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  • Street Smart Grey Nep Sweatshirt Raw Stretch Skinny Jeans Red Brushed Check Shirt Raw Stretch Skinny Jeans Grey Nep Sweatshirt Get the Look Street Smart

    Other than a checked shirt, a textured or marled grey sweatshirt is a season essential for the Street Smart style. Your new sweater will go with almost anything but we like it best with a dark checked shirt and some dark wash denim. A beanie adds a casual nod to the outdoorsy inspiration behind the trend.

  • Street Smart Street Smart

    Our latest trend for autumn is the street smart collection, comprised of rugged checked shirts that are simple to layer with textured sweats and lightweight jackets. Perfectly teamed with strong denim styles and boots, this look says ‘lumberjack in the city’, with masculine styles that have been given an urban twist.

    See how Pinterest’s most stylish are putting together their street smart get-ups and get a feel for the mood and inspiration behind the trend.

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    Like what you see? Shop the full street smart range and pick up the staple styles to construct your own ‘urban explorer’ look.

    Shop Street Smart

  • Street Smart Burgundy Fisherman Jacket Mid Blue Coated Skinny Jeans Green Tartan Check Shirt Black Rucksack Blue Brushed Check Shirt Mid Blue Coated Skinny Jeans Burgundy Fisherman Jacket Look 1 Street Smart

    The earthy tone of this lightweight jacket is perfectly complimented by the deep greens and rich autumnal yellows and reds of the checked shirt. Add some great denim, a backpack and some hiking style boots and you’ve nailed the trend to a tee with a look ideal for exploring the concrete jungle on the weekend.

  • Street Smart Teal & Ink Colour Block Fisherman Jacket Tan Leather Laceup Boots Raw Stretch Skinny Jeans Teal & Ink Colour Block Fisherman Jacket Grey Nep Long Sleeve Shirt Grey Nep Long Sleeve Shirt Look 2 Street Smart

    Shades of blue become your city-camo. Style your trusted cotton shirt with our fisherman jacket which takes a rugged menswear classic to an elevated level with its streetwear inspired contrast panel styling. Raw denim in a complimentary dark wash and lace up boots complete this true blue urban get-up.

  • Street Smart Blue Tartan Long Sleeve Shirt Blue Tartan Long Sleeve Shirt Grey Creased Super Skinny Jeans Black Casual Fold Down Boots Grey Creased Super Skinny Jeans Look 3 Street Smart

    Here, the checked shirt in a vibrant blue and red colourway is the statement piece. When it gets colder don’t cover it up, simply add a long sleeve tee underneath to bolster your defences against the elements. Washed denim and a lace up boot are the ideal understated accompaniments to this autumn-ready casual look.

  • Street Smart Green Twill Gingham Shirt Dark Blue Stretch Skinny Jeans Grey Nep Zip Up Hoodie Green Twill Gingham Shirt Dark Blue Stretch Skinny Jeans Tobacco Fisherman Jacket Get the Look Street Smart

    For a lesson in layering, look no further. This micro patterned shirt is given a rugged style injection by layering on a simple grey hoodie and a lightweight jacket. Your denim doesn’t always have to be a dark wash, this pair is ideal for busy autumn weekends trekking the city streets and the boots add a tough guy edge.