There’s a lot that you can do with a pair of dependable, stylish and classic chukka boots — if you read The Style Guide, surely you know this. Or at least, I hope this here blog has been helpful enough. If you still feel like I’ve been slacking (which is entirely possible!), then today’s new #OOTD is here to, well, pick up the slack. We’re talking how to style your new favorite pair of chukka boots. Perhaps though, these rugged chukka boots — and Astorflex, the brand that makes ’em — aren’t new to you at all. In any case, they’re recently restocked, they’re made from sustainable materials in a classic silhouette, and they’re more than ready to pair up with the gear we’ve got in store for you today. The below outfit is one that just … works. From a casual weekend day of coffee and museum-hopping or a productive day at the office, we’ve got building blocks that’ll stand the test of time, from slim navy chinos to a durable spring jacket to a classic Oxford shirt. Oh, and those chukka boots. Let’s dig into the specifics more, shall we? Read on below.
The Boots: Astorflex Greenflex Rough Boots in Sand, $155 — You know Astorflex for their commitment to craftsmanship and sustainability — no better brand from which to buy essential chukka boots, ehh?
The Shirt: Taylor Stitch The Jack in Blue Everyday Oxford, $98 –Is there a shirt easier to style than a truly timeless Taylor Stitch Oxford shirt? I’d wager perhaps not.
The Chinos: CIVIC Frank Chinos, $128 — The partner brand of Taylor Stitch has set its focus squarely on sustainable fabric, tried-and-true designs and neutral, easy-to-style colors — you can find all of that in the CIVIC Frank Chinos.
The Socks: Anonymous-ism Silk and Cotton Socks, $15 — You could certainly wear crew socks with this ensemble, but what say we roll up the CIVIC Frank Chinos and pair ’em with these well-made Anonymous-ism socks?
The Belt: Beltology Radius Woven Belt in Olive, $60 — Because the small details count, a textured casual belt is going to add just enough visual interest to this outfit.
The Boxer Briefs: CIVIC Merino Boxers in Heather Grey, $55 — CIVIC can even do merino boxers quite well — these are a recent offering from a brand that’s got everything taken care of for you.
The Watch: Nezumi Studios Bailene Watch, $500 — The handsome and crisply designed Nezumi Studios Bailene Watch toes the tricky line between dressy and casual — quite nicely, at that.
As we’ve mentioned before, it really doesn’t get better on the footwear front — at least in terms of transitional spring style — than a pair of essential chukka boots that work for situations in the office and on the weekend. Style these durable boots with the right picks, including the highly versatile CIVIC Frank Chinos and that unbeatable Taylor Stitch Oxford shirt, and you’ve got a look that’s hard to top. Seriously, even just those three pieces can take you to brunch, the bar, a business trip … you name it, they’ll do it. The small details are also going to aid you in terms of comfort and performance — take merino boxers from CIVIC, for instance. And on your wrist? The Nezumi Studios Bailene Watch is as sharp a new timepiece as you’re liable to find around these parts. You also really can’t go wrong with Anonymous-ism socks for a bit of spring-friendly style. To top it all off, you best throw on the durable, weather-ready Relwen Sailcloth Tanker — it doesn’t get better than that, it just doesn’t. So, where will this #OOTD take you? Are there any pieces you’d add or subtract? Let me know in the comments below!