The Thursday Buy: Shop Huckberry’s Annual Pappy Van Winkle Giveaway Right Now For a Chance at $12K (And Rare Bourbon)

Huckberry Pappy Day 2024.

My friends, the time is now upon us once more. Or rather, if this caught you off guard, it’s time to hit the pause button and head over to Huckberry to shop a deal that only comes around once a year: The famed retailer is giving you (yes, you!… and me!) a shot at some serious cash and some ultra-serious bourbon.

Pappy Van Winkle Family Reserve Bourbon.

The maker of your favorite trucker jacket, the perfect pair of jeans and some of the best men’s boots on the market (among many other things, naturally) is bringing back its 11th Annual Pappy Day, a heck of a deal for lovers of rugged fall fashion and some of the best whiskey on the planet.

Here’s the deal: Now through September 26th, spend $75 on any U.S. order of the best menswear and gear from Huckberry, and get entered to win $12K in cash and a bottle of the covetable Pappy Van Winkle Family Reserve 20 Year.

How’s that for a standout deal on your new favorite fall menswear (and your new favorite bourbon)!? If you ask me, not much more needs to be said today, although might I recommend picking up a pair of the best men’s Chelsea boots or the iconic Flint and Tinder Waxed Trucker Jacket?

Here’s wishing you all the best of luck, the best of shopping some new seasonal style favorites, and hopefully, a toast with the best bourbon on the market. We’ll see you all tomorrow, my friends — now, start that shopping spree.

The Thursday Buy: These Faherty Brand Stretch Five-Pocket Pants are as Versatile As It Gets

Best five-pocket pants for men.

A reliable twist on the classics is sometimes a welcome change of pace, especially as you look for menswear essentials to carry you from late summer into early fall. I can hardly think of a better option for the days ahead than the Faherty Brand Stretch Terry Pants, a fresh take on the five-pocket pant that manages to be more dressy than your favorite jeans, and yet more laidback than chinos.

They’re the best of both worlds, as you’ll often find with Faherty Brand (sold reliably by my friends at Huckberry, of course).

The company specializes in ultra-soft, expertly crafted flannel shirts and Oxford shirting, not to mention classic T-shirts, shorts and hoodies — all with coastal flair and most featuring soft garment-dyed or washed finishes for a casually cool touch.

The Faherty Stretch Terry Five-Pocket Pants get all the details right, from metal rivet-reinforced pockets to a classic slim-straight leg cut that wears well with rugged leather boots or crisp leather sneakers (look for earth tones in both pants and footwear to really drive home that early fall aesthetic.

The stretch fabric (a terry cotton, for good measure) should feel comfortable no matter what, and in my experience, I’ve found that Faherty Brand pants and chinos hold their shape and durability over time.

It helps that your new favorite pants are also available in a wide range of colors to suit every taste and style, and waist sizes in some colors run up to size 42. So, you’ve got effortlessly versatile pants made from durable fabric, featuring rugged-yet-refined appeal for early fall pursuits more casual (brewery beers, anyone?) and more crisp (a day at the office). Sounds like these are a surefire winner in any season, but especially right now.

The Thursday Buy: These Sebago Leather Loafers are A Timeless Style Classic

Best leather loafers for men.

We talk often here on this Brooklyn men’s style blog about the classics, about the best menswear essentials and standing the test of time. And from their relatively preppy roots to their place in the modern-day menswear pantheon, the best leather loafers for men simply deliver the perfect blend of effortless cool and versatility, one that knocks it out of the park in nearly every way possible.

Of course, the Sebago Dan Loafers fit the bill handsomely in that regard, and it’s even better news that you can score a pair for yourself now at Huckberry. How about that, my friends?

As the famed retailer (a personal favorite and a trusted brand for men) says, these loafers are “a direct descendant of the brand’s first model (and named after one of the brand’s founders),” and that sort of heritage and style simply works quite well, in my book.

The Sebago Dan Loafers are as crisp when paired with cuffed light wash denim as they are with some of the best chinos for men, and it doesn’t hurt that they come in a rich leather at a fairly affordable price ($250, for everyone keeping score at home).

