What are the COOLEST looking shoes of any era?

I like the flame design. It's unusual.

There are many shoes from different eras that are considered cool and have become iconic. Here are a few examples:
Converse Chuck Taylor All-Stars: These classic canvas sneakers were introduced in 1917 and have been a popular choice for casual wear ever since. They come in a variety of colors and patterns and are known for their simple yet stylish design.
Nike Air Jordans: These basketball shoes were first released in 1985 and are named after legendary basketball player Michael Jordan. They are known for their bold colorways and unique design features, such as the "Jumpman" logo.
Dr. Martens: These boots have been popular since the 1960s and are known for their distinctive look, including the yellow stitching, black leather, and chunky soles. They have been worn by everyone from punk rockers to fashion icons.
Adidas Superstars: These sneakers were first introduced in the 1960s and are known for their iconic shell toe design. They have been worn by many famous athletes and musicians and are often seen as a symbol of urban culture.
Vans Slip-Ons: These shoes were first introduced in the 1970s and are known for their simple yet stylish design. They feature a canvas upper and a rubber sole and have been worn by everyone from skateboarders to fashion models.
These are just a few examples of some of the coolest shoes of different eras, and there are many other styles that have become iconic and beloved over time.

I have feet pics of your favorite runners

Yes, yes, and yes again - I set all of my road PRs in this shoe. As well as looking fantastic, they turned you into a fire-breathing bat-winged vampire rainbow zebra unicorn.

Yikes... That looks sort of like the type of running shoe I would expect Ed Gein or Jeffrey Dahmer to rock on his track team!

The story goes that in 1984, Nike presented Lopes with two pairs of racing shoes that had been made in Japan and shipped to Los Angeles five days before the Olympic marathon. One was in red, white and blue. The other was in white trimmed with gold. Lopes’ wife said he should wear the gold pair, to match the colour of the medal he would win.

Five days later, Lopes would hold up his shoes to show the world what he worn on the way to victory. The shoe was named the Nike Spiridon Gold, named after Spyridon Louis, the man who won the first Olympic marathon in 1896.

The Spiridon Gold was straightforward in its technology. It featured a nylon upper, a dual-density EVA foam midsole (Phylon) for added stability, a curved last, and a heel cup system called the Cobra Collar. The shoe weighed only 159 grams. I still have my vintage pair, but haven't worn them for 3 decades.

adidas Melbournes were simple class.

adidas Azteca Gold spikes or Puma brush spikes w/ Velcro closures, both from 1968

My brother said that guys would run road races in those. It doesn't seem very protective and seems like it would have been a great XC shoe on some courses and in California meets where spikes are not allowed. It was probably a good shoe for track 10Ks also. I think it was a favorite of Pre.

Other shoes from that era did not have a ton of cushion and were also used on the roads. Shoes like the Tiger Boston. What is crazy is how much money some of these old vintage shoes are listed at on sites like Sotheby's and eBay. 1000s of dollars.

https://www.sothebys.com/en/buy/sneakers/_onitsuka-tiger-boston-829f

Nike Stings

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They're not running shoes but I always liked Pro Keds in blue suede. I've gone through a few pairs of these and always liked them better than Chucks. They're still sold. A few years ago I was going to buy a pair and saw them on Zappos for something like $55-60. I forgot about them and then a few months ago was going to get a pair and now they're $85.

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I found this. Evidently a pair of Oregon Waffles that were worn by Pre were listed on Sotheby's with a minimum bid of $100,000. I'm curious what they finally sold for. At the end of the video one guy commented that on someone he was talking to he thought the winning bid would be close to $1 million.

kgw.com

Iconic Nike waffle shoes worn by legendary distance runner Steve Prefontaine up for auction

The Sotheby's auction site claims this is the first time a pair of Prefontaine-worn sneakers has been publicly sold.

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Somebody just offloaded a bunch of streak xc 1s on ebay. Might want to take a look.

I loved running in those. I set my distance track prs in mayflys at one point. I've got a pair of blue ones I got off ebay last year in the closet.

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Look like this.

I've always thought the ethiopian color way nike made at one time was cool:

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Here it is in the eldoret spikes.

The original jasari was pretty cool:

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Nike released the streak xc and lt in a ton of colors over the year, there were some really cool colorways of that. I like this one:

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I think this is my favorite colorway of all time, in the nike ventulus though:

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I came here to say the same thing, but toss Samba Ks in there, too. I’d still wear my pair of the latter but the soles hardened and cracked from age (purchased ca. 2002).

Agreed. And putting them on the feet of Daniel Komen really ups the cool factor!

Old guy here. We wanted these in the late 1960s but they were unobtainable (to us, anyway)

The Puma brush spikes were legendary, and completely unobtainable. Coolness factor hugely enhanced by Tommie Smith running 19.7 ht in them. They provoked the international rule limiting shoes to 6 spikes per shoe.

What a great shoe this was..