder CPO Shirt Jacket, $148 — This versatile overshirt, one of the best overshirts for men, is a study in durability and wear-anywhere style potential. It’s made with a blend of cotton and spandex for comfort and stretch in spades.
  • The Henley: Buck Mason Pima Curved Hem Henley, $55 — This won’t be the last time we talk about one of the best men’s henleys for fall. This one is just lightweight enough to layer up comfortably on breezy fall days.
  • The Rugged Fall Pants: Filson Dry Tin 5-Pocket Pants, $135 — You can wear these rugged work pants just about anywhere, from the trail to a distillery or at home around a fire pit. Filson has long delivered the goods, and they continue to do so here.
  • The Boots: Rhodes Footwear Bozeman Boots, $225 — Complete with a well-built moc toe, rich leather and a comfortable-yet-durable wedge sole, these classic moc toe boots are ready for anything this fall.
  • The Watch: Shinola Runwell Automatic Watch, $1,095 — What’s not to love about this handsome, heritage-worthy leather watch? It’s more suited for weekend outings than rough-and-tumble wear, but you’ll be able to get plenty of use out of it this season.
  • The Hat: Howler Brothers Camp Howler Snapback, $35 — A classic ballcap is the only way to top off this outfit, especially one with a distinctive, retro logo. Throw it on at a moment’s notice to get out the door and hit the road.
  • The Wallet: Satchel & Page Slim Bifold, $70 — Could your everyday carry use a refresh? This elegant, hard-wearing leather wallet for men is just what the doctor ordered. It’ll break in beautifully with everyday use this season.
  • The Everyday Carry: Satchel & Page Slim Mailbag, $475 — No matter what you’ve got to haul (your headphones and a book or laptop, perhaps?), this remarkably stylish leather messenger bag is going to serve you well for years to come.

If you ask me, I’d say this #OOTD does just about everything you could ask of it this season. It’s got versatility and multiple styling options available by way of the two top layers, like a stylish shirt jacket and one of the best men’s henleys for fall. You can wear the henley on its own and keep the shirt jacket handy in your extremely cool, stylish leather messenger bag, for example. And it’s all helped along by the perfect blend of form and function via Filson’s rugged work pants, which can be worn to do actual work as easily as they can be worn to grab fall weekend beers. As I always say, no fall ensemble is complete without the right pair of boots, like the classic moc toe boots shown above from my friends at Huckberry. It doesn’t get any better than boots that can be broken in over time, and the same can be said for your other EDC essentials, like your newfound, supremely stylish leather wallet for men, courtesy of Satchel & Page. Invest in the best and reap the rewards this fall. I’m also of the opinion that you’ve got to keep your accessories on point, and that means finishing this outfit off with the right combination of high and low: An investment-level leather watch, not to mention an eye-catching ballcap. You’re ready for anything between those two fan favorites. Where will this #OOTD take you? Be sure to let me know in the comments below. Stay stylish this fall! 


#OOTD: How to Wear Chinos for Men Right Now

Look, there are certain menswear essentials a guy just has to rely on nearly every single day. You’ve got to be able to count on certain building blocks of your wardrobe to come through in the clutch, be it casual days at the office, late summer weekend hangouts or really, anything in between. Enter my guide on how to wear chinos for men, and let’s specifically take a deeper dive into the “chinos” that aren’t exactly like the chinos you wore in days gone by (perhaps baggy and with pleats, right?). The pants in today’s #OOTD are the stellar Flint and Tinder 365 Pants, which are less like full-on chinos and more like a nice blend between your favorite pair of denim and dress pants. Think of this like a Flint and Tinder review, or else, a buying guide about how to look great when wearing chinos. It can be done, folks, and that’s especially true if you’re wearing them with other classics, like the best chukka boots for men.

Now, I’ve waxed poetic here on the blog about the best pants for men on the market, like the very pants you’re about to read about today. They’re a versatile cross between rugged and refined, ready for adventure (even if adventure just happens to be kicking back at a brewery patio). Plus, the Flint and Tinder 365 Pants can be mixed and matched to your heart’s content, whether you wear ’em with a T-shirt and a trucker jacket, or with a classic Oxford shirt. If your wardrobe feels a bit stale, then adding some utility and versatility via the Flint and Tinder 365 Pants is the way to go. Check out today’s #OOTD, then give me a follow on Twitter to tell me if it’s what you’re looking for these days.

