#OOTD: A New Way to Take on Casual Winter Layering

We always love talking new and fun — well, hopefully fun — ways to wear your favorite men’s style essentials here on The Style Guide. In the case of today’s #OOTD,  that means taking pieces you’ve got in your wardrobe and mashing them up in a way that’s laidback, rugged and nearly ready for anything. We’ve talked consistently about pairing up pieces that you love with, well, other pieces that you love — it can make even the most seemingly basic outfits that much more fun to wear. As ever, using basic building blocks together in just one ensemble results in an outfit that’s weekend-friendly or ready to take on a casual final day of the week at the office — that’s exactly the direction you need to go when stuck in the winter style doldrums. We’re pushing through and nearly into March, so relief is in sight … and ideally, you won’t have to reinvent new ways to wear your favorite flannel shirt so often. At any rate, I think you’re going to like what’s on tap here, from a rugged slub henley to perfectly faded denim and tough leather chukka boots. Feel free to weigh in on the below #OOTD in the comments or via Twitter. To check out what I’m wearing, you can also head to my Instagram. For now, thanks for reading!

The perfect combo of tough and transitional layers.

The Jacket: Bridge and Burn Fraser Waxed Canvas Jacket, $215 –Take a weather-ready canvas jacket out for a spin to kick this outfit off — we sure do love the Fraser Waxed Canvas Jacket here on the blog.

The Shirt: Taylor Stitch Crater Flannel Shirt in Navy Plaid, $128 — Here’s your new favorite flannel shirt, as we mentioned before — the Taylor Stitch Crater Shirt combines a cool pattern and tough fabrication.

The Henley: Grayers Todd Slub Henley in Navy Heather, $65Grayers has a penchant for using excellent fabrics to make men’s style staples, like the Todd Slub Henley.

The Denim: Flint and Tinder One-Year Wash Jeans in Slim, $128 — When you reaching for laidback, rugged pieces like a stylish flannel shirt and a waxed canvas jacket, expertly faded jeans from Flint and Tinder are entirely acceptable (and recommended).

The Chukka Boots: Red Wing Heritage Weekender Chukka, $230 — Casual leather chukka boots are a perfect complement to this outfit — grab the Red Wing Heritage Weekender Chukka and go.

The Socks: American Trench Slub Crew Socks in Charcoal, $19.50 — With rugged leather chukka boots in the mix, stylish slub crew socks — especially American-made socks — are a worthy style move.

The Watch: Nezumi Studios Bailene Watch, $500Nezumi Studios is a new addition to the Huckberry roster, and a worthwhile purchase at that. The Bailene Watch is just the right balance between rugged and casual.

The Beanie: American Trench Ribbed Beanie in Charcoal, $110 — You’re going to need to top off your outfit the right way — with a durable beanie cap to help you fight winter’s chill.

That’s it, there’s your newest winter #OOTD! It comes down to using rugged-yet-casual and versatile pieces, like the Taylor Stitch Crater Shirt, paired up with similarly laidback essentials. Layering with the Todd Slub Henley adds both visual interest and warmth, while the Red Wing Heritage Weekender Chukka offers durability and plenty of tough style points on the footwear front. You’re getting similarly rugged layering potential on the outerwear front with the Fraser Waxed Canvas Jacket, while the American Trench Ribbed Beanie will also keep you warm during a chilly winter day.  And you’re going to need to step out with a stylish watch on your wrist, whether you’re heading to the coffee shop or your favorite brewpub — the Bailene Watch blends throwback style with tough durability. Plus, American-made socks are the new accessory move you didn’t know you needed (or perhaps you did?). Last but not least, we sure do love the Flint and Tinder denim on tap here. I’d love to see if you’d style these pieces together, or break ’em up and wear ’em separately — let me know in the comments below! As always, thanks for reading!


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