#OOTD: The Best Way to Wear Sneakers This Fall (And Beyond)

So, how do you build your outfits? Do you start from the ground up or the top down? If you’re the kind of guy who likes to work with men’s style essentials to build an outfit around, say, stylish retro sneakers, then today’s #OOTD is just the one you need. We’ve talked about how to wear high-top sneakers, and we’ve talked about how to dress for a casual fall weekend, and this ensemble merges those two themes quite nicely.  It all starts with the Reproduction of Found German Army Trainers, as authentic and cool a pair of sneakers as you’re apt to find out there.  They lend a distinguished, eye-catching vibe to this outfit, which features all the building blocks you need for weekend brunch, a day of shopping or a stroll through your favorite park — potentially blended into one heck of a day, right? We’re also going with the perfect pair of jeans, plus a rugged shirt jacket, to complement these distinctive sneakers. This outfit is full of seriously cool positives, one of ’em being that you can wear this look … just about anywhere this fall. It’s cool, it’s rugged, it’s laidback, and it gives you plenty of comfort and style, all at once. Again, even if you’re not a sneakerhead, it still pays off to have a stylish pair of sneakers in your fall and winter wardrobe, and the Reproduction of Found German Army Trainers fit the bill. So, what do ya say? I say we dive into this #OOTD, packed with fall style essentials. Thanks for reading!

Start with classic, cool sneakers, then go from there.

  • The Classic Sneakers: Reproduction of Found German Military Trainers, $230 — Based on an authentic silhoeutte, these cool, stylish retro sneakers are a change-up from more traditional fall footwear — and that’s a good thing.
  • The Shirt Jacket: Life/After/Denim Mount Royal Shirt Jacket in Black, $188 — Think of this rugged shirt jacket as the versatile outer layer you didn’t know you needed. Feel free to layer it up over a classic chambray shirt if you wish.
  • The Stylish Tee: Jungmaven Hemp Pocket Tee, $39.98 — This casual T-shirt is easy to layer and well-made, plus it’s got a rich, fall-friendly color.  A slight upgrade from your regular T-shirts, to  say the least.
  • The Denim: Flint and Tinder Stonewashed Jeans, $128 — Hard to argue with a pair of perfectly faded, made-in-America jeans that vibe nicely with this casual ensemble, right?
  • The Belt: Levi’s Contrast Stitch Belt, $38 — You already know that Levi’s makes a great pair of jeans — but how about a stylish leather belt?
  • The Everyday Carry: Filson Ballistic Nylon Dryden Briefcase, $175 — Packing up to head to a coffee shop and get some work done? Cruising into the office? Grab the Filson Dryden Briefcase.
  • The Socks: Anonymousism Wigwam Jacquard Crew Socks in Brown, $20.50 — Never underestimate the power of having a stylish pair of socks to finish off your wardrobe. Just enough cool pattern and color here.
  • The Beanie Cap: Levi’s Turn Up Beanie, $29.50 — If the temperature dips — which it’s bound to do — throw on this stylis beanie cap from the makers of your favorite pair of classic denim.
  • The Watch: Hemel HFT20 Watch, $450 — Bold, rugged and durable, the Hemel HFT20 Watch is made for weekend adventures aplenty.
  • The Everyday Carry: Filson Ballistic Nylon Dryden Briefcase, $175 — Packing up to head to a coffee shop and get some work done? Cruising into the office? Grab the Filson Dryden Briefcase.

OK, so all the building blocks for prime casual fall style are in place, right? From a rugged shirt jacket to the laidback, easygoing and comfortable Jungmaven pocket tee, these pieces are simply going to look great, whether worn to your favorite sports bar or to a relaxed weekend coffee date … or somewhere in between. And where does it all start? With the excellent Reproduction of Found German Army Trainers, of course. These sneakers exude retro cool and slightly rugged fall style thanks to the contrasting sole, and they’ll sit quite nicely underneath the Flint and Tinder Stonewashed Jeans. Don’t be afraid to shelve your slim dark denim in favor of something more broken-in, particularly when it comes to wearing sneakers like the terrific Reproduction of Found German Army Trainers. On the accessories front, I’m always an advocate for putting on a stylish leather belt and a rugged leather watch — two small, oft-overlooked accessories that really do make a big difference when it comes to separating yourself from the pack. Should it get chilly, you’re also nicely covered with the Levi’s Turn Up Beanie, which plays nicely in terms of color with the handsome, subtly stylish Anonymousism socks. When it comes to your everyday carry, the Filson Dryden Briefcase is going to put in a ton of work, to say the least. To me, this all the gear you need for a great day around town — where would you wear it? Let me know on Twitter!

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