  • The Chinos: Flint and Tinder 365 Pants, $98 — There really is a ton to love about the iconic Flint and Tinder 365 Pants, including the fact that they’re made with a blend of cotton and spandex for ease of movement. They’re also available in three fits, a wide range of sizes and plenty of colors for every style. Let’s go with classic Navy here.
  • The T-Shirt: Proof 72-Hour Merino Tee, $72 — Haven’t yet tried the perfect-fitting, moisture-wicking, endlessly versatile Proof 72-Hour Merino Tee? Now’s your chance, because this tee is polished enough to wear to the office (when layered the right way) and cool enough to wear to the bar.
  • The Casual Jacket: Relwen Windbreak Blazer, $261 — Here’s where you can customize your outfit when it comes to how to wear men’s chinos. This casual cotton blazer is ideal to wear for a laidback return to the office, but it’s rugged and laidback enough to work during off-duty gatherings, too.
  • The Chukka Boots: Red Wing Heritage Weekender Chukka Boots, $230 — A go-anywhere pair of rugged men’s chukka boots is exactly what this look needs. Like the Relwen blazer shown above, these have enough polish for a casual workplace and enough style points for happy hour.
  • The Watch: Shinola Monster Automatic, $1,450 — Here’s even more rugged versatility at play. This luxury dive watch is truly a “wear anywhere, wear with anything” kind of timepiece, and it could become your new everyday watch to wear into fall and winter.
  • The Socks: American Trench Retro Stripe Socks, $12.50 — No great #OOTD is complete without a pair of the best socks for men, the kind you can wear with anything (like rugged chukka boots and chinos).
  • The Everyday Carry: Filson Rugged Twill Tote, $195 — Look, no matter where you’re going, be it to the office or to a weekend getaway, you need a handy way to haul your gear. Enter this true everyday carry essential, one you’ll have for years to come.
  • The Sunglasses: Taylor Stitch Nelson Sunglasses, $298 — Believe you me, it’s more than worth investing in a pair of the coolest men’s sunglasses, especially if they come from Taylor Stitch. This collaboration pair, made with luxury eyewear brand Dom Vetro, is a sharp way to accessorize from summer into early fall.

It’s high time you geared up for the (eventual) end of summer and the start of early fall. How best to do that? By wearing classic menswear picks that actually work as well in September and October as they do right now. The key behind it all, naturally, has got to be the Flint and Tinder 365 Pants, which wear like jeans, look like chinos and perform stylishly no matter what. The comfortable, wear-with-anything Proof 72-Hour Merino Tee is your next move, because it’s wearable for days on end, it wicks away sweat and it looks mighty fine with a blazer (like the casual cotton blazer shown above) or something a little more rugged, like the classic Flint and Tinder Waxed Trucker Jacket (it’s also worth buying one of those right now, in preparation for fall). The only pair of shoes you need to lace up with this look would be durable, dependable chukka boots, which wear pretty nicely with the best socks for men (it helps that the socks are American-made, too).

Splurge just a little bit on a luxury dive watch you can team with looks dressy and casual. The same can be said for the truly versatile and hard-working Filson Rugged Twill Tote shown here. The final piece is a standout, instantly recognizable pair of the coolest men’s sunglasses, which are certainly more than worth the investment. At the end of the day, the best menswear is the kind that’s versatile, fairly priced and able to be worn anywhere. This #OOTD checks all the right boxes, I’d say. Happy shopping!

#OOTD: The Best Way to Wear Your Favorite Denim Jacket This Summer

The dog days of summer can present more than a few hurdles as far as wearing your favorite style essentials is concerned. For instance, what if you’ve been feeling like your daily dressing is getting a bit stale? My advice: Shake things up, add a summer-friendly and unexpected layer, and reap the rewards. Enter today’s #OOTD, featuring the best denim jacket for men on the market. How and why is it the best men’s denim jacket? I’m glad you asked, dear reader. It comes to you from the well-appointed digital shelves at Huckberry, and to get even more specific, it’s made by Flint and Tinder. That means it shares the same DNA as the famous Flint and Tinder Trucker Jacket, yet it’s just done up in a lightweight, summer-ready design these days. Think of this ensemble as another take on how to wear a lightweight jacket for summer, because it can definitely be done.

It’s unlined and made from indigo denim, so it should act more like a pair of light wash jeans (on your top half, that is) than the waxed cotton Flint and Tinder trucker jacket. This is a summer alternative to that same jacket, with all the cool style points you need for outdoor festivals, cool summer evenings and round after round of beers at your favorite brewery. It’ll work especially well with the new menswear essentials you’ll find throughout the rest of today’s #OOTD, including cool-as-can-be high-top sneakers, one of the best men’s leather belts, a covetable watch and much more. To keep it simple, the best men’s denim jacket is a proper and nearly perfect way to change up how you dress this summer. The rest of my guide is below – cheers!

