Top 10 Menswear Inspired Shoes

Toughen up your look with the ten best menswear styled fall shoes!

Toughen up your look with the ten best menswear styled fall shoes!
Why should men have all the fun with their footwear while we’re stuck in heels? Answer: they shouldn’t, and now it’s our turn. Menswear inspired shoes were all over the runways last season, and as the temperature starts to drop (summer, please don’t go!) it’s time to put them to good and stylish use. Oxfords, brogues and combat boots galore; our comprehensive list boasts them all and then some. Peek through to find a pair that adds a touch of tough glamour to all your fall and winter wears.
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August 20, 2014

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The Rankings

Rachel Comey Alley Leather Fringe Ankle Boots
Rank & Style Approved


Rachel Comey Alley Leather Fringe Ankle Boots

Loved For: Wooden heel and fringe detail offer a handcrafted touch to these menswear inspired fall shoes. Nude leather keeps things current, and excellent craftsmanship will keep you impressed.

Free People Truemay Lace Up Boot

Made For: Ladies looking for a pair of menswear inspired fall shoes that are already distressed with a lived-in look, these lace up Free People exclusives are what you crave! Seriously beat up and with a leather and suede combo, these are the shoes skinny jeans dream of being paired with.

Loeffler Randall Fay Oxford

Best For: Cutouts make these menswear inspired fall oxfords ideal for feeling a bit of breeze, or showing a bit of sock!

Jenni Kayne Two-Tone Leather Oxfords

Best For: The metallic panels on these two toned leather oxfords add intrigue to these menswear inspired fall shoes. A streamlined, laceless vamp keeps the look minimalist chic.

Rachel Zoe Raven Cap Toe Oxfords

Loved For: A metallic toe lends a luxurious look, accentuating the sleek lines of these minimalist oxfords. These are the menswear inspired fall shoes that are definitely made for a woman, and thank goodness!

Joie Lace Up Combat Booties - Asbury

Made For: Women wanting a tough and kick-ass pair of menswear inspired fall shoes, check out these combat booties that offer all the edge, while still being a feminine favorite.

TOMS ’Brogue’ Wool Oxfords

Best For: These tailored wool oxfords are stylish and perfect for chilly days. Suede insole with molded foot bed ensures supreme comfort and support.

Circus by Sam Edelman Farrah Loafer Flat

Loved For: Looking way more expensive than their $80 price tag. Faux leather upper gets a croc embossed effect for added interest.

Vince Newman High Top Sneakers

Best For: Yay for comfort! These mixed textured high-tops are the ultimate in casual style, and are bound to be the perfect menswear inspired fall shoes to pair with your new favorite track pants or skinny jeans.

Tibi Kern Nubuck and Leather Point-Toe Brogues

Best For: Black leather with a velvety nubuck panel make these menswear inspired fall shoes ideal to pair with a cropped pant to show ‘em off. A thin sole keeps them from looking too bulky and masculine.

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