Yes, the mercury is dropping, but there’s no need to be a sadboi about it. Old Man FW19 comes with a goodie bag full of stylish perks, and one of them is boots. Rock ’em with a suit or your fave pair of distressed jeans — whether you’re trying to channel Keith Richards or Nas, the right pair of boots will bring a healthy dose of badassery to your fit. I’ve personally been looking forward to burning my boat shoes in favour of chunky boots from the moment summer began, so I’m very ready for this. Here are five pairs that’ll make you feel the same.
HUGO BOSS Coventry Suede Chelsea Boots
Hugo Boss didn’t want you to have to strain yourself in any way when they decided to create these suede boots. The sides are elasticated and equipped with pull-tabs so you can get them on and off as easily as possible. The boots are cut from soft suede and lined in smooth leather and their dark grey colour is the perfect tone to match any fall outfit — from jeans and a sweater to slacks and a jacket.
FRANK AND OAK Escalante Desert Boot
Frank And Oak wanted to keep you looking as equally stylish and comfortable this fall with their desert boot in humus brown. They’re the perfect transitional kicks, handmade in Portugal from genuine leather and suede.
PRADA Leather Hiking Boots
You don’t have to be a Survivorman to love these Prada hiking boots. Made from smooth leather and set on chunky gripped rubber soles, they go with any look, from ripped jeans to fitted trousers and everything in between.
$1,375, Buy now at Mr Porter
SAINT LAURENT Wyatt Suede Chelsea Boots
A Saint Laurent classic, the brand decided to re-issue this pair in a tan ‘new cigarro’ colour, for those of us who have trouble transitioning to dark tones as soon as the temperature drops. Crafted in soft suede with elasticated sides and stacked Cuban heels, these boots are a nifty way to transform a simple look into an elevated one.
$1,063, Buy now at Mr Porter
Timberland Port Union Moc-Toe Waterproof Boots
Can you be both practical and fashion forward this fall? By golly, yes you can! Timberland’s waterproof boots were designed to do just that: keep you looking good, even on rainy days. Another bonus, the linings are made with eco-conscious materials (like recycled plastic bottles) — so you could stay dry, feel good about helping the planet, and look handsome, all at the same time, and in three gorgeous colours.