  • The Denim Jacket: Flint and Tinder Denim Trucker Jacket, $128 — The rich indigo denim and midweight construction come together to make this a rugged denim jacket that wears nice and lightweight, not overly heavy. It’s as cool over an Oxford shirt as it is atop your favorite henley. Speaking of…
  • The Henley: Flint and Tinder Short-Sleeve Slub Henley, $78 — There’s nothing quite like teaming a rugged short-sleeve henley with an equally rugged denim jacket, is there? This Flint and Tinder henley looks great on its own or layered up.
  • The Pants: Flint and Tinder Lightweight Stretch Chinos, $96.98 — Get a pair of the best men’s chinos under $100 to really round out this outfit the proper way. This look is casual enough for the bar, cleaned up enough for a first date and ready for just about anything in between.
  • The High-Top Sneakers: Veja Nova High-Top Sneakers, $140 — Perfectly dependable, fairly priced and visually striking, these classic high-top sneakers are your new go-to pair for the rest of summer.
  • The Watch: Huckberry x Timex “Cola” Sport Watch, $189 — Add a pop of color to this easygoing-yet-rugged outfit by way of this stunning and affordably priced sport watch. Huckberry and Timex have made the perfect casual summer watch, to say the least.
  • The Belt: Billykirk No. 117 Mechanic’s Belt, $105 — No pair of the best chinos for men should go without having one of the best men’s leather belts alongside of it, right? It makes perfect sense, and Billykirk makes the belt you need now.
  • The Socks: Mack Weldon AIRKNITx Ankle Socks, $22 — Don’t overlook your socks just because it’s summer. These ankle socks from the maker of some of the best socks for men will wear very nicely with your classic high-top sneakers.
  • The Sunglasses: Maui Jim Castles Sunglasses, $300 — When your #OOTD revolves around a Flint and Tinder henley and a rugged denim jacket. it’s best to keep your accessories on-point. Luckily, these iconic aviator sunglasses are just what the (style) doctor ordered.
  • The Everyday Carry: Satchel and Page Counselor Bag, $525 — You’re upgrading your everyday carry in a major way with this exceptionally handsome, well-made and durable catch-all bag. It’s an heirloom leather bag you can use for work or play, and you’ll have it for years to come.

Does this #OOTD have what you need to shake up your summer style? I sure hope it does, because to me, all the proper pieces are there if you want innovative, fun seasonal style. It all starts, of course, with a can’t-miss, perfectly rugged denim jacket that’s just lightweight enough to be worn from day to night. Throw it on casually atop your Flint and Tinder henley, and you’ve got a look that’s ready for all your casual summer pursuits. Next up? A pair of the best men’s chinos under $100, just the right blend of affordability and style. Luckily for all of us, Huckberry and Timex have teamed up on a watch that’ll look great without breaking the bank. too. One of the best men’s leather belts from Billykirk is a must-buy, no matter the situation. And to keep you comfortably on your feet, you should step into a pair of some of the best socks for men before you lace up your Veja high-top sneakers. Top it all off with a pair of classic Maui Jim sunglasses, then grab an heirloom leather bag to haul your daily carry. You’ve just found your new favorite summer ensemble, so be sure to shop accordingly. Stay cool and stay stylish! 

#OOTD: What to Wear to the Beach for Guys This Summer

Who among us can pass up a trip to the beach these days? As heat waves roll across the country, it can be a nice respite to hit the surf and sand, especially as we roll into the dog days of summer. Enter today’s #OOTD, my ultimate guide on what to wear to the beach for guys this summer. We’re going much more laidback and casual than you might dress on a breezy summer weekday, so stow away one of your favorite lightweight jackets and keep things cool and easygoing. You’ll want to start your look with the basics, the fundamentals of truly getting dressed for the beach with style and utility in mind. That means going with some sustainable men’s swim trunks, specifically a pair with a throwback-inspired cut. They’re a change of pace from the everyday, and that’s not a bad thing at all.

Fear not: We’ve got plenty of the best new men’s gear along for the ride, including one of the best T-shirts for men, plus a durable and surprisingly stylish pair of dependable beach sandals, plus another crucial beach essential: Iconic and investment-worthy Steve McQueen Persol Sunglasses, which happen to have the approval of the style legend himself. These picks are going to serve you well for hours at the beach, and yet, you won’t miss a beat when you roll up to a beach bar. It helps that your United By Blue swim trunks even look a little bit like on-trend, stylish men’s shorts. Put it all together, and you’ve got the right look for a stellar day at the beach. Just be sure to pack up your Huckberry x Coors Banquet Cooler (more on that in a second) with the best beach beer for the occasion. Let’s hit the beach, folks. Cheers!

