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Many brands embody their hometowns, but few do it like Bossi Sportswear. Founded in Boston, Massachusetts by Alex Bossi, the label began its life in Bossi’s family-run autobody shop. This authentic, homemade core has never left the brand, inspiring the signature oil slicks that make many Bossi pieces one of a kind.

The label has upscaled since the days of the auto-repair shop; its collections are now made in the world-famous Sterlingwear of Boston factory, known for producing military uniforms, so you can literally expect military-standard craftsmanship behind the eye-catching, homegrown facade of the collection.

While Bossi’s raw authenticity and quality should have already solidified the brand as a household name, it remains somewhat under the radar. But that might be about to change.

The arrival of its FW20 collection at Harvey Nichols means it’s the perfect time to get on board — the future of this label looks bright. Fall/Winter 2020 sees Bossi Sportswear return with signature eye-catching graphics and a strong hand-painted aesthetic that harks back to the brand’s roots. We’ve rounded up our favorite pieces from the new collection below.

Shop our top picks from Bossi Sportswear Fall/Winter 2020 below.

Bossi Sportswear Dream Of Me Printed Cotton Top

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Bossi SportswearDream Of Me Printed Cotton Top
$525
Buy at Harvey Nichols

With tops as punchy as this one, we definitely are dreaming of you, Bossi. Complete with tie-dyed motifs to each arm and a dip-dyed effect to the backdrop, this top is an homage to homemade design.

Bossi Sportswear Adamo Printed Reversible Cotton T-Shirt

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Bossi SportswearAdamo Printed Reversible Cotton T-Shirt
$285
Buy at Harvey Nichols

Michelangelo’s literally iconic The Creation of Adam graces the front of the Adamo tee, but it gets a glittery update which will certainly catch eyes when it catches the light. This tee will add a bright twist to more toned-down fall fits.

Bossi Sportswear Dream Of Me Hooded Cotton Sweatshirt

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Bossi SportswearDream Of Me Hooded Cotton Sweatshirt
$585
Buy at Harvey Nichols

Inspired by the fits of the ‘90s, the Dream of Me Hoodie features a boxy silhouette with a shortened torso. A tonal ‘Dream of Me’ slogan punctuates the chest while blue and white toggles add a contrasting hit of color.

Bossi Sportswear Star Tie-Dye Embellished Cotton Sweatshirt

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Bossi SportswearStar Tie-Dye Embellished Cotton Sweatshirt
$1350
Buy at Harvey Nichols

Bossi Sportswear’s Star Tie-Dye Hoodie is one of the pieces this season that is hand-finished at Sterlingwear of Boston. Combine the rugged, handmade feel of the piece with Swarovski crystals embedded in the prints and you’ve got a serious highlight item.

Bossi Sportswear Star Tie-Dyed Embellished Cotton Sweatpants

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Bossi SportswearStar Tie-Dyed Embellished Cotton Sweatpants
$1050
Buy at Harvey Nichols

Like the hoodie, these sweatpants feature Swarovski crystals to the prints for added shine. It’s pretty hard to take your eyes off a pair of sweatpants with crystals twinkling on every step…

Bossi Sportswear AHT Reversible Cotton T-Shirt

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Bossi SportswearAHT Reversible Cotton T-Shirt
$275
Buy at Harvey Nichols

One of Bossi’s mission statements is to design clothing that will be passed down generations. This vintage-style tee features paint splatters as decoration as well as a relaxed fit. The lived-in aesthetic imbues it with a sense of timelessness.

Bossi Sportswear AHT Reversible Cotton T-Shirt

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Bossi SportswearAHT Reversible Cotton T-Shirt
$275
Buy at Harvey Nichols

If red was a touch too bright, this black tee features the same, laid-back cut and a contrasting white splatter effect.

Bossi Sportswear Accident Printed Reversible Cotton T-Shirt

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Bossi SportswearAccident Printed Reversible Cotton T-Shirt
$275
Buy at Harvey Nichols

Like the last two selections, this tee is designed to be worn back-to-front if desired. The bold, glittery prints that act as a throwback to Bossi’s childhood in Boston can be worn either way.

Bossi Sportswear Brocade and Suede Bomber Jacket

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Bossi SportswearBrocade and Suede Bomber Jacket
$1200
Buy at Harvey Nichols

By taking inspirations from bygone eras, Bossi’s collection has a timeless feel which works perfectly towards the goal of creating clothing for future generations. This varsity-style bomber jacket features an intricate brocade burst pattern to the body and plush suede sleeves which contrast with metallic blue trims.

Bossi Sportswear Kiss Printed Reversible Cotton T-Shirt

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Bossi SportswearKiss Printed Reversible Cotton T-Shirt
$280
Buy at Harvey Nichols

Contrast holds a central role in Bossi’s FW20 collection and this tee is no anomaly. A retro, black-and-white print to the chest is overplayed by a modern, quasi graffiti-style text logo.

Our designated Selects section features products that we love and want to share with you. Highsnobiety has affiliate marketing partnerships, which means we may receive a commission from your purchase.

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