6. Cargo shorts
Summer’s looking hot, so keep yourself ventilated and barbecue-ready by donning your loudest cargo shorts, polo shirt and red cupsoles, all topped off with a straw trilby (strictly for sun protection, you understand). It’s a testament to the eye for detail that goes into Timberland Adventure Trainers that they can be worn like this, in what’s probably the most easy-going look in the wardrobe, and still set the tone perfectly.
7. Tapered jeans
A well-fitting pair of tapered jeans are neat and flattering, and they work perfectly with all our cupsole trainers. You’ll give off a pitch-perfect tone of smart and casual, equally appropriate for a modern office and the obligatory Friday night drinks after a busy week. Tapering can draw attention to the shoes, which is great, but you might prefer a darker trainer to balance the look perfectly. Try a pair of Timberlands for size.
8. Cord casual jacket
The classic borg-collared corduroy jacket makes a statement, be it in brown, blue or black. It’s super casual when you’re out and about, be it popping out for pizza or queuing outside the club with your mates. The iconic furry collar and lining mean you’ll never be accused of being too formal, but nor can it be said you haven’t made an effort. Wear it over a casual T-shirt and dark chinos, with a pair of grey Oxfords keeping your feet on the ground.
9. Blue jeans and check shirt
The classic American blue-collar look is the ultimate statement of approachability, effortless style and a sleeves-rolled-up, can-do approach to life. If it’s important to you, it also happens to be the ultimate in no-maintenance fashion, where keeping it casual doesn’t detract from the solid and reliable silhouette a heavy shirt brings. Any pair of Adventure 2.0 trainers finishes the story.