  • The Classic Swimwear: United By Blue Organic Throwback Board Shorts, $78 — What’s not to love about the sustainable men’s swim trunks on offer here from United By Blue? They’ve got a trim, throwback-inspired cut, distinctive detailing and on-point style. The brand also offers more classic boardshorts, too.
  • The Sunglasses: Steve McQueen Persol 714 Sunglasses, $480 via UNCRATE — Aside from your stylish swim trunks, a pair of the coolest sunglasses for men might be the one of the most important accessories to bring to the beach. Luckily, these Steve McQueen Persol Sunglasses, as sold by UNCRATE, fit the bill perfectly. Instantly iconic.
  • The T-Shirt: Wellen Hemp Tee, $36 — Just as important as your classic sunglasses has got to be the right T-shirt. This sustainable T-shirt is well-made, nicely priced and available in a range of versatile colorways, like the one shown here. Plus, it’s a bit more polished than a tank-top when you need a bit more coverage.
  • The Slip-On Shoes: Huckberry x Chaco Chillo “Agave” Sandals, $60 — I don’t often recommend stylish men’s sandals here on the blog, but when Huckberry and Chaco team up on functional, understated beach sandals, well, that’s as good as anything when it comes to what to wear to the beach this summer.
  • The Watch: Alsta Nautoscaph Superautomatic, $1,005 — Invest in one of the coolest watches for men on the market, and one that’s uniquely beach-ready (it’s a remastered version of the Nautoscaph Watch worn by Richard Dreyfuss in Jaws). It’s the perfect blend of style and functionality, folks.
  • The Hat: Seager Co. The Seager Boys Snapback, $30 — Wondering how to dress for the beach? Top things off with a vintage-inspired ballcap from Huckberry, the kind you can wear for years and plenty of beach trips to come.
  • The Cooler: Huckberry x Coors Banquet Cooler, $95 — Packing up for any beach trip is going to require one of the most durable, best coolers on the market. Huckberry and Coors Banquet have teamed up on a fittingly inspired, legendary partnership, so load up this cooler accordingly with your favorite beer.
  • The Bluetooth Speaker: DemerBox DB2 Waterproof Bluetooth Speaker, $349 — You’ve got your cooler loaded up with some of the best beer for summer, and all you need now are some of your favorite tunes played one of the most durable Bluetooth speakers for the beach. Don’t hit the surf and sand without it.

When you start off your beach look with a pair of the sustainable men’s swim trunks, you really can’t go wrong. With United By Blue, you’re getting both eco-conscious construction and an on-trend design, and things only get better from there as far as this #OOTD is concerned. Keep on building your look in breezy fashion with the iconic and seriously cool Steve McQueen Persol Sunglasses, as sold by UNCRATE — that pair is going to set you apart from the pack the right way. And a well-made, sustainable T-shirt is a perfectly breezy tee to wear to the beach, topped off in rugged, retro fashion with a vintage-inspired ballcap. The whole look gets even better and even more throwback-minded, if you can believe it, with one of the coolest watches for men, an instantly recognizable, investment-level watch that’ll turn heads in the best way possible.

Now that you’ve got those style staples down, including a pair of understated beach sandals, it’s time to load up one of the best coolers with perfectly crafted light lager for summer. Be sure not to forget a set of durable Bluetooth speakers to stream your favorite tunes all day long. The ideal beach day is well within reach, so use this #OOTD as your perfect guide as you plan out how to dress for the beach this summer. Once again, cheers to the season.

#OOTD: How to Wear a Lightweight Jacket This Summer

For as hot as temperatures have been at times across much of the country, there’s still a good chance that things will cool off eventually. When the time comes, today’s #OOTD looking at how to wear a lightweight jacket is going to prove mighty handy. The key, as ever, is assembling the right menswear essentials around your ever-crucial lightweight jacket. Be it when the sun goes down at a bonfire or when a coastal breeze picks up, you’re going to want a rugged-yet-easy-to-layer jacket like the Taylor Stitch HBT Jacket on your back. It’s the centerpiece of today’s ensemble, made with a washed organic cotton for a fit and feel that’s broken-in right out of the box. It also comes in a cool Washed Olive colorway, all the better to wear with plenty of rugged and casual style picks (like your new favorite lightweight boots, for instance). Better still, many of these gear picks are on sale right now through the Taylor Stitch Summer Sale.

On the road, the Taylor Stitch HBT Jacket is going to come through quite effectively, what with pockets for your EDC essentials and a fit that’s more than easy to wear with one of the best men’s T-shirts or a classic chambray shirt in equal measure. Throw in the fact that the Taylor Stitch HBT Jacket is on sale right now through July 4th at Taylor Stitch, and this winning ensemble is nearly complete for unexpectedly windy summer days. You can even layer up this classic, durable jacket come fall, but let’s focus on how to wear a lightweight jacket right now, and the rest should take care of itself. Happy shopping and cheers to summer, folks.