For the rest of summer’s dog days, and then some, opt for an eternally cool pair of stylish leather loafers from a brand (and a retailer) you can assuredly trust. The classics remain the classics for a reason, and some of the best leather loafers for men certainly fit the bill.

The Thursday Buy: This Wellen Short-Sleeve Shirt is the Perfect Way to Beat the Heat in Style

Best short-sleeve buttondown shirt for men.

At this point in the summer, even the best rotation of warm-weather style essentials might feel a little tired or stale. And yet, Huckberry begs you to consider the opposite: What if there were actually more ways than ever to beat the heat in style, beyond just resorting to a simple lightweight T-shirt?

And the best way, in my experience, to meet that mission just might be opting for a stylish short-sleeve shirt, the kind we’ve talked about frequently here in the past few weeks. And if that shirt happens to hail from the Wellen collection of sustainable menswear, as today’s pick does, that’s all the better.

We previously talked about a Wellen lightweight performance shirt here on the blog, and the latest and greatest from Huckberry‘s eco-conscious, stylish in-house line doubles down on that same focus quite nicely.

Wellen menswear review.

The Wellen Easy Slub Short-Sleeve Shirt hits all the right marks as far as the best men’s short-sleeve shirts are concerned, at least in my experience with Huckberry. I’ve found the fact that Wellen uses organic cotton to be a nice touch in terms of comfort and sustainability, as happens to be the case with the Wellen Easy Slub Short-Sleeve Shirt.

This handsome men’s buttondown shirt comes in a trio of colors elevated by an engaging dot print, and the shirt itself is space-dyed for further softness — an even more breezy touch in the summer heat.

The Wellen Easy Slub Short-Sleeve Shirt (which could just be your new favorite short-sleeve shirt) comes with crisp details that make it easy to dress up ever so slightly — say, with a pair of Huckberry’s Flint and Tinder 365 Pants — like a non-buttondown collar. A button chest pocket adds a touch of visual appeal while also acting as a handy storage space for your favorite sunglasses as the sun sets on a summer BBQ.

And your color choices for the Wellen Easy Slub Short-Sleeve Shirt are versatile and eye-catching — a nice summer refresh at a time when it’s simply too dang hot out. To shake up your summer style rotation, seek out one of the best men’s short-sleeve shirts — one from Huckberry and Wellen, of course. Cheers to summer and seasonal style, my friends.

The Thursday Buy: This Buck Mason Polo Belongs In Your Summer Style Rotation Right Now

Best summer polo for men.

Improving upon a classic can be tough sometimes, especially if it’s a true summer style staple like one of the best polos for men. But revamping the classics is the name of the game for Buck Mason, as you very well know if you read the blog frequently. And it certainly holds true with a classically cut polo updated with modern, ultra-soft fabric, as is the case with the Buck Mason Sueded Cotton Polo.

In my experience, finding wardrobe workhorse pieces comes down to selecting the proper fabric and fit – and with one of the best men’s polos, the right option feels as comfortable as a T-shirt, just with more polish. The key with the Buck Mason Sueded Cotton Polo is the use of a cotton jersey that’s been garment-dyed for the ultimate in comfort — that same treatment holds true across a range of stylish, essential colors, too.

Buck Mason men's polos.

While some polos for men might feel too stuffy or preppy at times, the Buck Mason Sueded Cotton Polo is practically the opposite of that: It’s as comfortable as Buck Mason’s USA-made T-shirts, yet with the crisp look of a wear-with-practically-anything two-button polo. It also boasts a two-button placket for a look that’s just a bit more laidback than a three or four-button placket — again, the wearability of a T-shirt, yet with the casually cool polish of a polo.

Buck Mason men's polo review.

Helpfully, the Buck Mason Sueded Cotton Polo features a flattering slim fit and comes in Buck Mason’s range of versatile, dusty colors, from Faded Black to Dusty Olive. And because of its logo-free look and straight hem, it looks as at home with a pair of your favorite chinos or chino shorts as it does with Buck Mason men’s jeans (to name but a few combinations).

The Buck Mason Sueded Cotton Polo is a polo you don’t have to think too hard about wearing, and you certainly don’t need to worry about it looking great — that’s a guarantee, and in my experience, Buck Mason delivers authenticity and good looks in every stitch.

