THE MONK-STRAP DRESS SHOE
Say that 10 times fast (actually, don’t). A monk-strap dress shoe is for special occasions only. Or, if you’re working in a more formal environment, do wear them daily.
Wear it with:
- Your 9-5 standard suit in charcoal grey or navy—make sure your belt matches your shoes
- Dark wash jeans & a checkered button down
- Get your geek on. Show them off in cuffed chinos, colorful socks a shawl collar sweater
THE BROGUE
Go brogue. A nod to our friends across the pond, these classic shoes are easily recognizable by their cap toe and decorative perforations. They tend to have a dressier feel, so wear them accordingly.
Wear it with:
- Channel the ‘30s and ‘40s and pair with a double-breasted grey suit
- Cuff your jeans, roll up your white T-shirt sleeves and wear with an open flannel shirt
- Wear with chinos and a polo to work
THE CHUKKA BOOT
Also knows as the desert boot, this summer to fall staple is our Editor’s standout shoe of the moment. Why? Chukkas are a great staple and they’re versatile enough to wear with jeans or chinos. Enough said.
Wear it with:
- Your casual Friday jeans & a polo
- A sweatshirt & chinos
- Selvedge denim, a casual henley & a rain jacket
The Sneaker
Allow us to reintroduce the sneaker. It’s not for the gym—it’s for everyday living and they pretty much sell themselves. Buy a pair in black, one in white and one in tan. Then, wear them all year long.
Wear it with:
- Shorts & a short-sleeve Hawaiian shirt—then, book yourself a tropical vacation
- Jeans & a jersey (for Saturdays only!)
- Jeans & a tee
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