  • The Lightweight Jacket: Taylor Stitch HBT Jacket in Washed Olive, $117.98 (On Sale) — You really have struck gold as far as your new favorite jacket is concerned, seeing as this versatile number is discounted and absolutely perfect for summer layering.
  • The T-Shirt: Taylor Stitch Cotton Hemp Tee in Natural, $24.50 (On Sale) — We’ll keep it rolling with a true double-whammy of Taylor Stitch style essentials, including this rugged, sustainable tee — one of the best T-shirts for men, no doubt about it.
  • The Denim: Taylor Stitch Slim Jeans in Organic Selvage, $142.40 (On Sale) — The thing with the Taylor Stitch Summer Sale is that, well, it won’t be around for long, and these selvage jeans are a prime example of how quickly some of the best men’s denim will sell when it’s discounted.
  • The Summer Boots: HELM Boots Whalen Chocolate Suede Boots, $250 — Casual summer outings call for lightweight suede boots, like this pair from HELM Boots. Leave these at home if your pursuits are more outdoor-inclined, but for the rest of the time, these are your new favorite summer boots. Remember, you can also get 15 percent off and free shipping on your first pair of HELM boots.
  • The Socks: Mack Weldon Extended Cashmere Crew Socks, $68 — A pair of the best boots for men calls for some of the best men’s socks, correct? That’s absolutely right, and Mack Weldon is the perfect brand for the occasion.
  • The Hat: Filson Washed Low-Profile Cap, $45 — Throw on this laidback, casual men’s ballcap as an added layer against any strong breezes or coastal sun. Because it’s Filson, it’s one of the best ballcaps around.
  • The Sunglasses: Taylor Stitch Nelson Sunglasses, $298 — Now, these stylish men’s sunglasses aren’t on sale at the moment, but they’re very much worth the investment, because you’ll have these refined, unique shades for years and years to come. Wear them during a breezy day, then stow them in your Taylor Stitch HBT Jacket later.
  • The Everyday Carry: Filson Duffle Pack, $245 — Think of this like one of the best everyday bags a man can own. Wherever you might be headed, especially if you need space for provisions, the Filson Duffle Pack is the one you need on the daily.

That’s going to wrap up this rugged, versatile and adventure-minded #OOTD in fine form. It’s got all the proper parts to make your summer outing as comfortable and stylish as possible, from day to night. It starts with the right jacket to take you through the day, especially if the morning starts a little chilly — that’d be your new favorite jacket , a lightweight cotton number washed for comfort. The Taylor Stitch Cotton Hemp Tee is the kind of essential men’s T-shirt you can wear all on its own or, crucially, layered up later on in the day, too. Both of those picks are on sale right now through the Taylor Stitch Summer Sale, as is another critical component of this ensemble: A pair of the best men’s denim, and one that’s perfectly broken-in, at that. You’re also lacing up your new favorite summer boots with comfort and dependable style in mind — they’re the perfect boots to get you around town or out of the city, thanks to HELM Boots. What would those boots be without a pair of Mack Weldon socks, though? Not much, and that’s where those cashmere crew socks prove so useful. You’ve also got on-point, go-anywhere accessories on lock with one of the best ballcaps around via Filson, plus the remarkable Taylor Stitch Nelson Sunglasses. Load up all the gear you need in the reliable Filson Duffle Pack, and this summer-ready look is about as good as it gets. Stay cool and stylish out there, my friends.

#OOTD: How to Wear a Camp Collar Shirt This Summer

Want a new way to dress for summer? One that’s unexpected and yet pretty cool and unique? It all starts with finding one of the best camp collar shirts out there. Camp collar shirts first began appearing on runways once more a handful of years ago, and they’re now made by brands big and small, including the all-American style purveyors at Buck Mason. Think of it not so much as a trend more as a new American style staple, the kind that you can just as readily wear to the office now as you can to a summer BBQ. It might take some getting used to wearing a camp collar shirt as opposed to a polo or even a breezy Oxford shirt, but it’s a cool and somewhat bold style move worth making. It’ll turn heads in a good way, and it’s every bit as comfortable and lightweight as your favorite T-shirt, seriously. That’s especially true of the Buck Mason Camp Shirt we’ll be talking about today, which is about as classic a take on the style as it gets.

A cool camp collar shirt signals the feeling that summer is here, that the sun is shining and that cold beer and great times await. And if you want to go a bit more bold and wear your Buck Mason Camp Shirt underneath a blazer on a short, casual Friday at the office, then you can do that, too — it’s summer after all, and we’re all getting used to really dressing again in our own ways. If you want to wear it more casually, a la the #OOTD below, then I’d suggest you do that, too. The point is, the best camp collar shirt can do even more than you might think at first glance. That’s great news for your summer style.

