Suited & Booted: These Classy Boots Will Look Good And Last You A Lifetime

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Dressier, safe-for-work ankle boots can toughen up a boring suit or class up a sport jacket and jeans. Pull them on when the weather is bad for a little added ankle warmth or when your sock game is subpar. Just make sure they are tapered close enough to the ankle and fit under your pant leg. There needs to be enough room to allow the fabric to drape easily over the boot. Skinny suits with big boots are a don’t; cuffing your trousers to show off your wingtips a do. Also be aware that thicker, chunkier soles are considered more casual. So, if your office is a bit more formal, heavy lug soles probably won’t fly. It takes some experimentation and creativity to pull off a good men’s boot, not to mention some financial investment, but these classic dress boots are worth the splurge and with proper maintenance will just get better over the years.

Brennan To Boot New York by Adam Derrick

Brennan To Boot New York by Adam Derrick

Brennan
Even if your closet is fully booted, you’ll want to make room for this smoky gray showstopper. Done in soft suede and burnished leather, this ultra-masculine lace-up brogue will quickly become your go-to fall boot. It’s both tough and refined. And while grey is a great alternative to black, this boot comes in chocolate brown and black as well.
$450.00 at ToBoot.com

Gordon Rush Devon by T.Moro

Gordon Rush Devon by T.Moro

Gordon Rush
A straightforward, beautifully constructed leather, lace-up, plain-toe, ankle boot in chocolate brown. These boots are all about understated luxury and work well with more formal and three-piece suits.
$525.00 at GordonRush.com

Crosby Square Knightsbridge

Crosby Square Knightsbridge

Crosby Square
Check out these handsome wingtip boots done in light tobacco leather with contrasting darker soles. The lighter hue is a fine way to perk up a suit while still keeping the color neutral.
$425.00 at CrosbySquare.com

Stacy Adams Dowling

Stacy Adams Dowling

Stacy Adams
This cap-toe lace-up boot is made of hand-burnished leather and finished with a rubber flexible sole. They are easier to pull on with an assist from the elastic gusset near the ankle for added stretch. If your commute entails a lot of walking, this is the boot for you.
$110.00 at StacyAdams.com

Grenson Wyatt

Grenson Wyatt

Grenson
Grenson boots have long been a favorite of menswear industry pros. Follow the fashion leaders and get these double-buckle boots in unlined vintage suede. They’ll serve a dual purpose: the slightly oiled finish and will toughen up a suit while the buckles keep you looking polished. All the boots in the collection are  “Goodyear Welted” and can be re-soled many times over, making them a great investment as well.
$490.00 at Grensen.co.uk

Ted Baker London Sealls

Ted Baker London Sealls

Ted Baker
These wingtip brogues come complete with the smart details that Ted Baker is known for. Contrast stitching and a polka dot lining set off a mix of pebble grain and smooth finished leather to round out this gentlemanly boot that kicks ass with a rubber cleated sole.
Starting at $138.65 at Amazon.com

Mr. Porter Church’s Beijing Leather Boots

Mr. Porter Church’s Beijing Leather Boots

Mr. Porter
Speaking of Chelsea boot perfection, these refined, high ankle boots from Church’s work well with slimmer cut suits and dark denim alike. Made in England, this mod authentic style comes complete with elastic sides and pull-on tabs.
$545.00 at MrPorter.com

Clark’s Originals Desert Boot

Clark’s Originals Desert Boot

Clark’s
Your favorite crepe-soled desert boot updated in the color of the season. While definitely a more casual fall look, these boots will elevate dark khakis, shawl collar sweaters and knit ties for dress-down days in the office.
$140.00 at ClarksUSA.com

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