The Thursday Buy: The Filson Outlet Summer Sale Offers Deals on the Best Rugged Menswear for the Season (and Beyond)

Filson men's gear review.

If you’ve been keeping up with the blog on the regular, you’re well aware that the quest for a truly great deal never really stops, at least when it comes to the best gear for men. And as the thermostat climbs and the quest for adventure (or at least, an icy cold watering hole) beckons, there’s one place I like to turn towards in my search for the best rugged gear for men.

If you guessed Pacific Northwest heritage outfitter Filson, you’d be correct, and there’s an even better reason to shop the famed gear company this very week: We’re in the midst of the Filson Summer Outlet Sale, which offers up to 50 percent off the best menswear and gear across the board. It’s the sort of sale that doesn’t come around very often, which is an even better reason to peruse the company’s offerings.

In my experience, Filson gear is made to a bit of everything, from day hikes to park strolls to weekend getaways upstate and beyond. That goes for something as essential as the Filson Lightweight Alaskan Guide Shirt to something a bit more rough-and-tumble, like the rugged Filson Granite Mountain Shorts.

There are dozens upon dozens of the best men’s gear picks available that’ll come in handy right now, from waxed canvas bags to lightweight shorts, and there are also picks from the Filson Summer Outlet Sale that you can put to great use in the months ahead, like flannel shirts and hard-wearing denim.

Any way you slice it, there’s no bad way to shop Filson’s latest and greatest sale. Let me know what you end up scoring in the comments below, and here’s to summer, my friends.

The Thursday Buy: These Astorflex Loafers are a Refined Summer Style Move

At a certain point in the summer, it’s a wise bet to switch up your trusty seasonal style essentials ever so slightly in favor of a change of pace. For instance, instead of lacing up yet another pair of stylish men’s dress shoes, perhaps consider reaching for the refined loafer, or rather, a pair of the best loafers for men. particularly a pair stocked and sold by your friends at Huckberry.

That’s the name of the game in today’s Thursday Buy, where the Astorflex Patnoflex Travel Loafers stake their claim as a versatile, comfortable, elegant and yet rogue-ish addition to your footwear rotation (and your rotation of the best summer style essentials, for that matter).

Astorflex men's loafers review.

Cut in a more sleek manner than a penny loafer and boasting the streamlined appeal of a traditional pair of dress shoes, your new favorite pair of loafers hail from the family-owned factory confines of Astorflex, a brand that’s part of a strong array of Huckberry Exclusives — offerings you can only find through your favorite retailer, of course.

Perhaps you recognize Astorflex for making some of the very best chukka boots for men, but that’s only the tip of the iceberg. And when it comes to the Astorflex Patnoflex Travel Loafers, they carry on that same lineage of comfort and quality in spades. They boast a soft leather upper, available in rich earth tones that match nicely with everything from cream-colored linen trousers to light wash jeans.

The Astorflex Patnoflex Travel Loafers are unlined for easy-on, easy-off comfort and a lightweight look and feel — this also makes them quite useful as you pack up to travel to a summer wedding or seasonal getaway.

The Astorflex Patnoflex Travel Loafers also feature a strong rubber heel for grip and support, the outsole itself is rubber — chalk up another one in terms of comfort and long-lasting wearability. For a change of pace this season (and a stylish change of pace is an understatement), the Astorflex Patnoflex Travel Loafers deliver versatility, variety and yes, comfort. Sounds like your new go-to pair of summer dress shoes have arrived.

The Thursday Buy: This Relwen Polo is a Modern Summer Classic for Any Occasion

Best summer polo for men.

There are times, in my experience, when it’s ideal, and even preferred, to look for an updated take on a classic. For instance, a fresh take on one of the best men’s polo shirts, already a seasonal style essential.

And yet, how could the trusty, preppy, stylish polo get even better? The answer is an easy one: When it’s made by the good folks at Relwen, a personal favorite brand of mine and a tried-and-true retailer as sold by Huckberry.