Best way to wear a camp collar shirt

  • The Camp Collar Shirt: Buck Mason Breeze Linen Camp Shirt, $95 — Now, this shirt has been talked about before on the blog, but it’s worth revisiting. It’s a breezy and effortlessly cool summer style move.
  • The Pants: Faherty Brand Stretch Terry Pants, $148 — Keep the casual summer style vibes flowing with these comfortable stretch pants, which wear like chinos (perfect for the office) but feel like sweats (ideal for weekend hangs).
  • The Loafers: Astorflex Patnoflex Travel Loafers, $175 — We’re back once again to talk about a pair of the most stylish men’s loafers. These are made to travel easily and can work at the office, happy hour and anywhere in between.
  • The Belt: Billykirk No. 117 Mechanic’s Belt, $105 — Wearing a stylish leather belt might feel odd these days, but it’s an essential that you need in an #OOTD like this. Billykirk makes one of the best men’s belts, too.
  • The Watch: Shinola Runwell Automatic Watch, $1,095 — Splurge and treat yourself to one of the best leather dress watches for men. It’s just the right way to go as we re-enter the world.
  • The Sunglasses: Maui Jim Castles Sunglasses, $300 — If you haven’t thought about your accessories in a good while, why not go all out and pick up a pair of the best sunglasses for men to really drive home the cool, stylish nature of this #OOTD? I’m all about it, folks.
  • The Grooming Essential: MANTL Age Defense Moisturizer, $21.98 — Refresh your mug to head back out into the world with this hydrating daily moisturizer, my friends.
  • The Everyday Carry: Mission Workshop 500D Drift Tote, $265 — There’s a reason this versatile and rugged Mission Workshop tote keeps popping up on the blog, and that’s because it’s got the carrying capacity for whatever your day requires, from sun up to sun down.

Well, my friends. Are you ready for the rest of summer, and a stylish one, to boot? It’s all about shaking things up ever so slightly, be it packing up a Mission Workshop tote — instead of a backpack — or opting to wear your new Buck Mason Camp Shirt instead of a classic polo. The rest of these picks toe the line between the comfort we’re used to now (witness the comfortable stretch pants from Faherty Brand) and the cool style you need this summer (as in, some of the most stylish men’s loafers on the market). Add in other considerations, like a pair of the best sunglasses for men and a much-needed, stylish leather belt, and your accessories are top-notch, too. Finish it off with an essential men’s moisturizer, and I’d say you’ve just put together one of the coolest looks possible for whatever heads your way this season. Let me know your thoughts in the comments below, and stay stylish out there!

#OOTD: How to Wear a Blazer This Summer, The Right Way

Well, my friends. The time is upon us. Perhaps you’ve got a summer wedding to attend, or an outdoor soiree, or an evening of cocktails — or just a busy day at the office, packed with meetings. If you’re looking for an #OOTD that really can tackle all of those situations, my guide on how to wear a blazer can help you get the job done the right way. It’s all about finding one of the best summer jackets for men, and then making the rest of your look work for you. After all, it’s sweltering out there, but you still want to look crisp and put-together. That’s precisely where the ultra-lightweight Buck Mason Carry-On Jacket comes into play — it’s breezy, yet polished, and you can wear it with other similarly lightweight style essentials.

And those style essentials, my friends, are perfectly geared towards the heat of the season ahead. We’re talking a lightweight performance polo made with breathability in mind, plus a pair of the best chinos for men and it only gets better (and cooler) from there. No matter what the day throws at you, this #OOTD can help you get where you need to go and look great doing it. Let’s see what’s on the way, shall we?

Best way for men to wear a blazer this spring


  • The Blazer: Buck Mason Carry-On Jacket, $150 — This lightweight cotton jacket is a perfectly breezy summer blazer you can wear anywhere that calls for one of the best summer jackets for men.
  • The Polo: Rhoback Blue Sky Performance Polo, $79 — Reach for a moisture-wicking performance polo to stay cool and dry — in style — this summer. It’s one of the best polos to wear with a blazer, I declare.
  • The Chinos: Mott and Bow Charles Twill Chinos, $99 — The key with keeping this #OOTD polished and yet casual is a pair of the best chinos for men. You can wear these for whatever the weekend or work week calls for, from meetings to happy hour to that Friday getaway.
  • The Loafers: Astorflex Patnoflex Loafers, $185 — These refined leather loafers are as dressy and yet versatile as it gets. Wear them as often as possible this season.
  • The Watch: Shinola Runwell Automatic Watch, $1,095 — Splurge on this investment-level watch from Shinola, the kind you can wear to big-time meetings, summer weddings and refined cocktail hours aplenty.
  • The Sunglasses: Maui Jim Kawika Sunglasses, $300 — Here they are. Pick up your new favorite pair of sunglasses, then proceed to wear them with this blazer all summer long.
  • The Grooming Essential: The Art Of Shaving Peppermint Facial Scrub, $25 — Give your skin a lift and remove dirt & grime from your face all the while with this Art Of Shaving facial scrub. It’s a true men’s grooming essential to whip your mug into shape, whatever your day calls for.
  • The Everyday Carry: Bellroy A5 Work Folio, $199 — If the scenario in question is more casual, leave this leather folio at home. But if you’re putting this #OOTD to good use throughout a busy work day, well, you’re in luck — it’s an everyday carry essential you really do need.

