
Converse, Zappos, New Balance, Clarks
1
Clarks Wallabee boots
A distant cousin of the Dutch veldskoen, Clarks’ Wallabee boot became “a staple part of the b-boy uniform in New York City” in the 1980s, according to Vogue.
With a square toe and outside stitching, Clark Wallabee boots are a timeless, elevated take on a moc-style chukka boot. They're rugged without being bulky or sweaty and they let you move around like you're wearing sneakers, but they look like dress shoes. Today, they come in over 10 colors in women's 6-10 and men's 7-15.
With a square toe and outside stitching, Clark Wallabee boots are a timeless, elevated take on a moc-style chukka boot. They're rugged without being bulky or sweaty and they let you move around like you're wearing sneakers, but they look like dress shoes. Today, they come in over 10 colors in women's 6-10 and men's 7-15.
2
New Balance 574 Legacy
Folks that have always rocked New Balances are likely unsurprised that the comfortable, roomy and supportive sneakers have become so popular in the last few years. Started in Boston, Massachusetts, in 1906, New Balance was originally a company for arch supports and other in-shoe insoles, making footwear more comfortable for longtime wear. When "dad sneakers" became the cool shoe on the block again in the late 2010s, New Balance was ready with this classic silhouette.
Today, you can snag a pair of their 574 Legacy sneakers in standard and wide sizes from men's 4 (women's 5.5) to men's 15 (women's 16.5). They come in four colors and are great for running and walking as well as dressing up for date night or parties.
Today, you can snag a pair of their 574 Legacy sneakers in standard and wide sizes from men's 4 (women's 5.5) to men's 15 (women's 16.5). They come in four colors and are great for running and walking as well as dressing up for date night or parties.
3
Blundstone 550 Chelsea boot
An Australian farming boot turned New York City cold-weather staple? Sounds like Blundstones. Founded in Tasmania, Australia in 1870, the company made shoes for the Australian army during World Wars I and II. Their boots soon became beloved by laborers, farmers and people who live in snowy cities. like Montreal and Toronto.
These 550 Chelsea boots are deceptively durable. They dress up nice and look super chic, but they'll keep your keep comfortable and dry in unpredictable fall weather. They come in women's 7-11 and men's 7-13.
These 550 Chelsea boots are deceptively durable. They dress up nice and look super chic, but they'll keep your keep comfortable and dry in unpredictable fall weather. They come in women's 7-11 and men's 7-13.
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4
Converse Chuck Taylor All Star classics
Looking to create a shoe that could be worn all year and in all weather, the footwear brand Converse developed canvas-topped shoes with a rubber bottom. In the 1960s, with the help of basketball player Charles “Chuck” Taylor, Converse Shoe Company launched their now-iconic sneaker, appropriately named the Chuck Taylor All Stars.
These days you can find them in literally every color under the sun and can even customize a pair of your own. Still, the black are a classic that don't get as dirty as the white, and can easily be dressed up with a suit or long pants. These come in men's 3/women's 5 to men's 18/women's 20.
These days you can find them in literally every color under the sun and can even customize a pair of your own. Still, the black are a classic that don't get as dirty as the white, and can easily be dressed up with a suit or long pants. These come in men's 3/women's 5 to men's 18/women's 20.
5
Red Wing 6-inch moc lace-up boots
Named after the city where it was founded, Red Wing shoes have been making high-quality utility footwear in America since 1905. They famously made a boot specifically for women back in 1926, and since then have been loved by people actually doing manual labor and people who just want to look cool (like Kanye West in 2022).
Designed in 1952, the 6-inch moc lace-up boots are a timeless classic that will last for years. They come in rich chestnut brown and black, and age like a fine wine. They're available in women's 5-11 and men's 7-13.
Designed in 1952, the 6-inch moc lace-up boots are a timeless classic that will last for years. They come in rich chestnut brown and black, and age like a fine wine. They're available in women's 5-11 and men's 7-13.
6
Birkenstock Boston clogs
While the company originally launched back in 1774, Birkenstock didn't start making their iconic two-strap sandals until the early 1960s. The German slides became beloved by flower children and granola types in the states after American dressmaker Margot Fraser brought a pair home from a European trip. The popularity of the sandals gave rise to the Boston clogs in the late '70s, as a fall shoe for college students walking between classes.
Today, they're a super durable, high-quality clog with a strong a sole that keeps your feet feeling good for hours. They come in three colors in women's sizes 5-12.5 and men's sizes 6-16.5.
Today, they're a super durable, high-quality clog with a strong a sole that keeps your feet feeling good for hours. They come in three colors in women's sizes 5-12.5 and men's sizes 6-16.5.
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7
Nike Air Force 1 '07
Ah, the Air Force 1. Some have called it Nike's perfect white sneaker, though it also comes in black. Designed in the early '80s as a basketball shoe inspired by hiking boots, Complex reports the Air Force 1 became a symbol of street style across the east coast in the ensuing two decades. The low-rise cut launched sometime in the 90s, and became popular among among athletes, rappers and street style aficionados.
Today, it's a unicorn shoe of sorts that's equal parts timeless and trendy and truly can be worn with any outfit from formal wear to workout clothes. They come in men's 6/women's 7.5 to men's 18/women's 19.5.
Today, it's a unicorn shoe of sorts that's equal parts timeless and trendy and truly can be worn with any outfit from formal wear to workout clothes. They come in men's 6/women's 7.5 to men's 18/women's 19.5.
8
G.H. Bass Weejuns penny loafers
In 1936, G.H. Bass created the Weejun men's penny loafer, a leather dress shoe that was endearingly wearable and not too fancy or stuffy. Though the original Weejun was a "men's" shoe, it soon became beloved by women, who would order a pair two sizes down. In the following years, a women's version was created, boasting the same exact silhouette in smaller sizes. To this day it's a class choice for both formal events (like fancy Italian weddings featured in "Vogue") and more casual, dressed-down looks.
You can find Weejuns in a plethora of colors and styles, but the original comes in black and burgundy in standard and wide widths in women's 5-11 and men's 6.5-13.
You can find Weejuns in a plethora of colors and styles, but the original comes in black and burgundy in standard and wide widths in women's 5-11 and men's 6.5-13.