Interestment’s Top Four: Men’s Shoes

Not including these Winkle Pickers…

Winkle pickers

Men have an interesting relationship with shoes. As children, they’re a nightmare. The early years find girlish sandals ranking highly amongst little boys, which unfortunately can’t be carried into adult life. The teenage years are defined by sneakers, most male closets crammed with at least eight sets of Nikes, Adidas, Converse – or Travel Fox for ravers – with a sole set of clunking great leather shoes for weddings, funerals, or job interviews. The only things that can compliment the enormously oversized suit you reluctantly picked out at Debenhams. And then, at around 20-something, the impossible happens, and shoes – actual shoes – become an attractive option. Not just for funerals, but for socialising and looking cool too. We have long since had a wonderful obsession with different makes of shoes, so coming up with a top four was a painful and upsetting process. Still, we managed it, and these four delights made the cut…

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1. Clarks Wallabees

Clarks Wallabies

The greatest my-first-shoe for addicted trainer wearers, these are just as comfortable as a smooth set of sneaks, and yet they look magnificently smart and stylish. History bods insist that they were first designed in the 1960s, and were intended to be the planet’s first “comfort shoe”. And they have yet to be bettered. Over the years we must have bought at least fifteen pairs, which come in a clever variety of colours and a choice of leather or suede. They have the added benefit of being popular in the hardcore rap world, where Ghostface Killah is a big fan.

2. Chelsea Boots

Chelsea Boots

An absolute gem, and futuristic in their day, with the stretchy elastic bit that meant that they were easy to slip on and off. Nothing had been seen like it before. These were originally horse riding shoes in the Victorian era, before the mods got hold of them in the 1960s, and they became cooler than having a five bob note in your whistle, and a couple of Woodbines in your purse. Still look great today.

3. Clarks Desert Boots

Desert Boots

Another big hit from the people of Clarks, and the perfect Autumnal shoe. These first came to the fore in 1950, when a man called Nathan Clark modeled a zany new ankle high “boot” on the footwear ordered by British Army officers working out in the deserts of Cairo. Since then, they’ve been a staple amongst all of the hippest fashion types, and are very popular in Jamaica, particularly amongst Reggae bands.

4. Brogues


The most overtly smart of today’s shoes, these would set off a suit at any number of functions, and if you wore them to a job interview, you’d have it in the bag the moment your first foot crept nervously through the door. A low-heeled heavy leather concoction, with impressive brogueing – ie. punched patterns – you can thank our Scottish and Irish cousins for these ones. Very very stylish, they just keep out deck shoes, which are very “in” at the moment, so they say.

8 Responses to Interestment’s Top Four: Men’s Shoes

  1. Spencer says:

    I might get some brogues, there. They’re nice. My old brogues are all worn out. Brogues.

  2. mustard says:

    To anyone interested in dying a pair of Wallabee Clarks, Raekwon the Chefs gives this excellent guide in the intro to “glaciers of ice”

    Boom, yo I got a crazy idea how to do Clarks now
    Check it out, boom, this how you freak em, boom
    You go get you go get the cream joints right? Boom
    Now now, all you all you dye, is this shit right here
    Boom, and this, yaknowhatI’msayin? Any color you want
    But it’d be like, blue and cream, yaknowhatI’msayin?
    Shit like that, niggaz don’t even know this stuff
    Word is bond I’ma rock niggaz this summer, on the real
    KnowhatI’msayin? Yo son, I had crazy visions
    Check it out check it out check it out, boom
    Just imagine if you buy, ooooh!! Check it out
    Just imagine you bought navy blue, right
    A navy blue, a navy blue pair right, boom
    Of this, of this shit, knowhatI’msayin?
    But dye gold top and got cream on top
    Then you can have any color like
    But you gotta drip it like it’s marble cake…

  3. Men's shoes says:

    I somehow dont agree with your entire choice. Some of them are nice but some could have been better.

  4. Adam Sykes says:

    what i want to know is where do you get a pair of those winklepickers? oh mama

  5. mens shoes are always heavier and buliker in design compared to womens shoes.’*

  6. when selecting mens shoes, i always select those heavy boots and natural leahter shoes ~;.

  7. kas says:

    The punk winklepickers pish on the others

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