Alright, if you’re feeling a bit more ready to face the world in style now this season, you’re assuredly not alone. It all starts out with one of the best summer jackets for men, the proper way to stay cool and breezy while looking great. Throw on that jacket over a stylish performance polo, and then pair that reliably lightweight combo with a pair of the best chinos for men. It all gets even better when you step out with a proper pair of shoes: The Astorflex Patnoflex Loafers really drive home the excellent, easygoing-yet-sharp style of this summer #OOTD.

I’m also a big fan of the right accessories, including your new favorite pair of sunglasses and an investment-level watch from Shinola.  It all sounds pretty great, does it not? Get your face in shape for big meetings and outdoor weddings with a premium Art Of Shaving facial scrub, and then outfit your EDC properly with a true everyday carry essential from Bellroy. What do you think of this #OOTD? Let me know in the comments below — happy shopping! 

#OOTD: The Best Way to Wear Shorts for Men This Summer

It’s time to let your legs get some sun, folks, courtesy of the best shorts for men this season. Past #OOTD entries have gone a bit more rugged, but no less casual and cool, like how to wear chukka boots this summer. Others have even shown you how to wear lightweight chinos — as in, this guide on how to wear a henley for men. But with all that being said, we’re lightening things up and going even more casual and laidback than that. Consider this the first of many posts on how to wear shorts for men this summer — and not just any shorts, but the best men’s shorts. They’re comin’ at ya, naturally, from Huckberry. Would you expect anything else? I certainly hope not. We’re wearing ’em here (or rather, I’m recommending that you wear these shorts this way in the future) with  other rugged, easygoing basics.

That makes this the kind of #OOTD fit for summer’s most lofty pursuits or its most basic, whatever that means for you. To me, it means record shopping and brewery hopping, cold beer in hand all the while (or at least, after I’ve got my records in hand). If you already know what the majority of your summer entails, and if it involves fun in the sun — which I guarantee it does — then my guide on how to wear shorts for summer should prove mighty handy. I won’t keep you here any longer, though. All the shopping tips you need for the best men’s shorts can be found below.

Best way to wear shorts for men

  • The Shorts: Flint and Tinder 365 Shorts, $64 — I’ve talked plenty about the Flint and Tinder 365 Shorts, which come in both a 7-inch and a 9-inch inseam (think longer if you’re taller). Fact of the matter is, they’re the best shorts for men if you want effective, quality style.
  • The Shirt: Wellen Hemp-Cotton Buttondown, $68 — Get yourself one of the most stylish sustainable shirts out there, with a neat pattern and breezy, eco-conscious fabric.
  • The Light Jacket: Taylor Stitch Park Bomber, $228 — Now, it might be not cold enough on a typical day for this Taylor Stitch bomber jacket. But if it gets breezy or rainy, or even chilly when the sun goes down, you’ll want this retro bomber on your back.
  • The Sneakers: Taylor Stitch x SeaVees Vista Sneakers, $88 — Consider this your recommendation to pre-fund this stylish sneakers right now, and then keep this full #OOTD around for inspiration this summer.
  • The Socks: Proof 72-Hour Merino No-Show Socks, $28 — Those Taylor Stitch x SeaVees sneakers are going to need the best no-show socks around to keep ’em versatile and stylish — these are the pair to buy.
  • The Watch: Alsta Nautoscaph Superautomatic, $1,005 — This isn’t the first time I’ve recommended this heirloom sport watch, and it won’t be the last. It’s an incredible way to add character and functional style to this #OOTD.
  • The Sunglasses: Maui Jim Cruzem Sunglasses, $250 — How about these shades? The best pair of sunglasses for men are an absolute essential. Don’t leave home without them, to say the very least.
  • The Everyday Carry: Filson Rugged Twill Original Brief, $325 — I can’t help but recommend a rugged Filson bag (one that’s also aptly named!) for your daily adventures this summer, anywhere you happen to go.

Are these tips helpful when it comes to how to wear shorts this summer? The key starts, first and foremost, with finding the best shorts for the occasion — in this case, a pair of shorts like the Flint and Tinder 365 Shorts, in an agreeable inseam and a classic color. They’re an ideal pairing with a piece that’s also an upgrade to your typical tee — one of the most stylish sustainable shirts ought to get the job done for breezy weekend style. Things don’t let up from there, though. Your Taylor Stitch bomber jacket is going to offer up lightweight comfort and necessary protection from the elements, all the while looking just great.