The Ohio company has a healthy appreciation for menswear staples, be it some of the best chinos for men, a sturdy T-shirt or the fresh-as-can-be Relwen Jersey Stripe Polo. It’s a new take on the style you know and love, with a spin that only Huckberry and Relwen can put on it.

Cotton jersey fabric makes the difference, while the crisp, stylish striped design (one of three variations available) gives this handsome polo a dash of all-time good looks. Better still is the fact that the Relwen Jersey Stripe Polo, your new favorite polo, is inspired by heritage designs and boasts an extended, dressy-yet-versatile placket — think of it like an updated version of the classic golf polo worn by Arnold Palmer, for instance.

Relwen menswear review.

Helpfully, this refined-yet-ever-so-slightly-rugged polo features smart details like a chest patch pocket for your sunglasses, not to mention durable horizontal buttonholes for long-lasting quality. The Relwen Jersey Stripe Polo is also garment-washed for added softness, while the fit should prove tailored and yet flattering — at least, that’s the case in my personal experience with Relwen polos at Huckberry.

A fresh take on the classics can be hard to come by, but when you stumble across one, it’s worth considering. And the next time you want a smart, sharp upgrade to a favorite you know and love, consider snagging one of the best polos for men from Relwen and Huckberry — it’s a wardrobe upgrade you won’t soon forget.

The Thursday Buy: Buck Mason Is Now Making the Perfect Swim Trunks for Summer

Buck Mason swim trunks.

In my experience, when you find a brand making menswear essentials you know and love, it’s a wise move to venture back to that brand when they seem to *swim* into a new category: In the case of my friends at Buck Mason, that means Buck Mason swim trunks could quickly become a go-to favorite.

The recently introduced category brings the iconic modern menswear retailer’s emphasis on the classics to the forefront, and in a major way. The best men’s swim trunks are now being crafted by the Los Angeles-based brand, and they’re here not a moment too soon in the summer heat.

The Buck Mason Diver Cloth Swim Shorts are as timeless as it gets in every way possible, starting with the fabrication and fit. Unlike baggy cargo swim shorts of days gone by, these stylish men’s swim trunks boast a tailored cut and a shorter inseam — not to mention hard-wearing recycled nylon construction.

These swim shorts are also lined with nylon for support and comfort, but it’s the retro-leaning design (including a front-buttoned pocket) that drives home the proper blend of form and function.

Whether in a sharp Olive Drab or a crisp, darker shade, the Buck Mason Diver Cloth Swim Shorts are as essential as one of your favorite T-shirts from the famed brand. In my experience, they make a worthwhile addition to your next summer beach packing list (and then some).

The Thursday Buy: Bring this Rugged Waxed Brief from Satchel & Page on Your Next Summer Getaway

The next time you pack up to hit the road this summer, take stock of, well, the bag you’re actually packing up. Has your briefcase or messenger bag seen better days? If that’s the case, there’s a rugged, stylish solution closer at hand than you might think: My friends at Satchel & Page deliver the goods in versatile fashion, and with heritage quality sewn in every step.

And that, folks, is what makes a stylish messenger bag worthy of a spot in your rotation as you cruise through TSA, hop on a train or load up your car. In my experience, Satchel & Page bags punch above their weight in terms of quality, durable design and stylish looks, and then some. And the Satchel & Page Aviator Brief has proven a personal favorite in more ways than one, with military-inspired looks and hard-wearing materials like a handsome green waxed canvas.

The Satchel & Page Aviator Brief boasts handsome Italian leather that’ll develop a rich patina over time, with full-grain construction and a distinct vegetable tanning process for beautiful results (trust me: I’ve tried multiple Satchel & Page bags over the years). An eye-catching leather strap also attaches it easily to your trusted carry-on bag for on-the-go access.

As far as durability is concerned, the Satchel & Page Aviator Brief also should hold up well to repeat wear and tear, especially that waxed canvas. Solid copper rivets and antique brass hardware further bolster that durability, and it doesn’t hurt that that hardware looks plenty stylish in its own right.

This brief checks all the right boxes as far as I’m concerned, from handsome good looks to real-world utility, and the Satchel & Page Aviator Brief is more than deserving of a spot in your summer packing rotation.