No #OOTD is complete without a pair of the best sneakers for men in the summer months, so your new Taylor Stitch x SeaVees sneakers are primed and ready for the occasion. Add in an heirloom sport watch, one that’s highly splurge-worthy, and you’ve just given this look a major shot in the arm. And while it might have been some time since you’ve worn Maui Jim sunglasses, why not give this ever-reliable brand a try once more? They look great to me, that much I know. Wrap it all up — and get from point A to point B — with a rugged Filson bag, the kind you’ll have for years and years to come. No matter where this #OOTD takes you, it’s going to take you there in style. See you out there, my friends.

#OOTD: How to Wear a Henley for Men This Summer

Folks, the time to really start dressin’ for summer is here, and I’ve got just the ensemble you need now. Past #OOTD entries have covered a little bit of everything as far as rugged gear is concerned, from how to wear chukka boots this summer to how to layer a shirt jacket, and we’re going to keep that theme going with my guide on how to wear a henley this summer. It might seem simple on the surface, but we’ve got one of the coolest suede jackets along for the ride for some lightweight layering, plus your favorite pair of new chinos and much more. Think of it like the ideal #OOTD to wear when the occasion calls for classic, rugged style — perhaps a casual night out with “the guys,” as they say, or a long-awaited reunion with family and friends. When you want to channel laidback, casual cool, I think these style essentials are going to work perfectly.

Oh, and that’s not all we’ve got. I’m also including one of the best beers for summer from Brooklyn’s Threes Brewing, the kind that you can bring along to that backyard or patio hang — Threes delivers to more than 20 states, and you can use the code BEAU10 to get 10 percent off your order. So, to recap: Fresh summer beer, a rugged henley and much more. What’s not to love about that, right? Cheers to the season ahead, folks.

How to wear a henley for summer

  • The Henley: PAIGE Denim Harwood Henley, $89 — This cool, rugged #OOTD starts off the right way with an equally cool, rugged henley from PAIGE Denim. Call it one of the best men’s henleys around.
  • The Jacket: Taylor Stitch Wyatt Jacket, $998 — Here’s the aforementioned stylish suede jacket, a perfect lightweight leather jacket for when the days get breezy or the sun goes down.
  • The Chinos: Flint and Tinder Lightweight Stretch Chinos, $96.98 — The key here is that these lightweight chinos are cool-as-can-be, with plenty of polished style going for ’em. They’re your new favorite summer pants.
  • The Chukka Boots: Rhodes Footwear Tyler Chukka Boots, $175 — Head back to Huckberry to get a pair of the best men’s chukka boots on the market, with durable style for days and days on end.
  • The Socks: Mack Weldon Extended Cashmere Crew Socks, $68 — Splurge on your feet this summer with a pair of lightweight, comfortable, stylish cashmere socks. Mack Weldon won’t let you down.
  • The Watch: Handley Watches Muse Watch, $230 — If you follow me on Instagram, you’ve surely seen me raving about the rugged appeal of Handley Watches. This stylish rubber-strap watch is casual, durable and yet perfectly stylish alongside this #OOTD.
  • The Everyday Carry: Filson Dryden Ballistic Nylon Brief, $175 — No matter where your summer takes you, this rugged Filson Dryden Brief is a stone-cold, super-effective everyday carry essential.
  • The Summer Beer: Threes Brewing Vliet Pilsner, $16 (Four-Pack) — When you show up to that BBQ or backyard hang, bring a fresh craft beer everyone will enjoy: The Threes Brewing Vliet Pilsner is one of my favorite beers for everyday sipping, and it’s even better that you can stock up on multiple four-packs using the code BEAU10 for 10 percent off your order of $50 or more online. Cheers to that, folks!

Are you all the more ready for summer now with this versatile #OOTD? I know I sure am, and I couldn’t be more excited about all the stylish potential this ensemble has, starting right from the get-go with rugged henley from PAIGE Denim. To me, that henley pairs up absolutely perfectly with that lightweight leather jacket from Taylor Stitch, and it gets even better when you throw on a pair of lightweight chinos to cement the casual cool and polish of this look. Keep your footwear on point with a pair of the best men’s chukka boots, which just so happen to be priced quite nicely at under $200.

You’re also keeping your summer style on point in lightweight fashion with a pair of stylish cashmere socks from Mack Weldon, the kind that won’t cause your feet to overheat. And your accessories are also going to get the job done in style, including a stylish rubber-strap watch from your new favorite watch brand, Virginia-based Handley Watches. To wrap it all up, haul your daily carry with the Filson Dryden Brief, then be sure to stock up on plenty of the best beer for summer from Threes Brewing (and remember: You can and should use the code BEAU10 for 10 percent off your order of $50). It’s all coming together, folks. Cheers!